Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (77)transporters (1) Show 78 proteins XML

enzymes (77)transporters (1) Show 78 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-10-29 14:49:52 UTC

Update Date

2023-07-07 20:53:59 UTC

HMDB ID

HMDB0011151

Secondary Accession Numbers

HMDB0011183
HMDB11151
HMDB11183

Metabolite Identification

Common Name

PC(O-34:2)

Description

PC(O-16:0/18:2(9Z,12Z)) is an ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup. They are a major component of biological membranes and can be isolated from either egg yolk (in Greek lekithos) or soy beans from which they are mechanically extracted or chemically extracted using hexane.Phosphatidylcholines are such a major component of lecithin, that, in some contexts, the terms are sometime used as synonyms. However, lecithin extract consists of a mixture of phosphatidylcholine and other compounds. It is also used along with sodium taurocholate for simulating fed- and fasted-state biorelevant media in dissolution studies of highly-lipophilic drugs. Phosphatidylcholine is a major constituent of cell membranes, and also plays a role in membrane-mediated cell signalling.Phospholipase D catalyzes the hydrolysis of phosphatidylcholine to form phosphatidic acid (PA), releasing the soluble choline headgroup into the cytosol. Some medical researchers are experimenting with using Phosphatidylcholine in a type of injection that will break down fat cells; to be used as an alternative to liposuction known as Injection lipolysis. (Wikipedia)While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241201212D          

 52 51  0  0  1  0            999 V2000
   23.5989   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9239   -5.7429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2487   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3109   -5.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5736   -5.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3970   -6.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5116   -6.5522    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0181   -5.3445    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.4316   -6.0459    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.6043   -4.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7195   -4.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4259   -5.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1330   -4.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8451   -5.3273    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.4400   -6.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2501   -4.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5569   -5.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5365   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2509   -6.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9654   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6799   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3943   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1089   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8233   -6.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5378   -6.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2523   -6.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9667   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6812   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3957   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1102   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8247   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5392   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2536   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9681   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -7.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1421   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8565   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5710   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2855   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7144   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4289   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1434   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8578   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5723   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2868   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0012   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7157   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4302   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  2  0  0  0  0
  6 35  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52  5  1  0  0  0  0
M  CHG  2   9  -1  14   1
M  END

HMDB0011151
     RDKit          3D
PC(O-16:0/18:2(9Z,12Z))
133132  0  0  0  0  0  0  0  0999 V2000
    1.4983   -7.3857   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833   -8.4793   -2.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4808   -8.6461   -2.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020   -8.9800   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -8.0361   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9764   -6.7481   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648   -6.2568   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8654   -6.8976    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2770   -7.0974    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712   -6.5430    0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1554   -5.7176    2.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6657   -4.2910    1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -3.5620    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976   -2.1276    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8846   -1.3759   -0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3229    0.0366   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9110    0.9674   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    1.0679   -1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.2472   -1.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    2.0134   -2.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    2.0650   -2.7226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9773    3.4065   -2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    3.7630   -1.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563    2.8790   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    3.3102    1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    2.2861    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    2.3555    3.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    3.4660    3.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    4.8526    3.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702    5.8101    4.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298    5.8404    3.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527    6.8125    4.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    6.9966    4.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6172    5.7973    4.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8452    5.1124    5.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425    3.9274    5.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1946    2.8761    4.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8507    2.3650    4.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.2992    3.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    1.7781   -4.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.8697   -4.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3329    1.5769   -5.9086 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4483    1.1320   -6.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2628    3.0348   -6.5213 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.9355    0.4741   -5.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    1.0809   -5.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.0343   -5.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596    0.6058   -5.4405 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.5109    1.8223   -4.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351   -0.3666   -4.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759    0.8285   -6.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -6.5525   -1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071   -6.8839   -2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618   -7.8013   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084   -9.4541   -2.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -8.2305   -3.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -7.7481   -3.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -9.4814   -3.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783   -9.9850   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533   -9.1719   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403   -7.9072   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168   -8.5241    0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483   -6.1677   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -5.2616   -0.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306   -6.3093    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4744   -7.9217    0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -7.7269   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2825   -6.7216    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9310   -6.1685    2.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -5.7553    2.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -3.7862    2.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7662   -4.2643    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1520   -4.0620   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8988   -3.4839    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6038   -2.1833    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2593   -1.6170    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -1.8216   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8206   -1.5792   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4567    0.0162   -0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0991    0.4149    0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4848    0.6950   -2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083    1.9834   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    1.2365   -2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    3.5325   -2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    4.1525   -2.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583    1.9057   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188    2.7857   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    3.2948    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8244    4.3293    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    2.1555    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    1.2817    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.3449    3.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122    2.2927    3.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    3.1577    4.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430    3.3692    3.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7380    4.9090    4.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    5.2884    2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    6.8016    4.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2382    5.4430    5.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214    6.2677    2.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0303    4.8775    3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432    7.7968    4.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2883    6.5179    5.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144    7.7774    4.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940    7.4032    3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609    5.1131    3.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6248    6.1453    3.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459    5.7896    6.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8440    4.7693    5.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    3.4618    6.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7780    4.1700    5.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1096    3.2990    3.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8798    1.9831    4.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.8481    5.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    3.1121    4.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575    1.7070    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4369    0.8629    4.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199    0.4856    3.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5744    0.7222   -4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    2.4406   -4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4232    1.7994   -6.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654    1.6475   -4.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330   -0.5907   -4.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761   -0.5649   -6.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561    2.1410   -4.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332    2.6555   -5.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187    1.6095   -3.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -1.3807   -4.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251   -0.2443   -3.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -0.2498   -4.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0633    1.8205   -7.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3614    0.8191   -6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0825   -0.0205   -7.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 21 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 42 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 48 51  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  0
  3 58  1  0
  4 59  1  0
  4 60  1  0
  5 61  1  0
  5 62  1  0
  6 63  1  0
  7 64  1  0
  8 65  1  0
  8 66  1  0
  9 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 16 79  1  0
 16 80  1  0
 17 81  1  0
 17 82  1  0
 21 83  1  1
 22 84  1  0
 22 85  1  0
 24 86  1  0
 24 87  1  0
 25 88  1  0
 25 89  1  0
 26 90  1  0
 26 91  1  0
 27 92  1  0
 27 93  1  0
 28 94  1  0
 28 95  1  0
 29 96  1  0
 29 97  1  0
 30 98  1  0
 30 99  1  0
 31100  1  0
 31101  1  0
 32102  1  0
 32103  1  0
 33104  1  0
 33105  1  0
 34106  1  0
 34107  1  0
 35108  1  0
 35109  1  0
 36110  1  0
 36111  1  0
 37112  1  0
 37113  1  0
 38114  1  0
 38115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 40119  1  0
 40120  1  0
 46121  1  0
 46122  1  0
 47123  1  0
 47124  1  0
 49125  1  0
 49126  1  0
 49127  1  0
 50128  1  0
 50129  1  0
 50130  1  0
 51131  1  0
 51132  1  0
 51133  1  0
M  CHG  2  44  -1  48   1
M  END


  Mrv0541 02241201212D          

 52 51  0  0  1  0            999 V2000
   23.5989   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9239   -5.7429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2487   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3109   -5.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5736   -5.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3970   -6.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5116   -6.5522    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0181   -5.3445    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.4316   -6.0459    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.6043   -4.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7195   -4.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4259   -5.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1330   -4.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8451   -5.3273    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.4400   -6.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2501   -4.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5569   -5.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5365   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2509   -6.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9654   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6799   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3943   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1089   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8233   -6.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5378   -6.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2523   -6.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9667   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6812   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3957   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1102   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8247   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5392   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2536   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9681   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -7.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1421   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8565   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5710   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2855   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7144   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4289   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1434   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8578   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5723   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2868   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0012   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7157   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4302   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446   -5.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  2  0  0  0  0
  6 35  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52  5  1  0  0  0  0
M  CHG  2   9  -1  14   1
M  END
> <DATABASE_ID>
HMDB0011151

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCOC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,41H,6-13,15,17-19,21,23-40H2,1-5H3/b16-14-,22-20-/t41-/m1/s1

> <INCHI_KEY>
IQACMFWAGALEAQ-WESJWMGVSA-N

> <FORMULA>
C42H82NO7P

> <MOLECULAR_WEIGHT>
744.0767

> <EXACT_MASS>
743.582890495

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
92.68268564488336

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-3-(hexadecyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
8.659885991861586

> <ALOGPS_LOGS>
-7.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550607479245658

> <JCHEM_PKA_STRONGEST_BASIC>
-4.141001335677688

> <JCHEM_POLAR_SURFACE_AREA>
94.12

> <JCHEM_REFRACTIVITY>
227.54570000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.41e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(hexadecyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011151
     RDKit          3D
PC(O-16:0/18:2(9Z,12Z))
133132  0  0  0  0  0  0  0  0999 V2000
    1.4983   -7.3857   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833   -8.4793   -2.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4808   -8.6461   -2.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020   -8.9800   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -8.0361   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9764   -6.7481   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648   -6.2568   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8654   -6.8976    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2770   -7.0974    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712   -6.5430    0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1554   -5.7176    2.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6657   -4.2910    1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -3.5620    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976   -2.1276    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8846   -1.3759   -0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3229    0.0366   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9110    0.9674   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    1.0679   -1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.2472   -1.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    2.0134   -2.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    2.0650   -2.7226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9773    3.4065   -2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    3.7630   -1.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563    2.8790   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    3.3102    1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    2.2861    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    2.3555    3.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    3.4660    3.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    4.8526    3.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702    5.8101    4.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298    5.8404    3.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527    6.8125    4.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    6.9966    4.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6172    5.7973    4.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8452    5.1124    5.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425    3.9274    5.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1946    2.8761    4.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8507    2.3650    4.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.2992    3.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    1.7781   -4.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.8697   -4.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3329    1.5769   -5.9086 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4483    1.1320   -6.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2628    3.0348   -6.5213 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.9355    0.4741   -5.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    1.0809   -5.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.0343   -5.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596    0.6058   -5.4405 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.5109    1.8223   -4.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351   -0.3666   -4.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759    0.8285   -6.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -6.5525   -1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071   -6.8839   -2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618   -7.8013   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084   -9.4541   -2.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -8.2305   -3.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -7.7481   -3.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -9.4814   -3.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783   -9.9850   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533   -9.1719   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403   -7.9072   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168   -8.5241    0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483   -6.1677   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -5.2616   -0.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306   -6.3093    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4744   -7.9217    0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -7.7269   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2825   -6.7216    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9310   -6.1685    2.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -5.7553    2.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -3.7862    2.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7662   -4.2643    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1520   -4.0620   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8988   -3.4839    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6038   -2.1833    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2593   -1.6170    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -1.8216   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8206   -1.5792   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4567    0.0162   -0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0991    0.4149    0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4848    0.6950   -2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083    1.9834   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    1.2365   -2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    3.5325   -2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    4.1525   -2.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583    1.9057   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188    2.7857   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    3.2948    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8244    4.3293    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    2.1555    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    1.2817    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.3449    3.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122    2.2927    3.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    3.1577    4.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430    3.3692    3.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7380    4.9090    4.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    5.2884    2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    6.8016    4.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2382    5.4430    5.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214    6.2677    2.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0303    4.8775    3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432    7.7968    4.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2883    6.5179    5.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144    7.7774    4.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940    7.4032    3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609    5.1131    3.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6248    6.1453    3.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459    5.7896    6.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8440    4.7693    5.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    3.4618    6.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7780    4.1700    5.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1096    3.2990    3.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8798    1.9831    4.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.8481    5.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    3.1121    4.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575    1.7070    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4369    0.8629    4.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199    0.4856    3.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5744    0.7222   -4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    2.4406   -4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4232    1.7994   -6.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654    1.6475   -4.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330   -0.5907   -4.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761   -0.5649   -6.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561    2.1410   -4.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332    2.6555   -5.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187    1.6095   -3.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -1.3807   -4.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251   -0.2443   -3.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -0.2498   -4.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0633    1.8205   -7.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3614    0.8191   -6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0825   -0.0205   -7.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 21 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 42 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 48 51  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  0
  3 58  1  0
  4 59  1  0
  4 60  1  0
  5 61  1  0
  5 62  1  0
  6 63  1  0
  7 64  1  0
  8 65  1  0
  8 66  1  0
  9 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 16 79  1  0
 16 80  1  0
 17 81  1  0
 17 82  1  0
 21 83  1  1
 22 84  1  0
 22 85  1  0
 24 86  1  0
 24 87  1  0
 25 88  1  0
 25 89  1  0
 26 90  1  0
 26 91  1  0
 27 92  1  0
 27 93  1  0
 28 94  1  0
 28 95  1  0
 29 96  1  0
 29 97  1  0
 30 98  1  0
 30 99  1  0
 31100  1  0
 31101  1  0
 32102  1  0
 32103  1  0
 33104  1  0
 33105  1  0
 34106  1  0
 34107  1  0
 35108  1  0
 35109  1  0
 36110  1  0
 36111  1  0
 37112  1  0
 37113  1  0
 38114  1  0
 38115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 40119  1  0
 40120  1  0
 46121  1  0
 46122  1  0
 47123  1  0
 47124  1  0
 49125  1  0
 49126  1  0
 49127  1  0
 50128  1  0
 50129  1  0
 50130  1  0
 51131  1  0
 51132  1  0
 51133  1  0
M  CHG  2  44  -1  48   1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      44.051  -9.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.791 -10.720   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.531  -9.992   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      45.380 -10.738   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      40.271 -10.720   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.808 -12.175   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0      43.888 -12.231   0.000  0.00  0.00           H+0
HETATM    8  P   UNK     0      46.700  -9.976   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      47.472 -11.286   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0      45.928  -8.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      48.010  -9.204   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      49.328  -9.960   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      50.648  -9.199   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      51.978  -9.944   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0      51.221 -11.263   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      52.734  -8.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      53.306 -10.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.801 -12.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.135 -12.945   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.469 -12.175   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.802 -12.945   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.136 -12.175   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.470 -12.945   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.803 -12.945   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.137 -12.175   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.471 -12.945   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.805 -12.945   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.138 -12.175   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.472 -12.945   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.806 -12.175   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      35.139 -12.945   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      36.473 -12.175   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      37.807 -12.945   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      39.140 -12.175   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      40.474 -12.945   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      40.474 -14.485   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      18.932 -10.720   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      20.265  -9.950   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.599 -10.720   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.933  -9.950   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      24.266 -10.720   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.600  -9.950   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      26.934 -10.720   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      28.268  -9.950   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      29.601 -10.720   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      30.935  -9.950   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      32.269 -10.720   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      33.602  -9.950   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      34.936 -10.720   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      36.270  -9.950   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      37.603 -10.720   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      38.937  -9.950   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6    7                                             
CONECT    3    2    5                                                       
CONECT    4    1    8                                                       
CONECT    5    3   52                                                       
CONECT    6    2   35                                                       
CONECT    7    2                                                            
CONECT    8    4    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   19                                                            
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36    6                                                  
CONECT   36   35                                                            
CONECT   37   38                                                            
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51    5                                                       
MASTER        0    0    0    0    0    0    0    0   52    0  102    0
END

COMPND    HMDB0011151
HETATM    1  C1  UNL     1       1.498  -7.386  -1.697  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.983  -8.479  -2.575  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.481  -8.646  -2.712  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.302  -8.980  -1.546  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.392  -8.036  -0.399  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.976  -6.748  -0.816  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.065  -6.257  -0.300  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.865  -6.898   0.756  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.277  -7.097   0.260  1.00  0.00           C  
HETATM   10  C10 UNL     1      -6.271  -6.543   0.886  1.00  0.00           C  
HETATM   11  C11 UNL     1      -6.155  -5.718   2.065  1.00  0.00           C  
HETATM   12  C12 UNL     1      -6.666  -4.291   1.915  1.00  0.00           C  
HETATM   13  C13 UNL     1      -6.001  -3.562   0.799  1.00  0.00           C  
HETATM   14  C14 UNL     1      -6.498  -2.128   0.774  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.885  -1.376  -0.415  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.323   0.037  -0.300  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.911   0.967  -1.377  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.464   1.068  -1.641  1.00  0.00           C  
HETATM   19  O1  UNL     1      -3.696   0.247  -1.085  1.00  0.00           O  
HETATM   20  O2  UNL     1      -3.905   2.013  -2.468  1.00  0.00           O  
HETATM   21  C19 UNL     1      -2.536   2.065  -2.723  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.977   3.406  -2.426  1.00  0.00           C  
HETATM   23  O3  UNL     1      -2.030   3.763  -1.110  1.00  0.00           O  
HETATM   24  C21 UNL     1      -1.256   2.879  -0.384  1.00  0.00           C  
HETATM   25  C22 UNL     1      -1.181   3.310   1.108  1.00  0.00           C  
HETATM   26  C23 UNL     1      -0.356   2.286   1.780  1.00  0.00           C  
HETATM   27  C24 UNL     1      -0.088   2.355   3.220  1.00  0.00           C  
HETATM   28  C25 UNL     1       0.684   3.466   3.798  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.200   4.853   3.750  1.00  0.00           C  
HETATM   30  C27 UNL     1       1.170   5.810   4.459  1.00  0.00           C  
HETATM   31  C28 UNL     1       2.530   5.840   3.842  1.00  0.00           C  
HETATM   32  C29 UNL     1       3.353   6.812   4.671  1.00  0.00           C  
HETATM   33  C30 UNL     1       4.745   6.997   4.200  1.00  0.00           C  
HETATM   34  C31 UNL     1       5.617   5.797   4.162  1.00  0.00           C  
HETATM   35  C32 UNL     1       5.845   5.112   5.468  1.00  0.00           C  
HETATM   36  C33 UNL     1       6.742   3.927   5.407  1.00  0.00           C  
HETATM   37  C34 UNL     1       6.195   2.876   4.492  1.00  0.00           C  
HETATM   38  C35 UNL     1       4.851   2.365   4.913  1.00  0.00           C  
HETATM   39  C36 UNL     1       4.359   1.299   3.929  1.00  0.00           C  
HETATM   40  C37 UNL     1      -2.230   1.778  -4.193  1.00  0.00           C  
HETATM   41  O4  UNL     1      -0.855   1.870  -4.329  1.00  0.00           O  
HETATM   42  P1  UNL     1      -0.333   1.577  -5.909  1.00  0.00           P  
HETATM   43  O5  UNL     1      -1.448   1.132  -6.802  1.00  0.00           O  
HETATM   44  O6  UNL     1       0.263   3.035  -6.521  1.00  0.00           O1-
HETATM   45  O7  UNL     1       0.935   0.474  -5.864  1.00  0.00           O  
HETATM   46  C38 UNL     1       2.165   1.081  -5.675  1.00  0.00           C  
HETATM   47  C39 UNL     1       3.256   0.034  -5.636  1.00  0.00           C  
HETATM   48  N1  UNL     1       4.560   0.606  -5.441  1.00  0.00           N1+
HETATM   49  C40 UNL     1       4.511   1.822  -4.630  1.00  0.00           C  
HETATM   50  C41 UNL     1       5.335  -0.367  -4.664  1.00  0.00           C  
HETATM   51  C42 UNL     1       5.276   0.829  -6.668  1.00  0.00           C  
HETATM   52  H1  UNL     1       0.836  -6.553  -1.500  1.00  0.00           H  
HETATM   53  H2  UNL     1       2.407  -6.884  -2.201  1.00  0.00           H  
HETATM   54  H3  UNL     1       1.862  -7.801  -0.729  1.00  0.00           H  
HETATM   55  H4  UNL     1       1.508  -9.454  -2.360  1.00  0.00           H  
HETATM   56  H5  UNL     1       1.362  -8.231  -3.622  1.00  0.00           H  
HETATM   57  H6  UNL     1      -0.849  -7.748  -3.282  1.00  0.00           H  
HETATM   58  H7  UNL     1      -0.670  -9.481  -3.476  1.00  0.00           H  
HETATM   59  H8  UNL     1      -0.978  -9.985  -1.162  1.00  0.00           H  
HETATM   60  H9  UNL     1      -2.353  -9.172  -1.895  1.00  0.00           H  
HETATM   61  H10 UNL     1      -0.340  -7.907  -0.017  1.00  0.00           H  
HETATM   62  H11 UNL     1      -1.917  -8.524   0.419  1.00  0.00           H  
HETATM   63  H12 UNL     1      -1.448  -6.168  -1.635  1.00  0.00           H  
HETATM   64  H13 UNL     1      -3.409  -5.262  -0.702  1.00  0.00           H  
HETATM   65  H14 UNL     1      -3.831  -6.309   1.694  1.00  0.00           H  
HETATM   66  H15 UNL     1      -3.474  -7.922   0.949  1.00  0.00           H  
HETATM   67  H16 UNL     1      -5.406  -7.727  -0.644  1.00  0.00           H  
HETATM   68  H17 UNL     1      -7.282  -6.722   0.483  1.00  0.00           H  
HETATM   69  H18 UNL     1      -6.931  -6.168   2.809  1.00  0.00           H  
HETATM   70  H19 UNL     1      -5.241  -5.755   2.663  1.00  0.00           H  
HETATM   71  H20 UNL     1      -6.508  -3.786   2.878  1.00  0.00           H  
HETATM   72  H21 UNL     1      -7.766  -4.264   1.720  1.00  0.00           H  
HETATM   73  H22 UNL     1      -6.152  -4.062  -0.172  1.00  0.00           H  
HETATM   74  H23 UNL     1      -4.899  -3.484   0.921  1.00  0.00           H  
HETATM   75  H24 UNL     1      -7.604  -2.183   0.698  1.00  0.00           H  
HETATM   76  H25 UNL     1      -6.259  -1.617   1.723  1.00  0.00           H  
HETATM   77  H26 UNL     1      -6.389  -1.822  -1.312  1.00  0.00           H  
HETATM   78  H27 UNL     1      -4.821  -1.579  -0.374  1.00  0.00           H  
HETATM   79  H28 UNL     1      -7.457   0.016  -0.320  1.00  0.00           H  
HETATM   80  H29 UNL     1      -6.099   0.415   0.725  1.00  0.00           H  
HETATM   81  H30 UNL     1      -6.485   0.695  -2.300  1.00  0.00           H  
HETATM   82  H31 UNL     1      -6.308   1.983  -1.102  1.00  0.00           H  
HETATM   83  H32 UNL     1      -2.030   1.236  -2.174  1.00  0.00           H  
HETATM   84  H33 UNL     1      -0.930   3.532  -2.812  1.00  0.00           H  
HETATM   85  H34 UNL     1      -2.629   4.153  -2.983  1.00  0.00           H  
HETATM   86  H35 UNL     1      -1.758   1.906  -0.346  1.00  0.00           H  
HETATM   87  H36 UNL     1      -0.219   2.786  -0.754  1.00  0.00           H  
HETATM   88  H37 UNL     1      -2.196   3.295   1.537  1.00  0.00           H  
HETATM   89  H38 UNL     1      -0.824   4.329   1.055  1.00  0.00           H  
HETATM   90  H39 UNL     1       0.622   2.156   1.192  1.00  0.00           H  
HETATM   91  H40 UNL     1      -0.865   1.282   1.515  1.00  0.00           H  
HETATM   92  H41 UNL     1       0.421   1.345   3.476  1.00  0.00           H  
HETATM   93  H42 UNL     1      -1.112   2.293   3.751  1.00  0.00           H  
HETATM   94  H43 UNL     1       0.873   3.158   4.896  1.00  0.00           H  
HETATM   95  H44 UNL     1       1.743   3.369   3.391  1.00  0.00           H  
HETATM   96  H45 UNL     1      -0.738   4.909   4.380  1.00  0.00           H  
HETATM   97  H46 UNL     1      -0.073   5.288   2.794  1.00  0.00           H  
HETATM   98  H47 UNL     1       0.717   6.802   4.424  1.00  0.00           H  
HETATM   99  H48 UNL     1       1.238   5.443   5.496  1.00  0.00           H  
HETATM  100  H49 UNL     1       2.421   6.268   2.801  1.00  0.00           H  
HETATM  101  H50 UNL     1       3.030   4.878   3.734  1.00  0.00           H  
HETATM  102  H51 UNL     1       2.843   7.797   4.605  1.00  0.00           H  
HETATM  103  H52 UNL     1       3.288   6.518   5.755  1.00  0.00           H  
HETATM  104  H53 UNL     1       5.214   7.777   4.839  1.00  0.00           H  
HETATM  105  H54 UNL     1       4.694   7.403   3.162  1.00  0.00           H  
HETATM  106  H55 UNL     1       5.261   5.113   3.367  1.00  0.00           H  
HETATM  107  H56 UNL     1       6.625   6.145   3.783  1.00  0.00           H  
HETATM  108  H57 UNL     1       6.246   5.790   6.250  1.00  0.00           H  
HETATM  109  H58 UNL     1       4.844   4.769   5.846  1.00  0.00           H  
HETATM  110  H59 UNL     1       6.756   3.462   6.438  1.00  0.00           H  
HETATM  111  H60 UNL     1       7.778   4.170   5.100  1.00  0.00           H  
HETATM  112  H61 UNL     1       6.110   3.299   3.476  1.00  0.00           H  
HETATM  113  H62 UNL     1       6.880   1.983   4.473  1.00  0.00           H  
HETATM  114  H63 UNL     1       4.896   1.848   5.913  1.00  0.00           H  
HETATM  115  H64 UNL     1       4.061   3.112   4.984  1.00  0.00           H  
HETATM  116  H65 UNL     1       4.157   1.707   2.933  1.00  0.00           H  
HETATM  117  H66 UNL     1       3.437   0.863   4.336  1.00  0.00           H  
HETATM  118  H67 UNL     1       5.120   0.486   3.845  1.00  0.00           H  
HETATM  119  H68 UNL     1      -2.574   0.722  -4.387  1.00  0.00           H  
HETATM  120  H69 UNL     1      -2.768   2.441  -4.870  1.00  0.00           H  
HETATM  121  H70 UNL     1       2.423   1.799  -6.507  1.00  0.00           H  
HETATM  122  H71 UNL     1       2.165   1.647  -4.735  1.00  0.00           H  
HETATM  123  H72 UNL     1       3.033  -0.591  -4.723  1.00  0.00           H  
HETATM  124  H73 UNL     1       3.276  -0.565  -6.545  1.00  0.00           H  
HETATM  125  H74 UNL     1       5.556   2.141  -4.423  1.00  0.00           H  
HETATM  126  H75 UNL     1       4.033   2.655  -5.189  1.00  0.00           H  
HETATM  127  H76 UNL     1       4.019   1.610  -3.683  1.00  0.00           H  
HETATM  128  H77 UNL     1       4.963  -1.381  -4.932  1.00  0.00           H  
HETATM  129  H78 UNL     1       5.025  -0.244  -3.584  1.00  0.00           H  
HETATM  130  H79 UNL     1       6.416  -0.250  -4.783  1.00  0.00           H  
HETATM  131  H80 UNL     1       5.063   1.821  -7.115  1.00  0.00           H  
HETATM  132  H81 UNL     1       6.361   0.819  -6.413  1.00  0.00           H  
HETATM  133  H82 UNL     1       5.082  -0.020  -7.328  1.00  0.00           H  
CONECT    1    2   52   53   54
CONECT    2    3   55   56
CONECT    3    4   57   58
CONECT    4    5   59   60
CONECT    5    6   61   62
CONECT    6    7    7   63
CONECT    7    8   64
CONECT    8    9   65   66
CONECT    9   10   10   67
CONECT   10   11   68
CONECT   11   12   69   70
CONECT   12   13   71   72
CONECT   13   14   73   74
CONECT   14   15   75   76
CONECT   15   16   77   78
CONECT   16   17   79   80
CONECT   17   18   81   82
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   40   83
CONECT   22   23   84   85
CONECT   23   24
CONECT   24   25   86   87
CONECT   25   26   88   89
CONECT   26   27   90   91
CONECT   27   28   92   93
CONECT   28   29   94   95
CONECT   29   30   96   97
CONECT   30   31   98   99
CONECT   31   32  100  101
CONECT   32   33  102  103
CONECT   33   34  104  105
CONECT   34   35  106  107
CONECT   35   36  108  109
CONECT   36   37  110  111
CONECT   37   38  112  113
CONECT   38   39  114  115
CONECT   39  116  117  118
CONECT   40   41  119  120
CONECT   41   42
CONECT   42   43   43   44   45
CONECT   45   46
CONECT   46   47  121  122
CONECT   47   48  123  124
CONECT   48   49   50   51
CONECT   49  125  126  127
CONECT   50  128  129  130
CONECT   51  131  132  133
END

HMDB0011151
     RDKit          3D
PC(O-16:0/18:2(9Z,12Z))
133132  0  0  0  0  0  0  0  0999 V2000
    1.4983   -7.3857   -1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833   -8.4793   -2.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4808   -8.6461   -2.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020   -8.9800   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -8.0361   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9764   -6.7481   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648   -6.2568   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8654   -6.8976    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2770   -7.0974    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2712   -6.5430    0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1554   -5.7176    2.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6657   -4.2910    1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -3.5620    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4976   -2.1276    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8846   -1.3759   -0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3229    0.0366   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9110    0.9674   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642    1.0679   -1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964    0.2472   -1.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    2.0134   -2.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    2.0650   -2.7226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9773    3.4065   -2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    3.7630   -1.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2563    2.8790   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    3.3102    1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    2.2861    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    2.3555    3.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    3.4660    3.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    4.8526    3.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702    5.8101    4.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298    5.8404    3.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527    6.8125    4.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453    6.9966    4.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6172    5.7973    4.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8452    5.1124    5.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7425    3.9274    5.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1946    2.8761    4.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8507    2.3650    4.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3593    1.2992    3.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    1.7781   -4.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    1.8697   -4.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3329    1.5769   -5.9086 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4483    1.1320   -6.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2628    3.0348   -6.5213 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.9355    0.4741   -5.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    1.0809   -5.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.0343   -5.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596    0.6058   -5.4405 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.5109    1.8223   -4.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3351   -0.3666   -4.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759    0.8285   -6.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -6.5525   -1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071   -6.8839   -2.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618   -7.8013   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084   -9.4541   -2.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619   -8.2305   -3.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -7.7481   -3.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -9.4814   -3.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783   -9.9850   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533   -9.1719   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403   -7.9072   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168   -8.5241    0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483   -6.1677   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -5.2616   -0.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306   -6.3093    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4744   -7.9217    0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4056   -7.7269   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2825   -6.7216    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9310   -6.1685    2.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -5.7553    2.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -3.7862    2.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7662   -4.2643    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1520   -4.0620   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8988   -3.4839    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6038   -2.1833    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2593   -1.6170    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889   -1.8216   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8206   -1.5792   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4567    0.0162   -0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0991    0.4149    0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4848    0.6950   -2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083    1.9834   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    1.2365   -2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    3.5325   -2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    4.1525   -2.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583    1.9057   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188    2.7857   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    3.2948    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8244    4.3293    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    2.1555    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    1.2817    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.3449    3.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122    2.2927    3.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    3.1577    4.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430    3.3692    3.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7380    4.9090    4.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    5.2884    2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    6.8016    4.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2382    5.4430    5.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214    6.2677    2.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0303    4.8775    3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432    7.7968    4.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2883    6.5179    5.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144    7.7774    4.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940    7.4032    3.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609    5.1131    3.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6248    6.1453    3.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459    5.7896    6.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8440    4.7693    5.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    3.4618    6.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7780    4.1700    5.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1096    3.2990    3.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8798    1.9831    4.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8960    1.8481    5.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    3.1121    4.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575    1.7070    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4369    0.8629    4.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199    0.4856    3.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5744    0.7222   -4.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    2.4406   -4.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4232    1.7994   -6.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654    1.6475   -4.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330   -0.5907   -4.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761   -0.5649   -6.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561    2.1410   -4.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332    2.6555   -5.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187    1.6095   -3.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -1.3807   -4.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251   -0.2443   -3.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -0.2498   -4.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0633    1.8205   -7.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3614    0.8191   -6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0825   -0.0205   -7.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 21 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 42 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 48 51  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  0
  3 58  1  0
  4 59  1  0
  4 60  1  0
  5 61  1  0
  5 62  1  0
  6 63  1  0
  7 64  1  0
  8 65  1  0
  8 66  1  0
  9 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 16 79  1  0
 16 80  1  0
 17 81  1  0
 17 82  1  0
 21 83  1  1
 22 84  1  0
 22 85  1  0
 24 86  1  0
 24 87  1  0
 25 88  1  0
 25 89  1  0
 26 90  1  0
 26 91  1  0
 27 92  1  0
 27 93  1  0
 28 94  1  0
 28 95  1  0
 29 96  1  0
 29 97  1  0
 30 98  1  0
 30 99  1  0
 31100  1  0
 31101  1  0
 32102  1  0
 32103  1  0
 33104  1  0
 33105  1  0
 34106  1  0
 34107  1  0
 35108  1  0
 35109  1  0
 36110  1  0
 36111  1  0
 37112  1  0
 37113  1  0
 38114  1  0
 38115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 40119  1  0
 40120  1  0
 46121  1  0
 46122  1  0
 47123  1  0
 47124  1  0
 49125  1  0
 49126  1  0
 49127  1  0
 50128  1  0
 50129  1  0
 50130  1  0
 51131  1  0
 51132  1  0
 51133  1  0
M  CHG  2  44  -1  48   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hexadecyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine	ChEBI
2-(9Z,12Z-Octadecadienoyl)-1-hexadecyl-sn-glycero-3-phosphocholine	HMDB
PC Ae C34:2	HMDB
PC(16:0E/18:2(9Z,12Z))	HMDB
PC(O-34:2)	HMDB
[(2R)-3-Hexadecoxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] 2-trimethylazaniumylethyl phosphate	HMDB

Chemical Formula

C₄₂H₈₂NO₇P

Average Molecular Weight

744.0767

Monoisotopic Molecular Weight

743.582890495

IUPAC Name

(2-{[(2R)-3-(hexadecyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(hexadecyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium

CAS Registry Number

88542-95-4

SMILES

CCCCCCCCCCCCCCCCOC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,41H,6-13,15,17-19,21,23-40H2,1-5H3/b16-14-,22-20-/t41-/m1/s1

InChI Key

IQACMFWAGALEAQ-WESJWMGVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-alkyl,2-acylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-alkyl,2-acylglycero-3-phosphocholines

Alternative Parents

Substituents

1-alkyl,2-acylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Glycerol ether
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-acyl-1-alkyl-sn-glycero-3-phosphocholine (CHEBI:86231 )
phosphatidylcholine O-34:2 (CHEBI:86231 )
1-alkyl,2-acylglycerophosphocholines (LMGP01020039 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Atherosclerosis (PMID: 21475195)

Endocrine system disorder

Breast disorder

Breast cancer (PMID: 9468591)

Digestive system disorder

Gastrointestinal disorder

Lower gastrointestinal disorder

Ulcerative colitis (PMID: 33440385)

Cancer

Cervical cancer (PMID: 26566624)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 28278231)
Saliva (HMDB: HMDB0011151)

Excreta

Biofluid or Excreta

Urine (PMID: 24023812)
Feces (PMID: 27624970)

Cellular substructure

Extracellular (HMDB: HMDB0011151)
Membrane (HMDB: HMDB0011151)
Golgi apparatus membrane (HMDB: HMDB0011151)
Cell membrane (HMDB: HMDB0011151)

Organelle

Endoplasmic reticulum (HMDB: HMDB0011151)

Cell

All cells and tissues (HMDB: HMDB0011151)

Source

Exogenous

Exogenous (HMDB: HMDB0011151)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)
Cow milk, pasteurized, vitamin A + D added, 0% fat (FooDB: FOOD00889)
Cow milk, pasteurized, vitamin A + D added, 1% fat (FooDB: FOOD00890)
Cow milk, pasteurized, vitamin A + D added, 2% fat (FooDB: FOOD00891)
Cow milk, pasteurized, vitamin D added, 3.25% fat (FooDB: FOOD00892)

Endogenous

Endogenous (HMDB: HMDB0011151)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylcholine Biosynthesis (HMDB: HMDB0011151)

Cellular process

Apoptosis (PMID: 23350810)
Cell proliferation (PMID: 23350810)

Biochemical process

Lipid transport (PMID: 21979151)

Role

Biological role

Nutrient (PMID: 28411170)

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.4e-05 g/L	ALOGPS
logP	5.86	ALOGPS
logP	8.66	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.12 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	227.55 m³·mol⁻¹	ChemAxon
Polarizability	92.68 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	262.841	30932474
DeepCCS	[M-H]-	261.016	30932474
DeepCCS	[M-2H]-	294.256	30932474
DeepCCS	[M+Na]+	268.447	30932474
AllCCS	[M+H]+	287.5	32859911
AllCCS	[M+H-H2O]+	287.3	32859911
AllCCS	[M+NH4]+	287.6	32859911
AllCCS	[M+Na]+	287.6	32859911
AllCCS	[M-H]-	278.6	32859911
AllCCS	[M+Na-2H]-	283.2	32859911
AllCCS	[M+HCOO]-	288.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PC(O-16:0/18:2(9Z,12Z))	CCCCCCCCCCCCCCCCOC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	4806.9	Standard polar	33892256
PC(O-16:0/18:2(9Z,12Z))	CCCCCCCCCCCCCCCCOC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	4275.8	Standard non polar	33892256
PC(O-16:0/18:2(9Z,12Z))	CCCCCCCCCCCCCCCCOC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	4862.5	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 10V, Positive-QTOF	splash10-01q0-9170321300-dbd7856d52c0aa092c20	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 20V, Positive-QTOF	splash10-03g0-3290111000-2345c437d6514d4c63c6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 40V, Positive-QTOF	splash10-0019-7090022000-2630e93789ae7b753477	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 10V, Negative-QTOF	splash10-002f-0090003700-619264aad469d6299fc5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 20V, Negative-QTOF	splash10-004u-1091006100-9abf3093eddcb9a13e76	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 40V, Negative-QTOF	splash10-004l-4091000000-70d3982de65c2c7f9291	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 10V, Negative-QTOF	splash10-0006-0000000900-23872d2e94db2d9fdf31	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 20V, Negative-QTOF	splash10-01ox-0060012900-27c3aa121cb366946f75	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 40V, Negative-QTOF	splash10-004i-4091200000-64e10c7f3565c8d5c670	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 10V, Negative-QTOF	splash10-004i-0000000900-190e542fe7b67b8c2014	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 20V, Negative-QTOF	splash10-004i-0000000900-190e542fe7b67b8c2014	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 40V, Negative-QTOF	splash10-00or-0061201900-3adf33f5c1cb71fb8333	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 10V, Positive-QTOF	splash10-0006-0000000900-414ec66860f431bd7276	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 20V, Positive-QTOF	splash10-0006-0000000900-414ec66860f431bd7276	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PC(O-34:2) 40V, Positive-QTOF	splash10-001l-1900341600-1c67b05fa14757dd6ff5	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	12.70 +/- 4.07 uM	Children (1-13 years old)	Both	Normal	23108202	details
Blood	Detected and Quantified	6.10-28.0 uM	Adult (>18 years old)	Both	Normal	Molecular You	details
Blood	Detected and Quantified	11.55 (0.03-16.47) uM	Adolescent (13-18 years old)	Both	Normal	28959601	details
Blood	Detected and Quantified	13.3 +/- 3.07 uM	Adult (>18 years old)	Both	Normal	28278231	details
Blood	Detected and Quantified	3.12 (2.61-3.68) uM	Newborn (0-30 days old)	Not Available	Normal	25754623	details
Blood	Detected and Quantified	13.46(4.65) uM	Adult (>18 years old)	Both	Normal	26010610	details
Blood	Detected and Quantified	8.43 (6.87-10.1) uM	Infant (0-1 year old)	Not Available	Normal	25754623	details
Feces	Detected and Quantified	0.07 +/- 0.06 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected and Quantified	0.19 +/- 0.22 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Saliva	Detected and Quantified	0.022 +/- 0.019 uM	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Urine	Detected and Quantified	0.0027 +/- 0.0062 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	0.0012 (0.0002-0.0075) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	8.62 (6.47-11.49) uM	Adolescent (13-18 years old)	Both	Acetaminophen overdose	28959601	details
Blood	Detected and Quantified	9.0328 (8.2812) uM	Adult (>18 years old)	Female	Pregnancy with fetus having congenital heart defect	24704061	details
Blood	Detected and Quantified	9.32 +/- 2.69 uM	Children (1-13 years old)	Both	Obese	23108202	details
Blood	Detected and Quantified	15.6214 (5.1054) uM	Adult (>18 years old)	Female	Pregnancy	24704061	details
Blood	Detected and Quantified	9.08 +/- 2.67 uM	Children (1-13 years old)	Both	Obesity	Metabolomics reve...	details
Blood	Detected and Quantified	9.56 +/- 2.73 uM	Children (1-13 years old)	Both	Obesity	Metabolomics reve...	details
Blood	Detected and Quantified	10.1 +/- 2.9 uM	Children (1-13 years old)	Both	Obese	24740590	details
Blood	Detected and Quantified	10.5 +/- 4.8 uM	Children (1-13 years old)	Both	Obese	24740590	details
Blood	Detected and Quantified	10.0 +/- 3.4 uM	Children (1-13 years old)	Both	Obese	24740590	details
Blood	Detected and Quantified	10.6 +/- 3.0 uM	Children (1-13 years old)	Both	Obese	24740590	details
Blood	Detected and Quantified	10.77(3.28) uM	Adult (>18 years old)	Both	Heart failure with preserved ejection fraction	26010610	details
Blood	Detected and Quantified	10.96(3.64) uM	Adult (>18 years old)	Both	Heart failure with reduced ejection fraction	26010610	details
Blood	Detected and Quantified	7.77 (5.94-16.11) uM	Adolescent (13-18 years old)	Both	Pain or fever	28959601	details
Urine	Detected and Quantified	0.0016 +/- 0.003 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	0.0014 +/- 0.0029 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Gastroesophageal reflux disease	Analysis of 30 no...	details

Associated Disorders and Diseases

Disease References

Pregnancy
Bahado-Singh RO, Ertl R, Mandal R, Bjorndahl TC, Syngelaki A, Han B, Dong E, Liu PB, Alpay-Savasan Z, Wishart DS, Nicolaides KH: Metabolomic prediction of fetal congenital heart defect in the first trimester. Am J Obstet Gynecol. 2014 Sep;211(3):240.e1-240.e14. doi: 10.1016/j.ajog.2014.03.056. Epub 2014 Apr 1. [PubMed:24704061 ]
Obesity
Reinehr T, Wolters B, Knop C, Lass N, Hellmuth C, Harder U, Peissner W, Wahl S, Grallert H, Adamski J, Illig T, Prehn C, Yu Z, Wang-Sattler R, Koletzko B: Changes in the serum metabolite profile in obese children with weight loss. Eur J Nutr. 2015 Mar;54(2):173-81. doi: 10.1007/s00394-014-0698-8. Epub 2014 Apr 17. [PubMed:24740590 ] Wahl S, Yu Z, Kleber M, Singmann P, Holzapfel C, He Y, Mittelstrass K, Polonikov A, Prehn C, Romisch-Margl W, Adamski J, Suhre K, Grallert H, Illig T, Wang-Sattler R, Reinehr T: Childhood obesity is associated with changes in the serum metabolite profile. Obes Facts. 2012;5(5):660-70. doi: 10.1159/000343204. Epub 2012 Oct 4. [PubMed:23108202 ] Simone Wahl, Christina Holzapfel, Zhonghao Yu, Michaela Breier, Ivan Kondofersky, Christiane Fuchs, Paula Singmann, Cornelia Prehn, Jerzy Adamski, Harald Grallert, Thomas Illig, Rui Wang-Sattler, Thomas Reinehr (2013). Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children. Metabolomics.
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.

Associated OMIM IDs

601665 (Obesity)
610247 (Eosinophilic esophagitis)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6443157

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 78 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Acyl-protein thioesterase 1

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has depalmitoylating activity and also low lysophospholipase activity.
Gene Name:: LYPLA1
Uniprot ID:: O75608
Molecular weight:: 24669.355

Enzyme Details

2. Group XV phospholipase A2

General function:: Involved in phosphatidylcholine-sterol O-acyltransferase activity
Specific function:: Has transacylase and calcium-independent phospholipase A2 activity. Catalyzes the formation of 1-O-acyl-N-acetylsphingosine and the concomitant release of a lyso-phospholipid (By similarity). May have weak lysophospholipase activity.
Gene Name:: PLA2G15
Uniprot ID:: Q8NCC3
Molecular weight:: Not Available

Enzyme Details

3. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Enzyme Details

4. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Enzyme Details

5. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Enzyme Details

6. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Enzyme Details

7. Group XIIB secretory phospholipase A2-like protein

General function:: Involved in phospholipase A2 activity
Specific function:: Not known; does not seem to have catalytic activity.
Gene Name:: PLA2G12B
Uniprot ID:: Q9BX93
Molecular weight:: Not Available

Enzyme Details

8. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Enzyme Details

9. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Enzyme Details

10. Acyl-protein thioesterase 2

General function:: Involved in hydrolase activity
Specific function:: May hydrolyze fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has lysophospholipase activity (By similarity). Deacylates GAP43.
Gene Name:: LYPLA2
Uniprot ID:: O95372
Molecular weight:: 24736.71

Transporters

Enzyme Details

1. Multidrug resistance protein 3

General function:: Involved in ATP binding
Specific function:: Mediates ATP-dependent export of organic anions and drugs from the cytoplasm. Hydrolyzes ATP with low efficiency. Human MDR3 is not capable of conferring drug resistance. Mediates the translocation of phosphatidylcholine across the canalicular membrane of the hepatocyte
Gene Name:: ABCB4
Uniprot ID:: P21439
Molecular weight:: 141521.8

Only showing the first 10 proteins. There are 78 proteins in total.

Show all enzymes and transporters

Showing metabocard for PC(O-34:2) (HMDB0011151)

MOL for HMDB0011151 (PC(O-34:2))

3D MOL for HMDB0011151 (PC(O-34:2))

3D SDF for HMDB0011151 (PC(O-34:2))

3D-SDF for HMDB0011151 (PC(O-34:2))

PDB for HMDB0011151 (PC(O-34:2))

3D PDB for HMDB0011151 (PC(O-34:2))

SMILES for HMDB0011151 (PC(O-34:2))

INCHI for HMDB0011151 (PC(O-34:2))

Structure for HMDB0011151 (PC(O-34:2))

3D Structure for HMDB0011151 (PC(O-34:2))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

Enzymes

References

References

References

References

References

References

Transporters