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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (41) Show 41 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-11-30 19:02:44 UTC

HMDB ID

HMDB0000614

Secondary Accession Numbers

HMDB00614

Metabolite Identification

Common Name

PS(16:0/16:0)

Description

PS(16:0/16:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/16:0), in particular, consists of two chain of palmitic acid at the C-1 and C-2 positions. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids.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. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.

Structure

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

PS(16:0/16:0)
  Mrv1652303302019432D          

 50 49  0  0  0  0            999 V2000
   18.2283   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5532   -4.5893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8780   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9034   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2028   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5785   -4.1995    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.1887   -3.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9683   -4.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2536   -3.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9287   -4.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6038   -3.8097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6037   -2.9847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3182   -4.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3183   -5.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0327   -3.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5532   -5.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4884   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4884   -3.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7742   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0601   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3460   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6319   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2036   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4895   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7754   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6330   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2048   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4907   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7765   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8387   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8387   -6.5982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1246   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4105   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6964   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9822   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2681   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5540   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8399   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1258   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4116   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6975   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9834   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2693   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5551   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410   -5.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -5.4137    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
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  6  0  0  0
  5 17  1  0  0  0  0
 16 34  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  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
M  END

HMDB0000614
     RDKit          3D
PS(16:0/16:0)
124123  0  0  0  0  0  0  0  0999 V2000
  -12.7222    4.8377    1.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4403    3.5409    1.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6215    2.3437    1.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5102    2.0490    0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3718    2.9755    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3666    2.6403   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7058    1.3352   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4507    0.0943   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5084   -1.1129   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8452   -1.3214    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9677   -2.5766    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9167   -2.4588   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9773   -1.3042   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9668   -1.2163   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563   -0.0431   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543    0.1429   -1.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    0.9994   -2.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -0.5494   -2.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0386   -0.3091   -3.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971   -1.2618   -2.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7758   -2.6957   -3.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8329   -3.5737   -3.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -5.1805   -3.3275 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.2430   -5.8989   -4.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -5.1178   -4.0674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2717   -5.9886   -1.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -5.3074   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691   -6.0487    0.4307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0888   -7.3136    0.2185 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929   -5.2741    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315   -5.7695    1.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948   -4.0104    1.8649 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9266   -1.1012   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499   -0.7089   -1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7776   -0.4907   -2.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0702   -0.5315   -0.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    0.8662   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331    1.7898   -1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7834    3.2122   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8237    3.3450    0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554    2.9006   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2585    3.0358    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9286    2.1746    2.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9121    0.7553    1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0629   -0.0596    1.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2346    0.1426    0.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3929    0.9039    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4390    2.2838    1.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9205    2.5527    2.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7980    2.2848    0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3727    5.5429    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7911    4.7864    2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5302    5.3248    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2485    3.4952    2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0240    3.5582    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2644    1.4043    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1511    2.3113    2.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0342    1.0952    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8692    1.7425   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7118    4.0553    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8079    2.9758    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5760    3.4911   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8067    2.8198   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8419    1.3984   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1092    1.2015    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3919   -0.1263   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6448    0.1642   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1077   -1.9984   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7492   -0.9276   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6149   -1.4852    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2294   -0.4695    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4246   -2.6607    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5493   -3.4898    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3737   -2.4303   -1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2848   -3.3924   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -1.4476    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5875   -0.3825   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5441   -0.9637   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4208   -2.1516   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5701   -0.2732    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139    0.8923   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -0.3950   -4.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620    0.7167   -3.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9145   -1.0186   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -2.9377   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361   -2.8437   -4.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -5.9481   -4.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110   -4.9847   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   -4.3601   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5986   -6.1515    0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -7.9024    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -7.1286   -0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997   -3.8351    2.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.9188   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355   -1.1960    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822    1.2102    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    0.8944    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669    1.4163   -1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    1.8048   -1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771    3.7962   -1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    3.6627   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8347    4.4122    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1421    2.6331    0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4703    4.0783    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514    2.5571    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.4069    3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1004    0.5694    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6429   -0.8991    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

PS(16:0/16:0)
  Mrv1652303302019432D          

 50 49  0  0  0  0            999 V2000
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   15.4884   -3.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3460   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2036   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0  0  0  0
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 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
M  END
> <DATABASE_ID>
HMDB0000614

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35+/m1/s1

> <INCHI_KEY>
KLFKZIQAIPDJCW-GPOMZPHUSA-N

> <FORMULA>
C38H74NO10P

> <MOLECULAR_WEIGHT>
735.981

> <EXACT_MASS>
735.505034585

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
124

> <JCHEM_AVERAGE_POLARIZABILITY>
88.45142032563002

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-({[(2R)-2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
9.49350676556594

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.17839601565545

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4680339991787528

> <JCHEM_PKA_STRONGEST_BASIC>
9.376604467850061

> <JCHEM_POLAR_SURFACE_AREA>
171.68

> <JCHEM_REFRACTIVITY>
196.83380000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dipalmitoyl phosphatidylserine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000614
     RDKit          3D
PS(16:0/16:0)
124123  0  0  0  0  0  0  0  0999 V2000
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   -3.9668   -1.2163   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563   -0.0431   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8620   -0.5494   -2.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3929    0.9039    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.2485    3.4952    2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0240    3.5582    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2644    1.4043    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1511    2.3113    2.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0342    1.0952    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8692    1.7425   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7118    4.0553    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8079    2.9758    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5760    3.4911   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8067    2.8198   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8419    1.3984   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1092    1.2015    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3919   -0.1263   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6448    0.1642   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1077   -1.9984   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7492   -0.9276   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6149   -1.4852    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2294   -0.4695    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4246   -2.6607    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5493   -3.4898    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3737   -2.4303   -1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2848   -3.3924   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -1.4476    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5875   -0.3825   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5441   -0.9637   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4208   -2.1516   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5701   -0.2732    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139    0.8923   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -0.3950   -4.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620    0.7167   -3.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9145   -1.0186   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -2.9377   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361   -2.8437   -4.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -5.9481   -4.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110   -4.9847   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   -4.3601   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5986   -6.1515    0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -7.9024    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -7.1286   -0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997   -3.8351    2.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.9188   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355   -1.1960    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822    1.2102    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    0.8944    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669    1.4163   -1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    1.8048   -1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771    3.7962   -1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    3.6627   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8347    4.4122    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154    2.7609    1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1860    1.8746   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4639    3.6028   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1421    2.6331    0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4703    4.0783    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514    2.5571    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.4069    3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1004    0.5694    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3291    0.2419    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4527   -0.3556    2.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6164   -1.1357    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9378    0.5090   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6429   -0.8991    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2671    0.7791    0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8701    0.2706    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8641    2.5827    2.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2815    3.0269    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9735    3.6030    2.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1274    1.8790    2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1955    1.2341    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6987    2.9535    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2799    2.4922   -0.0378 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  1  0
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  9 10  1  0
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M  END

HEADER    PROTEIN                                 30-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PS(16:0/16:0)                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAR-20         0                                  
HETATM    1  C   UNK     0      34.026  -7.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.766  -8.567   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.506  -7.839   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      35.286  -8.567   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.245  -8.567   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      36.547  -7.839   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      35.819  -6.579   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      37.274  -9.099   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      37.807  -7.111   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      39.067  -7.839   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.327  -7.111   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      40.327  -5.571   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      41.661  -7.881   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      41.661  -9.421   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      42.994  -7.111   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      32.766 -10.107   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      28.912  -7.797   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.912  -6.357   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      27.579  -8.568   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.246  -7.797   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.913  -8.568   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.580  -7.797   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.246  -8.568   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.913  -7.797   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.580  -8.568   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.247  -7.797   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.914  -8.568   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.581  -7.797   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.248  -8.568   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.915  -7.797   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.582  -8.568   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.249  -7.797   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.916  -8.568   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      31.432 -10.877   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      31.432 -12.317   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      30.099 -10.106   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      28.766 -10.877   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      27.433 -10.106   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      26.100 -10.877   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      24.767 -10.106   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.434 -10.877   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      22.101 -10.106   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      20.768 -10.877   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      19.435 -10.106   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.102 -10.877   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      16.769 -10.106   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.436 -10.877   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      14.103 -10.106   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      12.770 -10.877   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      11.437 -10.106   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    5                                                       
CONECT    4    1    6                                                       
CONECT    5    3   17                                                       
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    2   34                                                       
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   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                                                            
CONECT   34   16   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   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                                                            
MASTER        0    0    0    0    0    0    0    0   50    0   98    0
END

COMPND    HMDB0000614
HETATM    1  C1  UNL     1     -12.722   4.838   1.878  1.00  0.00           C  
HETATM    2  C2  UNL     1     -13.440   3.541   1.688  1.00  0.00           C  
HETATM    3  C3  UNL     1     -12.622   2.344   1.844  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.510   2.049   0.910  1.00  0.00           C  
HETATM    5  C5  UNL     1     -10.372   2.975   0.804  1.00  0.00           C  
HETATM    6  C6  UNL     1      -9.367   2.640  -0.230  1.00  0.00           C  
HETATM    7  C7  UNL     1      -8.706   1.335  -0.195  1.00  0.00           C  
HETATM    8  C8  UNL     1      -9.451   0.094  -0.501  1.00  0.00           C  
HETATM    9  C9  UNL     1      -8.508  -1.113  -0.437  1.00  0.00           C  
HETATM   10  C10 UNL     1      -7.845  -1.321   0.884  1.00  0.00           C  
HETATM   11  C11 UNL     1      -6.968  -2.577   0.847  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.917  -2.459  -0.227  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.977  -1.304  -0.029  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.967  -1.216  -1.162  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.056  -0.043  -0.865  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.054   0.143  -1.942  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.296   0.999  -2.831  1.00  0.00           O  
HETATM   18  O2  UNL     1      -0.862  -0.549  -2.066  1.00  0.00           O  
HETATM   19  C17 UNL     1       0.039  -0.309  -3.135  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.197  -1.262  -2.994  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.776  -2.696  -3.135  1.00  0.00           C  
HETATM   22  O3  UNL     1       1.833  -3.574  -3.169  1.00  0.00           O  
HETATM   23  P1  UNL     1       1.312  -5.181  -3.327  1.00  0.00           P  
HETATM   24  O4  UNL     1       2.243  -5.899  -4.266  1.00  0.00           O  
HETATM   25  O5  UNL     1      -0.209  -5.118  -4.067  1.00  0.00           O  
HETATM   26  O6  UNL     1       1.272  -5.989  -1.868  1.00  0.00           O  
HETATM   27  C20 UNL     1       0.598  -5.307  -0.880  1.00  0.00           C  
HETATM   28  C21 UNL     1       0.569  -6.049   0.431  1.00  0.00           C  
HETATM   29  N1  UNL     1      -0.089  -7.314   0.218  1.00  0.00           N  
HETATM   30  C22 UNL     1      -0.193  -5.274   1.447  1.00  0.00           C  
HETATM   31  O7  UNL     1      -1.232  -5.769   1.957  1.00  0.00           O  
HETATM   32  O8  UNL     1       0.195  -4.010   1.865  1.00  0.00           O  
HETATM   33  O9  UNL     1       1.927  -1.101  -1.796  1.00  0.00           O  
HETATM   34  C23 UNL     1       3.250  -0.709  -1.778  1.00  0.00           C  
HETATM   35  O10 UNL     1       3.778  -0.491  -2.908  1.00  0.00           O  
HETATM   36  C24 UNL     1       4.070  -0.531  -0.594  1.00  0.00           C  
HETATM   37  C25 UNL     1       4.118   0.866  -0.074  1.00  0.00           C  
HETATM   38  C26 UNL     1       4.633   1.790  -1.156  1.00  0.00           C  
HETATM   39  C27 UNL     1       4.783   3.212  -0.710  1.00  0.00           C  
HETATM   40  C28 UNL     1       5.824   3.345   0.412  1.00  0.00           C  
HETATM   41  C29 UNL     1       7.155   2.901  -0.087  1.00  0.00           C  
HETATM   42  C30 UNL     1       8.258   3.036   0.957  1.00  0.00           C  
HETATM   43  C31 UNL     1       7.929   2.175   2.143  1.00  0.00           C  
HETATM   44  C32 UNL     1       7.912   0.755   1.814  1.00  0.00           C  
HETATM   45  C33 UNL     1       9.063  -0.060   1.583  1.00  0.00           C  
HETATM   46  C34 UNL     1      10.235   0.143   0.760  1.00  0.00           C  
HETATM   47  C35 UNL     1      11.393   0.904   1.244  1.00  0.00           C  
HETATM   48  C36 UNL     1      11.439   2.284   1.661  1.00  0.00           C  
HETATM   49  C37 UNL     1      12.920   2.553   2.111  1.00  0.00           C  
HETATM   50  C38 UNL     1      13.798   2.285   0.917  1.00  0.00           C  
HETATM   51  H1  UNL     1     -13.373   5.543   2.510  1.00  0.00           H  
HETATM   52  H2  UNL     1     -11.791   4.786   2.465  1.00  0.00           H  
HETATM   53  H3  UNL     1     -12.530   5.325   0.910  1.00  0.00           H  
HETATM   54  H4  UNL     1     -14.248   3.495   2.481  1.00  0.00           H  
HETATM   55  H5  UNL     1     -14.024   3.558   0.715  1.00  0.00           H  
HETATM   56  H6  UNL     1     -13.264   1.404   1.856  1.00  0.00           H  
HETATM   57  H7  UNL     1     -12.151   2.311   2.892  1.00  0.00           H  
HETATM   58  H8  UNL     1     -11.034   1.095   1.404  1.00  0.00           H  
HETATM   59  H9  UNL     1     -11.869   1.742  -0.100  1.00  0.00           H  
HETATM   60  H10 UNL     1     -10.712   4.055   0.642  1.00  0.00           H  
HETATM   61  H11 UNL     1      -9.808   2.976   1.807  1.00  0.00           H  
HETATM   62  H12 UNL     1      -8.576   3.491  -0.219  1.00  0.00           H  
HETATM   63  H13 UNL     1      -9.807   2.820  -1.275  1.00  0.00           H  
HETATM   64  H14 UNL     1      -7.842   1.398  -0.953  1.00  0.00           H  
HETATM   65  H15 UNL     1      -8.109   1.202   0.771  1.00  0.00           H  
HETATM   66  H16 UNL     1     -10.392  -0.126  -0.039  1.00  0.00           H  
HETATM   67  H17 UNL     1      -9.645   0.164  -1.654  1.00  0.00           H  
HETATM   68  H18 UNL     1      -9.108  -1.998  -0.687  1.00  0.00           H  
HETATM   69  H19 UNL     1      -7.749  -0.928  -1.259  1.00  0.00           H  
HETATM   70  H20 UNL     1      -8.615  -1.485   1.658  1.00  0.00           H  
HETATM   71  H21 UNL     1      -7.229  -0.470   1.234  1.00  0.00           H  
HETATM   72  H22 UNL     1      -6.425  -2.661   1.811  1.00  0.00           H  
HETATM   73  H23 UNL     1      -7.549  -3.490   0.711  1.00  0.00           H  
HETATM   74  H24 UNL     1      -6.374  -2.430  -1.244  1.00  0.00           H  
HETATM   75  H25 UNL     1      -5.285  -3.392  -0.239  1.00  0.00           H  
HETATM   76  H26 UNL     1      -4.438  -1.448   0.905  1.00  0.00           H  
HETATM   77  H27 UNL     1      -5.587  -0.382  -0.086  1.00  0.00           H  
HETATM   78  H28 UNL     1      -4.544  -0.964  -2.070  1.00  0.00           H  
HETATM   79  H29 UNL     1      -3.421  -2.152  -1.300  1.00  0.00           H  
HETATM   80  H30 UNL     1      -2.570  -0.273   0.109  1.00  0.00           H  
HETATM   81  H31 UNL     1      -3.614   0.892  -0.745  1.00  0.00           H  
HETATM   82  H32 UNL     1      -0.461  -0.395  -4.117  1.00  0.00           H  
HETATM   83  H33 UNL     1       0.462   0.717  -3.094  1.00  0.00           H  
HETATM   84  H34 UNL     1       1.915  -1.019  -3.835  1.00  0.00           H  
HETATM   85  H35 UNL     1       0.013  -2.938  -2.363  1.00  0.00           H  
HETATM   86  H36 UNL     1       0.236  -2.844  -4.118  1.00  0.00           H  
HETATM   87  H37 UNL     1      -0.366  -5.948  -4.579  1.00  0.00           H  
HETATM   88  H38 UNL     1      -0.411  -4.985  -1.170  1.00  0.00           H  
HETATM   89  H39 UNL     1       1.182  -4.360  -0.697  1.00  0.00           H  
HETATM   90  H40 UNL     1       1.599  -6.151   0.830  1.00  0.00           H  
HETATM   91  H41 UNL     1      -0.059  -7.902   1.093  1.00  0.00           H  
HETATM   92  H42 UNL     1      -1.082  -7.129  -0.022  1.00  0.00           H  
HETATM   93  H43 UNL     1       0.600  -3.835   2.770  1.00  0.00           H  
HETATM   94  H44 UNL     1       5.100  -0.919  -0.846  1.00  0.00           H  
HETATM   95  H45 UNL     1       3.736  -1.196   0.232  1.00  0.00           H  
HETATM   96  H46 UNL     1       3.082   1.210   0.225  1.00  0.00           H  
HETATM   97  H47 UNL     1       4.760   0.894   0.823  1.00  0.00           H  
HETATM   98  H48 UNL     1       5.567   1.416  -1.580  1.00  0.00           H  
HETATM   99  H49 UNL     1       3.818   1.805  -1.942  1.00  0.00           H  
HETATM  100  H50 UNL     1       5.177   3.796  -1.565  1.00  0.00           H  
HETATM  101  H51 UNL     1       3.825   3.663  -0.407  1.00  0.00           H  
HETATM  102  H52 UNL     1       5.835   4.412   0.694  1.00  0.00           H  
HETATM  103  H53 UNL     1       5.515   2.761   1.285  1.00  0.00           H  
HETATM  104  H54 UNL     1       7.186   1.875  -0.480  1.00  0.00           H  
HETATM  105  H55 UNL     1       7.464   3.603  -0.932  1.00  0.00           H  
HETATM  106  H56 UNL     1       9.142   2.633   0.400  1.00  0.00           H  
HETATM  107  H57 UNL     1       8.470   4.078   1.207  1.00  0.00           H  
HETATM  108  H58 UNL     1       6.951   2.557   2.556  1.00  0.00           H  
HETATM  109  H59 UNL     1       8.635   2.407   3.007  1.00  0.00           H  
HETATM  110  H60 UNL     1       7.100   0.569   0.992  1.00  0.00           H  
HETATM  111  H61 UNL     1       7.329   0.242   2.705  1.00  0.00           H  
HETATM  112  H62 UNL     1       9.453  -0.356   2.665  1.00  0.00           H  
HETATM  113  H63 UNL     1       8.616  -1.136   1.332  1.00  0.00           H  
HETATM  114  H64 UNL     1       9.938   0.509  -0.304  1.00  0.00           H  
HETATM  115  H65 UNL     1      10.643  -0.899   0.483  1.00  0.00           H  
HETATM  116  H66 UNL     1      12.267   0.779   0.476  1.00  0.00           H  
HETATM  117  H67 UNL     1      11.870   0.271   2.101  1.00  0.00           H  
HETATM  118  H68 UNL     1      10.864   2.583   2.529  1.00  0.00           H  
HETATM  119  H69 UNL     1      11.282   3.027   0.836  1.00  0.00           H  
HETATM  120  H70 UNL     1      12.973   3.603   2.440  1.00  0.00           H  
HETATM  121  H71 UNL     1      13.127   1.879   2.950  1.00  0.00           H  
HETATM  122  H72 UNL     1      14.195   1.234   0.950  1.00  0.00           H  
HETATM  123  H73 UNL     1      14.699   2.954   0.996  1.00  0.00           H  
HETATM  124  H74 UNL     1      13.280   2.492  -0.038  1.00  0.00           H  
CONECT    1    2   51   52   53
CONECT    2    3   54   55
CONECT    3    4   56   57
CONECT    4    5   58   59
CONECT    5    6   60   61
CONECT    6    7   62   63
CONECT    7    8   64   65
CONECT    8    9   66   67
CONECT    9   10   68   69
CONECT   10   11   70   71
CONECT   11   12   72   73
CONECT   12   13   74   75
CONECT   13   14   76   77
CONECT   14   15   78   79
CONECT   15   16   80   81
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   82   83
CONECT   20   21   33   84
CONECT   21   22   85   86
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   87
CONECT   26   27
CONECT   27   28   88   89
CONECT   28   29   30   90
CONECT   29   91   92
CONECT   30   31   31   32
CONECT   32   93
CONECT   33   34
CONECT   34   35   35   36
CONECT   36   37   94   95
CONECT   37   38   96   97
CONECT   38   39   98   99
CONECT   39   40  100  101
CONECT   40   41  102  103
CONECT   41   42  104  105
CONECT   42   43  106  107
CONECT   43   44  108  109
CONECT   44   45  110  111
CONECT   45   46  112  113
CONECT   46   47  114  115
CONECT   47   48  116  117
CONECT   48   49  118  119
CONECT   49   50  120  121
CONECT   50  122  123  124
END

HMDB0000614
     RDKit          3D
PS(16:0/16:0)
124123  0  0  0  0  0  0  0  0999 V2000
  -12.7222    4.8377    1.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4403    3.5409    1.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6215    2.3437    1.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5102    2.0490    0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3718    2.9755    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3666    2.6403   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7058    1.3352   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4507    0.0943   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5084   -1.1129   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8452   -1.3214    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9677   -2.5766    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9167   -2.4588   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9773   -1.3042   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9668   -1.2163   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0563   -0.0431   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543    0.1429   -1.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    0.9994   -2.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -0.5494   -2.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0386   -0.3091   -3.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971   -1.2618   -2.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7758   -2.6957   -3.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8329   -3.5737   -3.1688 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -5.1805   -3.3275 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.2430   -5.8989   -4.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -5.1178   -4.0674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2717   -5.9886   -1.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -5.3074   -0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691   -6.0487    0.4307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0888   -7.3136    0.2185 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1929   -5.2741    1.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315   -5.7695    1.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1948   -4.0104    1.8649 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9266   -1.1012   -1.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499   -0.7089   -1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7776   -0.4907   -2.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0702   -0.5315   -0.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    0.8662   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331    1.7898   -1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7834    3.2122   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8237    3.3450    0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554    2.9006   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2585    3.0358    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9286    2.1746    2.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9121    0.7553    1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0629   -0.0596    1.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2346    0.1426    0.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3929    0.9039    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4390    2.2838    1.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9205    2.5527    2.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7980    2.2848    0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3727    5.5429    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7911    4.7864    2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5302    5.3248    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2485    3.4952    2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0240    3.5582    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2644    1.4043    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1511    2.3113    2.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0342    1.0952    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8692    1.7425   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7118    4.0553    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8079    2.9758    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5760    3.4911   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8067    2.8198   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8419    1.3984   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1092    1.2015    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3919   -0.1263   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6448    0.1642   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1077   -1.9984   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7492   -0.9276   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6149   -1.4852    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2294   -0.4695    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4246   -2.6607    1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5493   -3.4898    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3737   -2.4303   -1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2848   -3.3924   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -1.4476    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5875   -0.3825   -0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5441   -0.9637   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4208   -2.1516   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5701   -0.2732    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139    0.8923   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -0.3950   -4.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620    0.7167   -3.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9145   -1.0186   -3.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -2.9377   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361   -2.8437   -4.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -5.9481   -4.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110   -4.9847   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   -4.3601   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5986   -6.1515    0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -7.9024    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -7.1286   -0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997   -3.8351    2.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1002   -0.9188   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355   -1.1960    0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0822    1.2102    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604    0.8944    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669    1.4163   -1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    1.8048   -1.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771    3.7962   -1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    3.6627   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8347    4.4122    0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154    2.7609    1.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1860    1.8746   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4639    3.6028   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1421    2.6331    0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4703    4.0783    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514    2.5571    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.4069    3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1004    0.5694    0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3291    0.2419    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4527   -0.3556    2.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6164   -1.1357    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9378    0.5090   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6429   -0.8991    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2671    0.7791    0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8701    0.2706    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8641    2.5827    2.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2815    3.0269    0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9735    3.6030    2.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1274    1.8790    2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1955    1.2341    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6987    2.9535    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2799    2.4922   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Dipalmitoyl-sn-glycero-3-phosphoserine	ChEBI
1,2-Dipalmitoylglycerophosphorylserine	ChEBI
Phosphatidylserine (16:0/16:0)	ChEBI
pSer(16:0/16:0)	ChEBI
PS(32:0)	HMDB
Phosphatidylserine(16:0/16:0)	HMDB
1,2-Dipalmitoyl-rac-glycero-3-phosphoserine	HMDB
pSer(32:0)	HMDB
1,2-Dihexadecanoyl-rac-glycero-3-phosphoserine	HMDB
Phosphatidylserine(32:0)	HMDB
DPPS	HMDB
Dipalmitoylphosphatidylserine	HMDB
1,2-Dipalmitoyl-GPS	HMDB
1,2-Dipalmitoyl-sn-3-glycerophosphoserine	HMDB
1,2-Dipalmitoyl-sn-glycero-3-phosphatidylserine	HMDB
1,2-Dipalmitoyl-sn-glycero-3-phospho-L-serine	HMDB
Dipalmitoyl-sn-glycerol-3-phosphorylserine	HMDB
L-alpha-Dipalmitoylphosphatidylserine	HMDB
L-Α-dipalmitoylphosphatidylserine	HMDB
PS(16:0/16:0)	Lipid Annotator, ChEBI

Chemical Formula

C₃₈H₇₄NO₁₀P

Average Molecular Weight

735.981

Monoisotopic Molecular Weight

735.505034585

IUPAC Name

(2S)-2-amino-3-({[(2R)-2,3-bis(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid

Traditional Name

dipalmitoyl phosphatidylserine

CAS Registry Number

40290-42-4

SMILES

CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35+/m1/s1

InChI Key

KLFKZIQAIPDJCW-GPOMZPHUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylserines. These are glycerophosphoserines in which two fatty acids are bonded to the glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoserines

Direct Parent

Phosphatidylserines

Alternative Parents

Substituents

Diacyl-glycerol-3-phosphoserine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organic oxide
Primary amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-sn-phosphatidyl-L-serine (CHEBI:84523 )
Diacylglycerophosphoserines (LMGP03010029 )

Ontology

Not Available

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	0.0001 g/L	ALOGPS
logP	4.32	ALOGPS
logP	9.49	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	1.47	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	171.68 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	196.83 m³·mol⁻¹	ChemAxon
Polarizability	88.45 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
AllCCS	[M+H]+	283.646	32859911
AllCCS	[M-H]-	271.233	32859911
DeepCCS	[M+H]+	261.498	30932474
DeepCCS	[M-H]-	259.673	30932474
DeepCCS	[M-2H]-	292.986	30932474
DeepCCS	[M+Na]+	268.112	30932474
AllCCS	[M+H]+	283.6	32859911
AllCCS	[M+H-H2O]+	283.6	32859911
AllCCS	[M+NH4]+	283.7	32859911
AllCCS	[M+Na]+	283.7	32859911
AllCCS	[M-H]-	271.2	32859911
AllCCS	[M+Na-2H]-	275.9	32859911
AllCCS	[M+HCOO]-	281.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PS(16:0/16:0)	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC	4937.5	Standard polar	33892256
PS(16:0/16:0)	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC	4487.3	Standard non polar	33892256
PS(16:0/16:0)	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC	5269.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PS(16:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4973.2	Semi standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4509.4	Standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	7220.9	Standard polar	33892256
PS(16:0/16:0),2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5117.3	Semi standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4660.1	Standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6784.2	Standard polar	33892256
PS(16:0/16:0),2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5171.7	Semi standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4665.2	Standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6213.3	Standard polar	33892256
PS(16:0/16:0),2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5336.1	Semi standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4746.8	Standard non polar	33892256
PS(16:0/16:0),2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6820.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PS(16:0/16:0) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(16:0/16:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(16:0/16:0) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(16:0/16:0) GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(16:0/16:0) GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(16:0/16:0) GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 10V, Positive-QTOF	splash10-0udj-0000393000-5d82d8d3c3cc3a8e1ef7	2016-09-19	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 10V, Negative-QTOF	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 20V, Negative-QTOF	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 40V, Negative-QTOF	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 10V, Positive-QTOF	splash10-0ab9-0000016900-6bb9b6bacde6d8b4611b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 20V, Positive-QTOF	splash10-0a4i-0000002900-eaf2a2217a8f79f1c16c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 40V, Positive-QTOF	splash10-0a4i-0090033100-708416ca737a3b1fee06	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 10V, Positive-QTOF	splash10-000i-0000010900-db7bc8c2e3b9dad9960c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 20V, Positive-QTOF	splash10-0udr-0001391600-51c373de4449f596bd5c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 40V, Positive-QTOF	splash10-0udi-0001391100-9a4a9ad709f158064e08	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 10V, Positive-QTOF	splash10-14i6-0000099900-38c346454df0c2d55b3a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 20V, Positive-QTOF	splash10-0k96-0900099900-cf1ed9c46228bdf4f23f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 40V, Positive-QTOF	splash10-0k96-0900099900-cf1ed9c46228bdf4f23f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 10V, Negative-QTOF	splash10-001i-0000000900-402c44be8653ebc0c284	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 20V, Negative-QTOF	splash10-001i-0000001900-2b5ae18fbcabd46b8f69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(16:0/16:0) 40V, Negative-QTOF	splash10-0535-0166109600-e8d10538897e7b62801e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Phospholipid Biosynthesis
Phosphatidylcholine Biosynthesis PC(16:0/16:0)		Not Available
Phosphatidylethanolamine Biosynthesis PE(16:0/16:0)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022144

KNApSAcK ID

Not Available

Chemspider ID

7826040

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547090

PDB ID

Not Available

ChEBI ID

84523

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hermetter, A.; Paltauf, F.; Hauser, H. Synthesis of diacyl and alkylacyl glycerophosphoserines. Chemistry and Physics of Lipids (1982), 30(1), 35-45.

Material Safety Data Sheet (MSDS)

Not Available

General References

Thompson JA, Miles BS, Fennessey PV: Urinary organic acids quantitated by age groups in a healthy pediatric population. Clin Chem. 1977 Sep;23(9):1734-8. [PubMed:890917 ]
Chen S: Partial characterization of the molecular species of phosphatidylserine from human plasma by high-performance liquid chromatography and fast atom bombardment mass spectrometry. J Chromatogr B Biomed Appl. 1994 Nov 4;661(1):1-5. [PubMed:7866537 ]
Gao F, Tian X, Wen D, Liao J, Wang T, Liu H: Analysis of phospholipid species in rat peritoneal surface layer by liquid chromatography/electrospray ionization ion-trap mass spectrometry. Biochim Biophys Acta. 2006 Jul;1761(7):667-76. Epub 2006 Apr 24. [PubMed:16714143 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 41 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 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

Enzyme Details

2. Diacylglycerol kinase gamma

General function:: Involved in diacylglycerol kinase activity
Specific function:: Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:: DGKG
Uniprot ID:: P49619
Molecular weight:: 89095.3

Enzyme Details

3. Diacylglycerol kinase alpha

General function:: Involved in diacylglycerol kinase activity
Specific function:: Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity
Gene Name:: DGKA
Uniprot ID:: P23743
Molecular weight:: 82629.5

Enzyme Details

4. Diacylglycerol kinase delta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Isoform 2 may be involved in cell growth and tumorigenesis. Involved in clathrin-dependent endocytosis
Gene Name:: DGKD
Uniprot ID:: Q16760
Molecular weight:: 134524.2

Enzyme Details

5. Diacylglycerol kinase beta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Exhibits high phosphorylation activity for long-chain diacylglycerols
Gene Name:: DGKB
Uniprot ID:: Q9Y6T7
Molecular weight:: 90594.7

Enzyme Details

6. Protein kinase C alpha type

General function:: Involved in protein serine/threonine kinase activity
Specific function:: PKC is activated by diacylglycerol which in turn phosphorylates a range of cellular proteins. PKC also serves as the receptor for phorbol esters, a class of tumor promoters
Gene Name:: PRKCA
Uniprot ID:: P17252
Molecular weight:: 76763.5

Enzyme Details

7. Probable phospholipid-transporting ATPase IA

General function:: Involved in ATP binding
Specific function:: May play a role in the transport of aminophospholipids from the outer to the inner leaflet of various membranes and the maintenance of asymmetric distribution of phospholipids, mainly in secretory vesicles
Gene Name:: ATP8A1
Uniprot ID:: Q9Y2Q0
Molecular weight:: 131368.2

Enzyme Details

8. Phospholipid scramblase 1

General function:: Involved in calcium ion binding
Specific function:: May play a role in the antiviral response of interferon (IFN) by amplifying and enhancing the IFN response through increased expression of select subset of potent antiviral genes. May contribute to cytokine-regulated cell proliferation and differentiation
Gene Name:: PLSCR1
Uniprot ID:: O15162
Molecular weight:: 35048.8

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. Phosphatidylserine synthase 1

General function:: Involved in phosphatidylserine biosynthetic process
Specific function:: Catalyzes a base-exchange reaction in which the polar head group of phosphatidylethanolamine (PE) or phosphatidylcholine (PC) is replaced by L-serine. In membranes, PTDSS1 catalyzes mainly the conversion of phosphatidylcholine. Also converts, in vitro and to a lesser extent, phosphatidylethanolamine.
Gene Name:: PTDSS1
Uniprot ID:: P48651
Molecular weight:: 55527.18

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. Scavenger receptor class B member 1

General function:: Involved in cell adhesion
Specific function:: Receptor for different ligands such as phospholipids, cholesterol ester, lipoproteins, phosphatidylserine and apoptotic cells. Probable receptor for HDL, located in particular region of the plasma membrane, called caveolae. Facilitates the flux of free and esterified cholesterol between the cell surface and extracellular donors and acceptors, such as HDL and to a lesser extent, apoB-containing lipoproteins and modified lipoproteins. Probably involved in the phagocytosis of apoptotic cells, via its phosphatidylserine binding activity. Receptor for hepatitis C virus glycoprotein E2. Binding between SCARB1 and E2 was found to be independent of the genotype of the viral isolate. Plays an important role in the uptake of HDL cholesteryl ester
Gene Name:: SCARB1
Uniprot ID:: Q8WTV0
Molecular weight:: 60877.4

Only showing the first 10 proteins. There are 41 proteins in total.

Show all enzymes and transporters

Showing metabocard for PS(16:0/16:0) (HMDB0000614)

MOL for HMDB0000614 (PS(16:0/16:0))

3D MOL for HMDB0000614 (PS(16:0/16:0))

3D SDF for HMDB0000614 (PS(16:0/16:0))

3D-SDF for HMDB0000614 (PS(16:0/16:0))

PDB for HMDB0000614 (PS(16:0/16:0))

3D PDB for HMDB0000614 (PS(16:0/16:0))

SMILES for HMDB0000614 (PS(16:0/16:0))

INCHI for HMDB0000614 (PS(16:0/16:0))

Structure for HMDB0000614 (PS(16:0/16:0))

3D Structure for HMDB0000614 (PS(16:0/16:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References