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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (32) Show 32 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2008-10-29 14:53:30 UTC

Update Date

2022-11-30 19:03:55 UTC

HMDB ID

HMDB0011154

Secondary Accession Numbers

HMDB11154

Metabolite Identification

Common Name

LysoPA(P-16:0/0:0)

Description

1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism. 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. 1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is irreversibly produced from 1-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine via the enzyme alkylglycerophosphoethanolamine phosphodiesterase (EC: 3.1.4.39). Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.

Structure

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


  Mrv1652304202019382D          

 27 26  0  0  1  0            999 V2000
   21.3020   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6269   -6.9761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9518   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9771   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2766   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1001   -7.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6522   -6.5863    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2624   -5.9111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0420   -7.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3273   -6.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2146   -7.7854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5596   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8426   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1255   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4084   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6914   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9743   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2573   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5517   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8346   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1176   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6835   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9664   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5323   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149   -6.5681    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  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
  2 11  1  1  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 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  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
  5 12  1  0  0  0  0
M  END

HMDB0011154
     RDKit          3D
LysoPA(P-16:0/0:0)
 65 64  0  0  0  0  0  0  0  0999 V2000
    9.4241    0.8475   -2.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059    0.4777   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4081   -0.2919   -1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086   -0.5884   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5111   -1.3546   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4903   -0.5844   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675    0.7528   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6220    0.6081    0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.2248    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8525   -0.3229    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6071   -1.1294    2.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -0.4942    1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199   -1.3760    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979   -0.8435    0.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3044    0.5100    1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    0.7625    1.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514   -0.2279    2.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7703   -0.1645    1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6878    0.0018   -0.0029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0198   -1.0674   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855    0.0218   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9325    0.1924   -1.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4046    0.2324   -2.7890 P   0  0  0  0  0  5  0  0  0  0  0  0
   -9.2032   -0.4494   -4.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8851    1.8316   -2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5899   -0.6802   -1.9795 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4986    0.9987   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2906    0.0731   -3.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9843    1.8006   -2.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299    1.4131   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3108   -0.1205   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7499    0.3803   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6332   -1.2178   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6312    0.3888    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5644   -1.1949    0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531   -2.3278   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1126   -1.6163    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758   -0.3903   -2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -1.1949   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3751    1.2239   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364    1.4341   -0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    0.1304    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    1.6269    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209    0.2752    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382   -1.2449    0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6342    0.7320    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6914   -0.7429    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586   -2.1663    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -1.2131    3.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -0.4840    0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    0.5477    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -1.4027    2.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744   -2.3661    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -0.8159   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309   -1.5591    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105    1.3292    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    1.7773    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3410    0.6528    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2401   -1.1501    1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326    0.9769   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0494   -1.8826   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6792    0.8475   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235   -0.9793   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2769    2.4769   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6253   -0.4858   -1.0229 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  1
 20 61  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 26 65  1  0
M  END


  Mrv1652304202019382D          

 27 26  0  0  1  0            999 V2000
   21.3020   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6269   -6.9761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9518   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9771   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2766   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1001   -7.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6522   -6.5863    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2624   -5.9111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0420   -7.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3273   -6.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2146   -7.7854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5596   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8426   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1255   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4084   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6914   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9743   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2573   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5517   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8346   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1176   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6835   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9664   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5323   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149   -6.5681    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  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
  2 11  1  1  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 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  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
  5 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011154

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(CO\C=C/CCCCCCCCCCCCCC)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h15-16,19-20H,2-14,17-18H2,1H3,(H2,21,22,23)/b16-15-/t19-/m1/s1

> <INCHI_KEY>
LBGSRVIXIVDRQM-OAXWQBPPSA-N

> <FORMULA>
C19H39O6P

> <MOLECULAR_WEIGHT>
394.4831

> <EXACT_MASS>
394.248425492

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.3759084387024

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxy]phosphonic acid

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
5.351248489333331

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531482451690298

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5056846934154011

> <JCHEM_PKA_STRONGEST_BASIC>
-3.400872064649329

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
105.31889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011154
     RDKit          3D
LysoPA(P-16:0/0:0)
 65 64  0  0  0  0  0  0  0  0999 V2000
    9.4241    0.8475   -2.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059    0.4777   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4081   -0.2919   -1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086   -0.5884   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5111   -1.3546   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4903   -0.5844   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675    0.7528   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6220    0.6081    0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.2248    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8525   -0.3229    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6071   -1.1294    2.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -0.4942    1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199   -1.3760    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979   -0.8435    0.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3044    0.5100    1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    0.7625    1.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514   -0.2279    2.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7703   -0.1645    1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6878    0.0018   -0.0029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0198   -1.0674   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855    0.0218   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9325    0.1924   -1.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4046    0.2324   -2.7890 P   0  0  0  0  0  5  0  0  0  0  0  0
   -9.2032   -0.4494   -4.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8851    1.8316   -2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5899   -0.6802   -1.9795 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4986    0.9987   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2906    0.0731   -3.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9843    1.8006   -2.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299    1.4131   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3108   -0.1205   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7499    0.3803   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6332   -1.2178   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6312    0.3888    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5644   -1.1949    0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531   -2.3278   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1126   -1.6163    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758   -0.3903   -2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -1.1949   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3751    1.2239   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364    1.4341   -0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    0.1304    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    1.6269    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209    0.2752    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382   -1.2449    0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6342    0.7320    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6914   -0.7429    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586   -2.1663    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -1.2131    3.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -0.4840    0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    0.5477    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -1.4027    2.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744   -2.3661    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -0.8159   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309   -1.5591    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105    1.3292    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    1.7773    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3410    0.6528    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2401   -1.1501    1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326    0.9769   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0494   -1.8826   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6792    0.8475   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235   -0.9793   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2769    2.4769   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6253   -0.4858   -1.0229 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  1
 20 61  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 26 65  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      39.764 -12.294   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.504 -13.022   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.243 -12.294   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      41.024 -13.022   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.983 -13.022   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      37.520 -14.477   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      42.284 -12.294   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      41.556 -11.034   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      43.012 -13.555   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      43.544 -11.567   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0      39.601 -14.533   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      34.645 -12.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.306 -12.260   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.968 -13.022   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.629 -12.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.291 -13.022   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.952 -12.260   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.614 -13.022   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.297 -12.260   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.958 -13.022   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.620 -12.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.281 -13.022   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.943 -12.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.604 -13.022   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.266 -12.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.927 -13.022   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.588 -12.260   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   11                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   12                                                       
CONECT    6    2                                                            
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    2                                                            
CONECT   12   13    5                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   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                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0011154
HETATM    1  C1  UNL     1       9.424   0.848  -2.603  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.706   0.478  -1.347  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.408  -0.292  -1.628  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.809  -0.588  -0.273  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.511  -1.355  -0.369  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.490  -0.584  -1.138  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.167   0.753  -0.514  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.622   0.608   0.886  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.330  -0.225   0.872  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.852  -0.323   2.292  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.607  -1.129   2.390  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.492  -0.494   1.578  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.720  -1.376   1.755  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.898  -0.844   0.986  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.304   0.510   1.390  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.511   0.763   1.862  1.00  0.00           C  
HETATM   17  O1  UNL     1      -5.451  -0.228   2.000  1.00  0.00           O  
HETATM   18  C17 UNL     1      -6.770  -0.165   1.501  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.688   0.002  -0.003  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.020  -1.067  -0.590  1.00  0.00           O  
HETATM   21  C19 UNL     1      -8.085   0.022  -0.615  1.00  0.00           C  
HETATM   22  O3  UNL     1      -7.932   0.192  -1.986  1.00  0.00           O  
HETATM   23  P1  UNL     1      -9.405   0.232  -2.789  1.00  0.00           P  
HETATM   24  O4  UNL     1      -9.203  -0.449  -4.140  1.00  0.00           O  
HETATM   25  O5  UNL     1      -9.885   1.832  -2.977  1.00  0.00           O  
HETATM   26  O6  UNL     1     -10.590  -0.680  -1.979  1.00  0.00           O  
HETATM   27  H1  UNL     1      10.499   0.999  -2.347  1.00  0.00           H  
HETATM   28  H2  UNL     1       9.291   0.073  -3.380  1.00  0.00           H  
HETATM   29  H3  UNL     1       8.984   1.801  -2.990  1.00  0.00           H  
HETATM   30  H4  UNL     1       8.430   1.413  -0.816  1.00  0.00           H  
HETATM   31  H5  UNL     1       9.311  -0.121  -0.637  1.00  0.00           H  
HETATM   32  H6  UNL     1       6.750   0.380  -2.226  1.00  0.00           H  
HETATM   33  H7  UNL     1       7.633  -1.218  -2.194  1.00  0.00           H  
HETATM   34  H8  UNL     1       6.631   0.389   0.217  1.00  0.00           H  
HETATM   35  H9  UNL     1       7.564  -1.195   0.278  1.00  0.00           H  
HETATM   36  H10 UNL     1       5.653  -2.328  -0.902  1.00  0.00           H  
HETATM   37  H11 UNL     1       5.113  -1.616   0.624  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.876  -0.390  -2.159  1.00  0.00           H  
HETATM   39  H13 UNL     1       3.570  -1.195  -1.288  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.375   1.224  -1.131  1.00  0.00           H  
HETATM   41  H15 UNL     1       5.036   1.434  -0.513  1.00  0.00           H  
HETATM   42  H16 UNL     1       4.304   0.130   1.589  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.396   1.627   1.260  1.00  0.00           H  
HETATM   44  H18 UNL     1       1.621   0.275   0.183  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.538  -1.245   0.503  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.634   0.732   2.622  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.691  -0.743   2.898  1.00  0.00           H  
HETATM   48  H22 UNL     1       0.759  -2.166   2.016  1.00  0.00           H  
HETATM   49  H23 UNL     1       0.311  -1.213   3.463  1.00  0.00           H  
HETATM   50  H24 UNL     1      -0.178  -0.484   0.505  1.00  0.00           H  
HETATM   51  H25 UNL     1      -0.682   0.548   1.889  1.00  0.00           H  
HETATM   52  H26 UNL     1      -1.953  -1.403   2.832  1.00  0.00           H  
HETATM   53  H27 UNL     1      -1.474  -2.366   1.345  1.00  0.00           H  
HETATM   54  H28 UNL     1      -2.596  -0.816  -0.099  1.00  0.00           H  
HETATM   55  H29 UNL     1      -3.731  -1.559   1.126  1.00  0.00           H  
HETATM   56  H30 UNL     1      -2.611   1.329   1.306  1.00  0.00           H  
HETATM   57  H31 UNL     1      -4.749   1.777   2.142  1.00  0.00           H  
HETATM   58  H32 UNL     1      -7.341   0.653   1.976  1.00  0.00           H  
HETATM   59  H33 UNL     1      -7.240  -1.150   1.725  1.00  0.00           H  
HETATM   60  H34 UNL     1      -6.233   0.977  -0.213  1.00  0.00           H  
HETATM   61  H35 UNL     1      -6.049  -1.883  -0.018  1.00  0.00           H  
HETATM   62  H36 UNL     1      -8.679   0.847  -0.192  1.00  0.00           H  
HETATM   63  H37 UNL     1      -8.524  -0.979  -0.384  1.00  0.00           H  
HETATM   64  H38 UNL     1      -9.277   2.477  -2.548  1.00  0.00           H  
HETATM   65  H39 UNL     1     -10.625  -0.486  -1.023  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   42   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   50   51
CONECT   13   14   52   53
CONECT   14   15   54   55
CONECT   15   16   16   56
CONECT   16   17   57
CONECT   17   18
CONECT   18   19   58   59
CONECT   19   20   21   60
CONECT   20   61
CONECT   21   22   62   63
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   64
CONECT   26   65
END

HMDB0011154
     RDKit          3D
LysoPA(P-16:0/0:0)
 65 64  0  0  0  0  0  0  0  0999 V2000
    9.4241    0.8475   -2.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7059    0.4777   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4081   -0.2919   -1.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8086   -0.5884   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5111   -1.3546   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4903   -0.5844   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675    0.7528   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6220    0.6081    0.8863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.2248    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8525   -0.3229    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6071   -1.1294    2.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -0.4942    1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199   -1.3760    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979   -0.8435    0.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3044    0.5100    1.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    0.7625    1.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514   -0.2279    2.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7703   -0.1645    1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6878    0.0018   -0.0029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0198   -1.0674   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855    0.0218   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9325    0.1924   -1.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4046    0.2324   -2.7890 P   0  0  0  0  0  5  0  0  0  0  0  0
   -9.2032   -0.4494   -4.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8851    1.8316   -2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5899   -0.6802   -1.9795 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4986    0.9987   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2906    0.0731   -3.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9843    1.8006   -2.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299    1.4131   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3108   -0.1205   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7499    0.3803   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6332   -1.2178   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6312    0.3888    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5644   -1.1949    0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531   -2.3278   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1126   -1.6163    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758   -0.3903   -2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698   -1.1949   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3751    1.2239   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364    1.4341   -0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    0.1304    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    1.6269    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209    0.2752    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382   -1.2449    0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6342    0.7320    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6914   -0.7429    2.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586   -2.1663    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -1.2131    3.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -0.4840    0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    0.5477    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -1.4027    2.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744   -2.3661    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -0.8159   -0.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309   -1.5591    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105    1.3292    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7486    1.7773    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3410    0.6528    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2401   -1.1501    1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326    0.9769   -0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0494   -1.8826   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6792    0.8475   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235   -0.9793   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2769    2.4769   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6253   -0.4858   -1.0229 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  1
 20 61  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 26 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1Z-Hexadecenyl)-sn-glycero-3-phosphate	HMDB
1-(1Z-Hexadecenyl)-glycero-3-phosphate	HMDB
1-(1Z-Hexadecenyl)-lysophosphatidic acid	HMDB
LPA(16:1)	HMDB
LPA(p-16:0)	HMDB
LPA(p-16:0/0:0)	HMDB
LysoPA(16:1)	HMDB
LysoPA(p-16:0)	HMDB
Lysophosphatidic acid(16:1)	HMDB
Lysophosphatidic acid(p-16:0)	HMDB
Lysophosphatidic acid(p-16:0/0:0)	HMDB
LPA(O-16:1(1Z))	HMDB
LPA(O-16:1(1Z)/0:0)	HMDB
LysoPA(O-16:1(1Z))	HMDB
LysoPA(O-16:1(1Z)/0:0)	HMDB
Lysophosphatidic acid(O-16:1(1Z))	HMDB
Lysophosphatidic acid(O-16:1(1Z)/0:0)	HMDB
LysoPA(P-16:0/0:0)	HMDB

Chemical Formula

C₁₉H₃₉O₆P

Average Molecular Weight

394.4831

Monoisotopic Molecular Weight

394.248425492

IUPAC Name

[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxy]phosphonic acid

Traditional Name

(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC\C=C/OC[C@](O)([H])COP(=O)(O)O

InChI Identifier

InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h15-16,19-20H,2-14,17-18H2,1H3,(H2,21,22,23)/b16-15-/t19-/m1/s1

InChI Key

LBGSRVIXIVDRQM-OAXWQBPPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

Glycerophosphates

Alternative Parents

Substituents

Sn-glycerol-3-phosphate
Glycerol vinyl ether
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1Z-alkenylglycerophosphates (LMGP10070003 )

Ontology

Not Available

Urine (PMID: 23163809)
Feces (PMID: 26848182)

Cellular substructure

Membrane (HMDB: HMDB0011154)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Not Available

Role

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	0.0033 g/L	ALOGPS
logP	4.81	ALOGPS
logP	5.35	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	105.32 m³·mol⁻¹	ChemAxon
Polarizability	45.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	201.069	31661259
DarkChem	[M-H]-	195.332	31661259
DeepCCS	[M+H]+	198.075	30932474
DeepCCS	[M-H]-	194.622	30932474
DeepCCS	[M-2H]-	230.121	30932474
DeepCCS	[M+Na]+	206.412	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.2	32859911
AllCCS	[M+NH4]+	204.4	32859911
AllCCS	[M+Na]+	205.0	32859911
AllCCS	[M-H]-	197.9	32859911
AllCCS	[M+Na-2H]-	199.8	32859911
AllCCS	[M+HCOO]-	202.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPA(P-16:0/0:0)	CCCCCCCCCCCCCC\C=C/OC[C@](O)([H])COP(=O)(O)O	3776.5	Standard polar	33892256
LysoPA(P-16:0/0:0)	CCCCCCCCCCCCCC\C=C/OC[C@](O)([H])COP(=O)(O)O	2629.8	Standard non polar	33892256
LysoPA(P-16:0/0:0)	CCCCCCCCCCCCCC\C=C/OC[C@](O)([H])COP(=O)(O)O	3022.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPA(P-16:0/0:0),1TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O)O[Si](C)(C)C	3011.1	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),1TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C	2990.2	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2997.6	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2822.9	Standard non polar	33892256
LysoPA(P-16:0/0:0),2TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3496.2	Standard polar	33892256
LysoPA(P-16:0/0:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2980.4	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2835.6	Standard non polar	33892256
LysoPA(P-16:0/0:0),2TMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3221.6	Standard polar	33892256
LysoPA(P-16:0/0:0),3TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2989.5	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),3TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2859.7	Standard non polar	33892256
LysoPA(P-16:0/0:0),3TMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3015.0	Standard polar	33892256
LysoPA(P-16:0/0:0),1TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3240.8	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),1TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3208.2	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),2TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3442.3	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),2TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3138.3	Standard non polar	33892256
LysoPA(P-16:0/0:0),2TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3553.2	Standard polar	33892256
LysoPA(P-16:0/0:0),2TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3423.6	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),2TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3122.8	Standard non polar	33892256
LysoPA(P-16:0/0:0),2TBDMS,isomer #2	CCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3358.9	Standard polar	33892256
LysoPA(P-16:0/0:0),3TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3661.2	Semi standard non polar	33892256
LysoPA(P-16:0/0:0),3TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3271.3	Standard non polar	33892256
LysoPA(P-16:0/0:0),3TBDMS,isomer #1	CCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3213.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPA(P-16:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9531000000-ecf25e4b5c790c3b72ed	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPA(P-16:0/0:0) GC-MS (1 TMS) - 70eV, Positive	splash10-01ot-9311000000-0e2b0f3208ece9cd4b07	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPA(P-16:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - LysoPA(P-16:0/0:0) 10V, Positive-QTOF	splash10-0002-2289000000-b39c890fd77227f34b03	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 20V, Positive-QTOF	splash10-006t-7491000000-0ccf378d516936664e60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 40V, Positive-QTOF	splash10-00di-8890000000-51c67ab4219e365f3eba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 10V, Negative-QTOF	splash10-002f-7239000000-c4129fe844e80844198b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 20V, Negative-QTOF	splash10-004i-9010000000-5d851393b928afd40d41	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 40V, Negative-QTOF	splash10-004i-9000000000-9acf499bba340234a84d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 10V, Negative-QTOF	splash10-0006-1009000000-ff72002b3f2b1c18ed44	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 20V, Negative-QTOF	splash10-004i-9001000000-bc8f7654f845648a306d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 40V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 10V, Positive-QTOF	splash10-0002-3159000000-b84b2eb993b334f4b3d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 20V, Positive-QTOF	splash10-0002-8694000000-dfe7400fecee9e705ce1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPA(P-16:0/0:0) 40V, Positive-QTOF	splash10-052b-9100000000-97ff4447b932b70a8b72	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Crohns disease	26848182	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Iron deficiency	26848182	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Epithelial ovarian cancer	23163809	details

Associated Disorders and Diseases

Disease References

Crohn's disease
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Iron deficiency
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]

Associated OMIM IDs

266600 (Crohn's disease)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027929

KNApSAcK ID

Not Available

Chemspider ID

24766520

KEGG Compound ID

C15646

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52929772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

M00222

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 32 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Ectonucleotide pyrophosphatase/phosphodiesterase family member 2

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes lysophospholipids to produce lysophosphatidic acid (LPA) in extracellular fluids. Major substrate is lysophosphatidylcholine. Also can act on sphingosylphosphphorylcholine producing sphingosine-1-phosphate, a modulator of cell motility. Can hydrolyze, in vitro, bis-pNPP, to some extent pNP-TMP, and barely ATP. Involved in several motility-related processes such as angiogenesis and neurite outgrowth. Acts as an angiogenic factor by stimulating migration of smooth muscle cells and microtubule formation. Stimulates migration of melanoma cells, probably via a pertussis toxin-sensitive G protein. May have a role in induction of parturition. Possible involvement in cell proliferation and adipose tissue development. Tumor cell motility-stimulating factor.
Gene Name:: ENPP2
Uniprot ID:: Q13822
Molecular weight:: 98992.78

Enzyme Details

2. Lipid phosphate phosphohydrolase 2

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). In addition it hydrolyzes lysophosphatidic acid (LPA), ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is PA > C-1-P > LPA > S-1-P.
Gene Name:: PPAP2C
Uniprot ID:: O43688
Molecular weight:: 32573.435

Enzyme Details

3. Lipid phosphate phosphohydrolase 1

General function:: Involved in catalytic activity
Specific function:: Broad-specificity phosphohydrolase that dephosphorylates exogenous bioactive glycerolipids and sphingolipids. Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). Pivotal regulator of lysophosphatidic acid (LPA) signaling in the cardiovascular system. Major enzyme responsible of dephosphorylating LPA in platelets, which terminates signaling actions of LPA. May control circulating, and possibly also regulate localized, LPA levels resulting from platelet activation. It has little activity towards ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is LPA > PA > S-1-P > C-1-P. It's down-regulation may contribute to the development of colon adenocarcinoma.
Gene Name:: PPAP2A
Uniprot ID:: O14494
Molecular weight:: 32155.715

Enzyme Details

4. Lipid phosphate phosphohydrolase 3

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). In addition it hydrolyzes lysophosphatidic acid (LPA), ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is LPA = PA > C-1-P > S-1-P. May be involved in cell adhesion and in cell-cell interactions.
Gene Name:: PPAP2B
Uniprot ID:: O14495
Molecular weight:: 35115.61

Enzyme Details

5. Acyl-CoA:lysophosphatidylglycerol acyltransferase 1

General function:: Involved in acyltransferase activity
Specific function:: Lysophoshatidylglycerol (LPG) specific acyltransferase that recognizes various acyl-CoAs and LPGs as substrates but demonstrates a clear preference for long chain saturated fatty acyl-CoAs and oleoyl-CoA as acyl donors. Prefers oleoyl-LPG over palmitoyl-LPG as an acyl receptor and oleoyl-CoA over lauroyl-CoA as an acyl donor
Gene Name:: LPGAT1
Uniprot ID:: Q92604
Molecular weight:: 43089.1

Enzyme Details

6. Focal adhesion kinase 1

General function:: Involved in binding
Specific function:: Non-receptor protein-tyrosine kinase implicated in signaling pathways involved in cell motility, proliferation and apoptosis. Activated by tyrosine-phosphorylation in response to either integrin clustering induced by cell adhesion or antibody cross-linking, or via G-protein coupled receptor (GPCR) occupancy by ligands such as bombesin or lysophosphatidic acid, or via LDL receptor occupancy. Plays a potential role in oncogenic transformations resulting in increased kinase activity
Gene Name:: PTK2
Uniprot ID:: Q05397
Molecular weight:: 119232.0

Enzyme Details

7. Protein-tyrosine kinase 2-beta

General function:: Involved in binding
Specific function:: Involved in calcium induced regulation of ion channel and activation of the map kinase signaling pathway. May represent an important signaling intermediate between neuropeptide activated receptors or neurotransmitters that increase calcium flux and the downstream signals that regulate neuronal activity. Interacts with the SH2 domain of Grb2. May phosphorylate the voltage-gated potassium channel protein Kv1.2. Its activation is highly correlated with the stimulation of c-Jun N-terminal kinase activity. Involved in osmotic stress-dependent SNCA 'Tyr-125' phosphorylation
Gene Name:: PTK2B
Uniprot ID:: Q14289
Molecular weight:: 115873.6

Enzyme Details

8. 1-acyl-sn-glycerol-3-phosphate acyltransferase gamma

General function:: Involved in acyltransferase activity
Specific function:: Converts lysophosphatidic acid (LPA) into phosphatidic acid by incorporating an acyl moiety at the sn-2 position of the glycerol backbone. Acts on LPA containing saturated or unsaturated fatty acids C16:0-C20:4 at the sn-1 position using C18:1, C20:4 or C18:2-CoA as the acyl donor. Also acts on lysophosphatidylcholine, lysophosphatidylinositol and lysophosphatidylserine using C18:1 or C20:4-CoA.
Gene Name:: AGPAT3
Uniprot ID:: Q9NRZ7
Molecular weight:: 43380.605

Enzyme Details

9. 1-acyl-sn-glycerol-3-phosphate acyltransferase beta

General function:: Lipid transport and metabolism
Specific function:: Converts lysophosphatidic acid (LPA) into phosphatidic acid by incorporating an acyl moiety at the sn-2 position of the glycerol backbone.
Gene Name:: AGPAT2
Uniprot ID:: O15120
Molecular weight:: 27278.915

Enzyme Details

10. 1-acyl-sn-glycerol-3-phosphate acyltransferase alpha

General function:: Involved in acyltransferase activity
Specific function:: Converts lysophosphatidic acid (LPA) into phosphatidic acid by incorporating an acyl moiety at the sn-2 position of the glycerol backbone.
Gene Name:: AGPAT1
Uniprot ID:: Q99943
Molecular weight:: 31716.27

Only showing the first 10 proteins. There are 32 proteins in total.

Show all enzymes and transporters

Showing metabocard for LysoPA(P-16:0/0:0) (HMDB0011154)

MOL for HMDB0011154 (LysoPA(P-16:0/0:0))

3D MOL for HMDB0011154 (LysoPA(P-16:0/0:0))

3D SDF for HMDB0011154 (LysoPA(P-16:0/0:0))

3D-SDF for HMDB0011154 (LysoPA(P-16:0/0:0))

PDB for HMDB0011154 (LysoPA(P-16:0/0:0))

3D PDB for HMDB0011154 (LysoPA(P-16:0/0:0))

SMILES for HMDB0011154 (LysoPA(P-16:0/0:0))

INCHI for HMDB0011154 (LysoPA(P-16:0/0:0))

Structure for HMDB0011154 (LysoPA(P-16:0/0:0))

3D Structure for HMDB0011154 (LysoPA(P-16:0/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes