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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:42:38 UTC

Update Date

2022-03-07 03:17:52 UTC

HMDB ID

HMDB0062311

Secondary Accession Numbers

HMDB62311

Metabolite Identification

Common Name

1-(9Z-tetradecenoyl)-glycero-3-phosphate

Description

1-(9Z-tetradecenoyl)-glycero-3-phosphate is classified as a member of the 1-acylglycerol-3-phosphates. 1-acylglycerol-3-phosphates are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. 1-(9Z-tetradecenoyl)-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic. 1-(9Z-tetradecenoyl)-glycero-3-phosphate is a glycerophosphate lipid molecule

Structure

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

  Mrv1652303161704422D          

 28 27  0  0  1  0            999 V2000
    4.7586    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6177    3.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8881    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0631    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 20 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
 25 27  1  0  0  0  0
 25 28  2  0  0  0  0
M  END

HMDB0062311
     RDKit          3D
1-(9Z-tetradecenoyl)-glycero-3-phosphate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.9595   -2.5164    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8468   -1.5098    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3756   -0.1363    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2586    0.8902    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9411    0.8464   -0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7962    0.5569   -1.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6208    0.2194   -0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    1.2053   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.7720    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1292    1.6557   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.1118    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373   -0.2846    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.3668   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765    0.4478   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    0.6782   -2.1770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7675    0.9979    0.0333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355    1.7750   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0635    1.0137   -0.6311 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1794    1.8560   -0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2974   -0.2384    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3787   -0.9051   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6494   -2.3004    0.5326 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.5549   -3.2854    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1695   -2.9018    0.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5600   -2.0398    2.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4188   -2.3096    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5026   -3.5474    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7111   -2.4477   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5975   -1.5453   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0058   -1.8063    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2015    0.1710    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6216   -0.1508    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4747    0.6583    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6404    1.9188    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7910    1.0926   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7567    0.5770   -2.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7984    0.0191    0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2558   -0.7754   -0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598    1.1164   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666    2.2409   -0.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731   -0.2594   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6700    0.8451    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631    1.7626   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352    2.6837    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367    1.7502    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4707    1.0615    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -1.0316    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -0.5592    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217    0.0124   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -1.4392   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271    2.7353   -0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1604    2.0700    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7961    0.6748   -1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663    1.9190    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4159   -0.8794    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -0.0437    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3724   -2.6220   -0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259   -1.4336    2.5376 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  2  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  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  6
 19 54  1  0
 20 55  1  0
 20 56  1  0
 24 57  1  0
 25 58  1  0
M  END

  Mrv1652303161704422D          

 28 27  0  0  1  0            999 V2000
    4.7586    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6177    3.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8881    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0631    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 20 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
 25 27  1  0  0  0  0
 25 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062311

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h5-6,16,18H,2-4,7-15H2,1H3,(H2,20,21,22)/b6-5-/t16-/m1/s1

> <INCHI_KEY>
IQSHJASKBUVXAG-OGZRUICASA-N

> <FORMULA>
C17H33O7P

> <MOLECULAR_WEIGHT>
380.418

> <EXACT_MASS>
380.196390401

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
41.45213417454592

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propoxy]phosphonic acid

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.707414861666668

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531115837556447

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.505317785248875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4039997949880556

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
96.89499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062311
     RDKit          3D
1-(9Z-tetradecenoyl)-glycero-3-phosphate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.9595   -2.5164    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8468   -1.5098    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3756   -0.1363    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2586    0.8902    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9411    0.8464   -0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7962    0.5569   -1.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6208    0.2194   -0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    1.2053   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.7720    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1292    1.6557   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.1118    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373   -0.2846    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.3668   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765    0.4478   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    0.6782   -2.1770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7675    0.9979    0.0333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355    1.7750   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0635    1.0137   -0.6311 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1794    1.8560   -0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2974   -0.2384    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3787   -0.9051   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6494   -2.3004    0.5326 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.5549   -3.2854    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1695   -2.9018    0.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5600   -2.0398    2.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4188   -2.3096    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5026   -3.5474    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7111   -2.4477   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5975   -1.5453   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0058   -1.8063    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2015    0.1710    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6216   -0.1508    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4747    0.6583    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6404    1.9188    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7910    1.0926   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7567    0.5770   -2.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7984    0.0191    0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2558   -0.7754   -0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598    1.1164   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666    2.2409   -0.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731   -0.2594   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6700    0.8451    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631    1.7626   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352    2.6837    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367    1.7502    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4707    1.0615    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -1.0316    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -0.5592    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217    0.0124   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -1.4392   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271    2.7353   -0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1604    2.0700    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7961    0.6748   -1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663    1.9190    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4159   -0.8794    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -0.0437    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3724   -2.6220   -0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259   -1.4336    2.5376 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  2  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  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  6
 19 54  1  0
 20 55  1  0
 20 56  1  0
 24 57  1  0
 25 58  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0       8.883   9.748   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      10.216   8.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   9.748   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.550  11.288   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.884  12.058   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.884  13.598   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       8.883   6.668   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      20.886   8.978   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      22.219   6.668   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      23.553   5.898   0.000  0.00  0.00           H+0
HETATM   22  O   UNK     0      24.887   5.128   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      27.554   6.668   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      28.888   7.438   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      30.222   8.208   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      29.658   6.105   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      28.118   8.772   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    2    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0062311
HETATM    1  C1  UNL     1      -7.959  -2.516   0.732  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.847  -1.510   0.482  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.376  -0.136   0.893  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.259   0.890   0.645  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.941   0.846  -0.785  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.796   0.557  -1.345  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.621   0.219  -0.532  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.473   1.205  -0.774  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.325   0.772   0.097  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.129   1.656  -0.038  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.960   1.112   0.889  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.337  -0.285   0.533  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.850  -0.367  -0.853  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.077   0.448  -1.011  1.00  0.00           C  
HETATM   15  O1  UNL     1       3.561   0.678  -2.177  1.00  0.00           O  
HETATM   16  O2  UNL     1       3.768   0.998   0.033  1.00  0.00           O  
HETATM   17  C15 UNL     1       4.936   1.775  -0.024  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.064   1.014  -0.631  1.00  0.00           C  
HETATM   19  O3  UNL     1       7.179   1.856  -0.641  1.00  0.00           O  
HETATM   20  C17 UNL     1       6.297  -0.238   0.197  1.00  0.00           C  
HETATM   21  O4  UNL     1       7.379  -0.905  -0.377  1.00  0.00           O  
HETATM   22  P1  UNL     1       7.649  -2.300   0.533  1.00  0.00           P  
HETATM   23  O5  UNL     1       6.555  -3.285   0.160  1.00  0.00           O  
HETATM   24  O6  UNL     1       9.169  -2.902   0.129  1.00  0.00           O  
HETATM   25  O7  UNL     1       7.560  -2.040   2.179  1.00  0.00           O  
HETATM   26  H1  UNL     1      -8.419  -2.310   1.713  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.503  -3.547   0.732  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.711  -2.448  -0.068  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.597  -1.545  -0.587  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.006  -1.806   1.137  1.00  0.00           H  
HETATM   31  H6  UNL     1      -8.201   0.171   0.226  1.00  0.00           H  
HETATM   32  H7  UNL     1      -7.622  -0.151   1.956  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.475   0.658   1.347  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.640   1.919   0.856  1.00  0.00           H  
HETATM   35  H10 UNL     1      -6.791   1.093  -1.456  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.757   0.577  -2.451  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.798   0.019   0.526  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.256  -0.775  -0.944  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.160   1.116  -1.837  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.767   2.241  -0.606  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.073  -0.259  -0.182  1.00  0.00           H  
HETATM   42  H17 UNL     1      -1.670   0.845   1.159  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.263   1.763  -1.049  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.335   2.684   0.333  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.837   1.750   0.929  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.471   1.061   1.906  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.552  -1.032   0.772  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.204  -0.559   1.208  1.00  0.00           H  
HETATM   49  H24 UNL     1       1.122   0.012  -1.622  1.00  0.00           H  
HETATM   50  H25 UNL     1       2.032  -1.439  -1.121  1.00  0.00           H  
HETATM   51  H26 UNL     1       4.727   2.735  -0.541  1.00  0.00           H  
HETATM   52  H27 UNL     1       5.160   2.070   1.041  1.00  0.00           H  
HETATM   53  H28 UNL     1       5.796   0.675  -1.633  1.00  0.00           H  
HETATM   54  H29 UNL     1       7.566   1.919   0.268  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.416  -0.879   0.050  1.00  0.00           H  
HETATM   56  H31 UNL     1       6.421  -0.044   1.264  1.00  0.00           H  
HETATM   57  H32 UNL     1       9.372  -2.622  -0.818  1.00  0.00           H  
HETATM   58  H33 UNL     1       8.226  -1.434   2.538  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6    6   35
CONECT    6    7   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   51   52
CONECT   18   19   20   53
CONECT   19   54
CONECT   20   21   55   56
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   24   57
CONECT   25   58
END

HMDB0062311
     RDKit          3D
1-(9Z-tetradecenoyl)-glycero-3-phosphate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.9595   -2.5164    0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8468   -1.5098    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3756   -0.1363    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2586    0.8902    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9411    0.8464   -0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7962    0.5569   -1.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6208    0.2194   -0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728    1.2053   -0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.7720    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1292    1.6557   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.1118    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373   -0.2846    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.3668   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765    0.4478   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    0.6782   -2.1770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7675    0.9979    0.0333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355    1.7750   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0635    1.0137   -0.6311 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1794    1.8560   -0.6408 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2974   -0.2384    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3787   -0.9051   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6494   -2.3004    0.5326 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.5549   -3.2854    0.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1695   -2.9018    0.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5600   -2.0398    2.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4188   -2.3096    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5026   -3.5474    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7111   -2.4477   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5975   -1.5453   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0058   -1.8063    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2015    0.1710    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6216   -0.1508    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4747    0.6583    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6404    1.9188    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7910    1.0926   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7567    0.5770   -2.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7984    0.0191    0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2558   -0.7754   -0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598    1.1164   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666    2.2409   -0.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731   -0.2594   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6700    0.8451    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631    1.7626   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352    2.6837    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367    1.7502    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4707    1.0615    1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -1.0316    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2035   -0.5592    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217    0.0124   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -1.4392   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271    2.7353   -0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1604    2.0700    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7961    0.6748   -1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663    1.9190    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4159   -0.8794    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -0.0437    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3724   -2.6220   -0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259   -1.4336    2.5376 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  2  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  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  6
 19 54  1  0
 20 55  1  0
 20 56  1  0
 24 57  1  0
 25 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(9Z-Tetradecenoyl)-glycero-3-phosphoric acid	Generator

Chemical Formula

C₁₇H₃₃O₇P

Average Molecular Weight

380.418

Monoisotopic Molecular Weight

380.196390401

IUPAC Name

[(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propoxy]phosphonic acid

Traditional Name

(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h5-6,16,18H,2-4,7-15H2,1H3,(H2,20,21,22)/b6-5-/t16-/m1/s1

InChI Key

IQSHJASKBUVXAG-OGZRUICASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Monoacylglycerophosphates (LMGP10050038 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062311)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.042 g/l	ALOGPS
LogP	3.15	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.15	ALOGPS
logP	3.71	ChemAxon
logS	-4	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	113.29 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	96.9 m³·mol⁻¹	ChemAxon
Polarizability	41.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	198.006	31661259
DarkChem	[M-H]-	192.839	31661259
DeepCCS	[M+H]+	195.86	30932474
DeepCCS	[M-H]-	193.433	30932474
DeepCCS	[M-2H]-	227.222	30932474
DeepCCS	[M+Na]+	203.513	30932474
AllCCS	[M+H]+	194.8	32859911
AllCCS	[M+H-H2O]+	192.5	32859911
AllCCS	[M+NH4]+	197.0	32859911
AllCCS	[M+Na]+	197.6	32859911
AllCCS	[M-H]-	190.7	32859911
AllCCS	[M+Na-2H]-	192.4	32859911
AllCCS	[M+HCOO]-	194.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(9Z-tetradecenoyl)-glycero-3-phosphate	[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O	3870.9	Standard polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate	[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O	2511.9	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate	[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O	2874.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(9Z-tetradecenoyl)-glycero-3-phosphate,1TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C	2875.6	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,1TMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C	2878.1	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2889.2	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2713.9	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3494.2	Standard polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2884.8	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2714.8	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3224.1	Standard polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,3TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2861.4	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,3TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2748.6	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,3TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2999.7	Standard polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,1TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3110.4	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,1TBDMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3092.9	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3339.1	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3022.7	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3564.3	Standard polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TBDMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3326.1	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TBDMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3005.9	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,2TBDMS,isomer #2	CCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3372.7	Standard polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,3TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)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	3556.1	Semi standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,3TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)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	3153.0	Standard non polar	33892256
1-(9Z-tetradecenoyl)-glycero-3-phosphate,3TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)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	3207.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-01ot-9520000000-a0c95f96709dadc231c2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 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 - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 10V, Positive-QTOF	splash10-001i-0009000000-6db3d8fbfdf9dd9a6ae5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 20V, Positive-QTOF	splash10-001i-0009000000-6db3d8fbfdf9dd9a6ae5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 40V, Positive-QTOF	splash10-074i-0957000000-f5d547a375a1bec1c249	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 10V, Negative-QTOF	splash10-004i-0009000000-ba0fda2f5228a50122e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 20V, Negative-QTOF	splash10-004i-0009000000-ba0fda2f5228a50122e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(9Z-tetradecenoyl)-glycero-3-phosphate 40V, Negative-QTOF	splash10-0fb9-2956000000-e9715ca62c24599185f1	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52929768

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Moritz A, De Graan PN, Gispen WH, Wirtz KW: Phosphatidic acid is a specific activator of phosphatidylinositol-4-phosphate kinase. J Biol Chem. 1992 Apr 15;267(11):7207-10. [PubMed:1313792 ]
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 ]
Moolenaar WH, Kruijer W, Tilly BC, Verlaan I, Bierman AJ, de Laat SW: Growth factor-like action of phosphatidic acid. Nature. 1986 Sep 11-17;323(6084):171-3. [PubMed:3748188 ]
Yang CY, Frohman MA: Mitochondria: signaling with phosphatidic acid. Int J Biochem Cell Biol. 2012 Aug;44(8):1346-50. doi: 10.1016/j.biocel.2012.05.006. Epub 2012 May 15. [PubMed:22609101 ]
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.

Showing metabocard for 1-(9Z-tetradecenoyl)-glycero-3-phosphate (HMDB0062311)

MOL for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

3D MOL for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

3D SDF for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

3D-SDF for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

PDB for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

3D PDB for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

SMILES for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

INCHI for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

Structure for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

3D Structure for HMDB0062311 (1-(9Z-tetradecenoyl)-glycero-3-phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra