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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:42:52 UTC

Update Date

2022-03-07 03:17:53 UTC

HMDB ID

HMDB0062319

Secondary Accession Numbers

HMDB62319

Metabolite Identification

Common Name

1-dodecanoyl-glycero-3-phosphate

Description

1-lauroyl-sn-glycerol 3-phosphate, also known as lpa(12:0/0:0) or 1-dodecanoyl-glycero-3-phosphoric acid, 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. 1-lauroyl-sn-glycerol 3-phosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0062319
     RDKit          3D
1-dodecanoyl-glycero-3-phosphate
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.1019    1.7965    0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6419    0.5157    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9482   -0.7384    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5538   -0.9438    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5627    0.0389    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1400   -0.2498    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6263   -1.5799    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.8213    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2525   -0.7999    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2121   -0.8088   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456    0.1886   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1573    0.0020   -1.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4805   -1.0101   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1603    0.8670   -1.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036    0.8412   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9303    0.9095   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4249   -0.1739    0.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4465    0.8324   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.8600    1.2371 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    0.7691    1.1274 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.1113    1.4445   -0.1621 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3604    1.6572    2.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1942   -0.8091    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4748    1.6530   -0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6100    2.4430    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9849    2.4051   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7726    0.5746    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7176    0.4146    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069   -0.8588   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5917   -1.5826    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5527   -0.9865    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2642   -2.0115    0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    0.2033   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8011    1.0244    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    0.5805    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -0.1611    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -1.6439   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -2.4065    0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.8058    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953   -2.8096    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961    0.1966    0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -0.9556    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.5646   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -1.8038   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.1710   -2.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    1.1989   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -0.0190   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571    1.7499   -2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5798    1.8431    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9533   -1.0037    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8161    1.6457   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -0.1458   -0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2888    1.8408    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8724   -0.9736    0.3805 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 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
 15 47  1  0
 15 48  1  0
 16 49  1  1
 17 50  1  0
 18 51  1  0
 18 52  1  0
 22 53  1  0
 23 54  1  0
M  END


  Mrv1572008171515202D          

 24 23  0  0  1  0            999 V2000
    4.7585    3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0453    3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7598    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1887    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9032    3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0466    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7611    3.5723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6177    3.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7611    2.7473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    4.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    4.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3170    3.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4920    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1900    3.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9045    3.9848    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.7611    4.3973    0.0000 H   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  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 14 16  1  1  0  0  0
 17 15  2  0  0  0  0
 21 12  1  0  0  0  0
 21 15  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 22  1  0  0  0  0
 14 24  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0062319

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H31O7P/c1-2-3-4-5-6-7-8-9-10-11-15(17)21-12-14(16)13-22-23(18,19)20/h14,16H,2-13H2,1H3,(H2,18,19,20)/t14-/m1/s1

> <INCHI_KEY>
STTKJLVEXMKLNA-CQSZACIVSA-N

> <FORMULA>
C15H31O7P

> <MOLECULAR_WEIGHT>
354.38

> <EXACT_MASS>
354.180740336

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.14051011074926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-3-(dodecanoyloxy)-2-hydroxypropoxy]phosphonic acid

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
3.180199188333334

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531115837556444

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.505317785248875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4039997949880556

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
86.57639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(dodecanoyloxy)-2-hydroxypropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062319
     RDKit          3D
1-dodecanoyl-glycero-3-phosphate
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.1019    1.7965    0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6419    0.5157    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9482   -0.7384    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5538   -0.9438    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5627    0.0389    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1400   -0.2498    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6263   -1.5799    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.8213    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2525   -0.7999    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2121   -0.8088   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456    0.1886   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1573    0.0020   -1.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4805   -1.0101   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1603    0.8670   -1.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036    0.8412   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9303    0.9095   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4249   -0.1739    0.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4465    0.8324   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.8600    1.2371 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    0.7691    1.1274 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.1113    1.4445   -0.1621 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3604    1.6572    2.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1942   -0.8091    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4748    1.6530   -0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6100    2.4430    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9849    2.4051   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7726    0.5746    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7176    0.4146    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069   -0.8588   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5917   -1.5826    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5527   -0.9865    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2642   -2.0115    0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    0.2033   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8011    1.0244    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    0.5805    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -0.1611    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -1.6439   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -2.4065    0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.8058    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953   -2.8096    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961    0.1966    0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -0.9556    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.5646   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -1.8038   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.1710   -2.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    1.1989   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -0.0190   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571    1.7499   -2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5798    1.8431    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9533   -1.0037    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8161    1.6457   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -0.1458   -0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2888    1.8408    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8724   -0.9736    0.3805 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 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
 15 47  1  0
 15 48  1  0
 16 49  1  1
 17 50  1  0
 18 51  1  0
 18 52  1  0
 22 53  1  0
 23 54  1  0
M  END

HEADER    PROTEIN                                 17-AUG-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-AUG-15         0                                  
HETATM    1  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.888   7.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.554   6.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      27.554   5.128   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      23.553   8.978   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      32.889   8.208   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      32.325   6.105   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      30.785   8.772   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      24.887   6.668   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      30.221   6.668   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      31.555   7.438   0.000  0.00  0.00           P+0
HETATM   24  H   UNK     0      27.554   8.208   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   15                                                       
CONECT   12   14   21                                                       
CONECT   13   14   22                                                       
CONECT   14   12   13   16   24                                             
CONECT   15   11   17   21                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
CONECT   18   23                                                            
CONECT   19   23                                                            
CONECT   20   23                                                            
CONECT   21   12   15                                                       
CONECT   22   13   23                                                       
CONECT   23   18   19   20   22                                             
CONECT   24   14                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0062319
HETATM    1  C1  UNL     1      -7.102   1.797   0.052  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.642   0.516   0.584  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.948  -0.738   0.232  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.554  -0.944   0.676  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.563   0.039   0.173  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.140  -0.250   0.646  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.626  -1.580   0.208  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.232  -1.821   0.691  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.252  -0.800   0.190  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.212  -0.809  -1.301  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.746   0.189  -1.825  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.157   0.002  -1.450  1.00  0.00           C  
HETATM   13  O1  UNL     1       2.481  -1.010  -0.784  1.00  0.00           O  
HETATM   14  O2  UNL     1       3.160   0.867  -1.782  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.504   0.841  -1.508  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.930   0.909  -0.075  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.425  -0.174   0.621  1.00  0.00           O  
HETATM   18  C15 UNL     1       6.447   0.832  -0.055  1.00  0.00           C  
HETATM   19  O4  UNL     1       6.950   0.860   1.237  1.00  0.00           O  
HETATM   20  P1  UNL     1       8.635   0.769   1.127  1.00  0.00           P  
HETATM   21  O5  UNL     1       9.111   1.445  -0.162  1.00  0.00           O  
HETATM   22  O6  UNL     1       9.360   1.657   2.397  1.00  0.00           O  
HETATM   23  O7  UNL     1       9.194  -0.809   1.099  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.475   1.653  -0.825  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.610   2.443   0.819  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.985   2.405  -0.301  1.00  0.00           H  
HETATM   27  H4  UNL     1      -7.773   0.575   1.716  1.00  0.00           H  
HETATM   28  H5  UNL     1      -8.718   0.415   0.226  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.007  -0.859  -0.896  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.592  -1.583   0.607  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.553  -0.986   1.814  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.264  -2.011   0.408  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.597   0.203  -0.916  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.801   1.024   0.670  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.532   0.580   0.226  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.122  -0.161   1.743  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.695  -1.644  -0.896  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.314  -2.406   0.564  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.191  -1.806   1.798  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.895  -2.810   0.292  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.596   0.197   0.591  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.741  -0.956   0.638  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.219  -0.565  -1.748  1.00  0.00           H  
HETATM   44  H21 UNL     1       0.062  -1.804  -1.718  1.00  0.00           H  
HETATM   45  H22 UNL     1       0.701   0.171  -2.956  1.00  0.00           H  
HETATM   46  H23 UNL     1       0.362   1.199  -1.565  1.00  0.00           H  
HETATM   47  H24 UNL     1       5.052  -0.019  -1.962  1.00  0.00           H  
HETATM   48  H25 UNL     1       4.957   1.750  -2.018  1.00  0.00           H  
HETATM   49  H26 UNL     1       4.580   1.843   0.430  1.00  0.00           H  
HETATM   50  H27 UNL     1       4.953  -1.004   0.511  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.816   1.646  -0.695  1.00  0.00           H  
HETATM   52  H29 UNL     1       6.724  -0.146  -0.499  1.00  0.00           H  
HETATM   53  H30 UNL     1      10.289   1.841   2.098  1.00  0.00           H  
HETATM   54  H31 UNL     1       9.872  -0.974   0.381  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   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   13   14
CONECT   14   15
CONECT   15   16   47   48
CONECT   16   17   18   49
CONECT   17   50
CONECT   18   19   51   52
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   53
CONECT   23   54
END

HMDB0062319
     RDKit          3D
1-dodecanoyl-glycero-3-phosphate
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.1019    1.7965    0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6419    0.5157    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9482   -0.7384    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5538   -0.9438    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5627    0.0389    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1400   -0.2498    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6263   -1.5799    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.8213    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2525   -0.7999    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2121   -0.8088   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456    0.1886   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1573    0.0020   -1.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4805   -1.0101   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1603    0.8670   -1.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036    0.8412   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9303    0.9095   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4249   -0.1739    0.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4465    0.8324   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.8600    1.2371 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    0.7691    1.1274 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.1113    1.4445   -0.1621 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3604    1.6572    2.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1942   -0.8091    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4748    1.6530   -0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6100    2.4430    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9849    2.4051   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7726    0.5746    1.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7176    0.4146    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069   -0.8588   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5917   -1.5826    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5527   -0.9865    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2642   -2.0115    0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    0.2033   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8011    1.0244    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    0.5805    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1222   -0.1611    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -1.6439   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -2.4065    0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.8058    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953   -2.8096    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961    0.1966    0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413   -0.9556    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.5646   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -1.8038   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.1710   -2.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618    1.1989   -1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -0.0190   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571    1.7499   -2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5798    1.8431    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9533   -1.0037    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8161    1.6457   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -0.1458   -0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2888    1.8408    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8724   -0.9736    0.3805 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 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
 15 47  1  0
 15 48  1  0
 16 49  1  1
 17 50  1  0
 18 51  1  0
 18 52  1  0
 22 53  1  0
 23 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R)-2-Hydroxy-3-(phosphonooxy)propyl laurate	ChEBI
1-Dodecanoyl-2-lyso-sn-glycerol 3-phosphatidic acid	ChEBI
1-Dodecanoyl-glycero-3-phosphate	ChEBI
1-Dodecanoyl-sn-glycerol 3-phosphate	ChEBI
1-Lauroyl-2-lyso-sn-glycerol 3-phosphatidic acid	ChEBI
1-O-Dodecanoyl-sn-glycerol 3-phosphate	ChEBI
1-O-Lauroyl-sn-glycerol 3-phosphate	ChEBI
LPA(12:0/0:0)	ChEBI
PA(12:0/0:0)	ChEBI
(2R)-2-Hydroxy-3-(phosphonooxy)propyl lauric acid	Generator
1-Dodecanoyl-2-lyso-sn-glycerol 3-phosphatidate	Generator
1-Dodecanoyl-glycero-3-phosphoric acid	Generator
1-Dodecanoyl-sn-glycerol 3-phosphoric acid	Generator
1-Lauroyl-2-lyso-sn-glycerol 3-phosphatidate	Generator
1-O-Dodecanoyl-sn-glycerol 3-phosphoric acid	Generator
1-O-Lauroyl-sn-glycerol 3-phosphoric acid	Generator
1-Lauroyl-sn-glycerol 3-phosphoric acid	Generator
(2R)-2-Hydroxy-3-(phosphonooxy)propyl laate	Generator, HMDB
(2R)-2-Hydroxy-3-(phosphonooxy)propyl laic acid	Generator, HMDB

Chemical Formula

C₁₅H₃₁O₇P

Average Molecular Weight

354.38

Monoisotopic Molecular Weight

354.180740336

IUPAC Name

[(2R)-3-(dodecanoyloxy)-2-hydroxypropoxy]phosphonic acid

Traditional Name

(2R)-3-(dodecanoyloxy)-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(O)=O

InChI Identifier

InChI=1S/C15H31O7P/c1-2-3-4-5-6-7-8-9-10-11-15(17)21-12-14(16)13-22-23(18,19)20/h14,16H,2-13H2,1H3,(H2,18,19,20)/t14-/m1/s1

InChI Key

STTKJLVEXMKLNA-CQSZACIVSA-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

laurate ester (CHEBI:62840 )
1-acyl-sn-glycerol 3-phosphate (CHEBI:62840 )
Monoacylglycerophosphates (LMGP10050015 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062319)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

De Novo Triacylglycerol Biosynthesis TG(12:0/12:0/12:0) (PathBank: SMP0100942)
Phospholipid Biosynthesis CL(12:0/14:0/12:0/14:0) (PathBank: SMP0122065)
Phospholipid Biosynthesis CL(12:0/16:1(9Z)/12:0/16:1(9Z)) (PathBank: SMP0122070)
Phospholipid Biosynthesis CL(12:0/18:1(9Z)/12:0/18:1(9Z)) (PathBank: SMP0122074)
Phospholipid Biosynthesis CL(12:0/10:0/12:0/10:0) (PathBank: SMP0122061)
Phospholipid Biosynthesis CL(12:0/16:0/12:0/16:0) (PathBank: SMP0122068)
Phospholipid Biosynthesis CL(12:0/19:1(9Z)/12:0/19:1(9Z)) (PathBank: SMP0122075)
Phospholipid Biosynthesis CL(12:0/12:0(3-OH)/12:0/12:0) (PathBank: SMP0122135)
Phospholipid Biosynthesis CL(12:0/18:0/12:0/18:0) (PathBank: SMP0122072)
Phospholipid Biosynthesis CL(12:0/12:0/12:0/12:0) (PathBank: SMP0122136)
Phospholipid Biosynthesis CL(12:0/i-19:0/12:0/i-19:0) (PathBank: SMP0122139)
Phospholipid Biosynthesis CL(12:0/15:0/12:0/15:0) (PathBank: SMP0122066)
Phospholipid Biosynthesis CL(12:0/10:0(3-OH)/12:0/10:0(3-OH)) (PathBank: SMP0122134)
Phospholipid Biosynthesis CL(12:0/14:0(3-OH)/12:0/14:0(3-OH)) (PathBank: SMP0122137)
Phospholipid Biosynthesis CL(12:0/17:0cycw7/12:0/12:0) (PathBank: SMP0122138)
Triacylglycerol Metabolism TG(12:0/12:0/12:0) (PathBank: SMP0006723)
Triacylglycerol Metabolism TG(12:0/12:0/14:0) (PathBank: SMP0006729)
Triacylglycerol Metabolism TG(12:0/12:0/14:1(9Z)) (PathBank: SMP0006733)
Triacylglycerol Metabolism TG(12:0/12:0/16:0) (PathBank: SMP0006738)
Triacylglycerol Metabolism TG(12:0/14:0/14:0) (PathBank: SMP0006739)
Triacylglycerol Metabolism TG(12:0/12:0/16:1(9Z)) (PathBank: SMP0006745)
Triacylglycerol Metabolism TG(12:0/14:0/14:1(9Z)) (PathBank: SMP0006746)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/14:1(9Z)) (PathBank: SMP0006749)
Triacylglycerol Metabolism TG(12:0/12:0/18:0) (PathBank: SMP0006754)
Triacylglycerol Metabolism TG(12:0/14:0/16:0) (PathBank: SMP0006755)
Triacylglycerol Metabolism TG(12:0/15:0/15:0) (PathBank: SMP0006756)
Triacylglycerol Metabolism TG(12:0/12:0/18:1(9Z)) (PathBank: SMP0006763)
Triacylglycerol Metabolism TG(12:0/14:0/16:1(9Z)) (PathBank: SMP0006764)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/16:0) (PathBank: SMP0006765)
Triacylglycerol Metabolism TG(12:0/15:0/15:1(9Z)) (PathBank: SMP0006766)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/16:1(9Z)) (PathBank: SMP0006770)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/15:1(9Z)) (PathBank: SMP0006771)
Triacylglycerol Metabolism TG(12:0/15:0/16:0) (PathBank: SMP0006775)
Triacylglycerol Metabolism TG(12:0/15:0/16:1(9Z)) (PathBank: SMP0006780)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/16:0) (PathBank: SMP0006781)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/16:1(9Z)) (PathBank: SMP0006785)
Triacylglycerol Metabolism TG(12:0/12:0/20:0) (PathBank: SMP0006792)
Triacylglycerol Metabolism TG(12:0/14:0/18:0) (PathBank: SMP0006793)
Triacylglycerol Metabolism TG(12:0/16:0/16:0) (PathBank: SMP0006794)
Triacylglycerol Metabolism TG(12:0/12:0/20:1(13Z)) (PathBank: SMP0006803)
Triacylglycerol Metabolism TG(12:0/14:0/18:1(9Z)) (PathBank: SMP0006804)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/18:0) (PathBank: SMP0006805)
Triacylglycerol Metabolism TG(12:0/16:0/16:1(9Z)) (PathBank: SMP0006806)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/18:1(9Z)) (PathBank: SMP0006813)
Triacylglycerol Metabolism TG(12:0/16:1(9Z)/16:1(9Z)) (PathBank: SMP0006814)
Triacylglycerol Metabolism TG(12:0/15:0/18:0) (PathBank: SMP0006821)
Triacylglycerol Metabolism TG(12:0/15:0/18:1(9Z)) (PathBank: SMP0006828)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/18:0) (PathBank: SMP0006829)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/18:1(9Z)) (PathBank: SMP0006835)
Triacylglycerol Metabolism TG(12:0/12:0/22:0) (PathBank: SMP0006847)
Triacylglycerol Metabolism TG(12:0/14:0/20:0) (PathBank: SMP0006848)
Triacylglycerol Metabolism TG(12:0/16:0/18:0) (PathBank: SMP0006849)
Triacylglycerol Metabolism TG(12:0/12:0/22:1(13Z)) (PathBank: SMP0006860)
Triacylglycerol Metabolism TG(12:0/14:0/20:1(13Z)) (PathBank: SMP0006861)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/20:0) (PathBank: SMP0006862)
Triacylglycerol Metabolism TG(12:0/16:0/18:1(9Z)) (PathBank: SMP0006863)
Triacylglycerol Metabolism TG(12:0/16:1(9Z)/18:0) (PathBank: SMP0006864)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/20:1(13Z)) (PathBank: SMP0006874)
Triacylglycerol Metabolism TG(12:0/16:1(9Z)/18:1(9Z)) (PathBank: SMP0006875)
Triacylglycerol Metabolism TG(12:0/15:0/20:0) (PathBank: SMP0006885)
Triacylglycerol Metabolism TG(12:0/12:0/24:0) (PathBank: SMP0006893)
Triacylglycerol Metabolism TG(12:0/14:0/22:0) (PathBank: SMP0006894)
Triacylglycerol Metabolism TG(12:0/16:0/20:0) (PathBank: SMP0006895)
Triacylglycerol Metabolism TG(12:0/18:0/18:0) (PathBank: SMP0006896)
Triacylglycerol Metabolism TG(12:0/12:0/25:0) (PathBank: SMP0006905)
Triacylglycerol Metabolism TG(12:0/15:0/22:0) (PathBank: SMP0006906)
Triacylglycerol Metabolism TG(12:0/12:0/26:0) (PathBank: SMP0006916)
Triacylglycerol Metabolism TG(12:0/14:0/24:0) (PathBank: SMP0006917)
Triacylglycerol Metabolism TG(12:0/16:0/22:0) (PathBank: SMP0006918)
Triacylglycerol Metabolism TG(12:0/18:0/20:0) (PathBank: SMP0006919)
Triacylglycerol Metabolism TG(12:0/12:0/27:0) (PathBank: SMP0006929)
Triacylglycerol Metabolism TG(12:0/14:0/25:0) (PathBank: SMP0006930)
Triacylglycerol Metabolism TG(12:0/15:0/24:0) (PathBank: SMP0006931)
Triacylglycerol Metabolism TG(12:0/12:0/28:0) (PathBank: SMP0006941)
Triacylglycerol Metabolism TG(12:0/14:0/26:0) (PathBank: SMP0006942)
Triacylglycerol Metabolism TG(12:0/15:0/25:0) (PathBank: SMP0006943)
Triacylglycerol Metabolism TG(12:0/16:0/24:0) (PathBank: SMP0006944)
Triacylglycerol Metabolism TG(12:0/18:0/22:0) (PathBank: SMP0006945)
Triacylglycerol Metabolism TG(12:0/20:0/20:0) (PathBank: SMP0006946)
Triacylglycerol Metabolism TG(12:0/12:0/29:0) (PathBank: SMP0006957)
Triacylglycerol Metabolism TG(12:0/14:0/27:0) (PathBank: SMP0006958)
Triacylglycerol Metabolism TG(12:0/15:0/26:0) (PathBank: SMP0006959)
Triacylglycerol Metabolism TG(12:0/16:0/25:0) (PathBank: SMP0006960)
Triacylglycerol Metabolism TG(12:0/12:0/30:0) (PathBank: SMP0006971)
Triacylglycerol Metabolism TG(12:0/14:0/28:0) (PathBank: SMP0006972)
Triacylglycerol Metabolism TG(12:0/15:0/27:0) (PathBank: SMP0006973)
Triacylglycerol Metabolism TG(12:0/16:0/26:0) (PathBank: SMP0006974)
Triacylglycerol Metabolism TG(12:0/18:0/24:0) (PathBank: SMP0006975)
Triacylglycerol Metabolism TG(12:0/20:0/22:0) (PathBank: SMP0006976)
Triacylglycerol Metabolism TG(12:0/14:0/29:0) (PathBank: SMP0006990)
Triacylglycerol Metabolism TG(12:0/15:0/28:0) (PathBank: SMP0006991)
Triacylglycerol Metabolism TG(12:0/16:0/27:0) (PathBank: SMP0006992)
Triacylglycerol Metabolism TG(12:0/18:0/25:0) (PathBank: SMP0006993)
Triacylglycerol Metabolism TG(12:0/14:0/30:0) (PathBank: SMP0007006)
Triacylglycerol Metabolism TG(12:0/15:0/29:0) (PathBank: SMP0007007)
Triacylglycerol Metabolism TG(12:0/16:0/28:0) (PathBank: SMP0007008)
Triacylglycerol Metabolism TG(12:0/18:0/26:0) (PathBank: SMP0007009)
Triacylglycerol Metabolism TG(12:0/20:0/24:0) (PathBank: SMP0007010)
Triacylglycerol Metabolism TG(12:0/22:0/22:0) (PathBank: SMP0007011)
Triacylglycerol Metabolism TG(12:0/15:0/30:0) (PathBank: SMP0007026)
Triacylglycerol Metabolism TG(12:0/16:0/29:0) (PathBank: SMP0007027)
Triacylglycerol Metabolism TG(12:0/18:0/27:0) (PathBank: SMP0007028)
Triacylglycerol Metabolism TG(12:0/20:0/25:0) (PathBank: SMP0007029)

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	0.16 g/l	ALOGPS
LogP	2.47	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.47	ALOGPS
logP	3.18	ChemAxon
logS	-3.4	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	16	ChemAxon
Refractivity	86.58 m³·mol⁻¹	ChemAxon
Polarizability	38.14 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]+	189.279	31661259
DarkChem	[M-H]-	186.242	31661259
DeepCCS	[M+H]+	171.569	30932474
DeepCCS	[M-H]-	169.212	30932474
DeepCCS	[M-2H]-	202.258	30932474
DeepCCS	[M+Na]+	177.663	30932474
AllCCS	[M+H]+	187.5	32859911
AllCCS	[M+H-H2O]+	185.0	32859911
AllCCS	[M+NH4]+	189.8	32859911
AllCCS	[M+Na]+	190.5	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	186.2	32859911
AllCCS	[M+HCOO]-	187.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.71 minutes	32390414
Predicted by Siyang on May 30, 2022	11.6533 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.38 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1923.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	194.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	159.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	291.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	461.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	573.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	432.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	971.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	453.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1017.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	330.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	146.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	154.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-dodecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(O)=O	3751.6	Standard polar	33892256
1-dodecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(O)=O	2364.3	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(O)=O	2705.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-dodecanoyl-glycero-3-phosphate,1TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C	2651.7	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,1TMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C	2660.8	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2711.5	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2603.3	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3363.7	Standard polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2726.2	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2606.3	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3061.2	Standard polar	33892256
1-dodecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2733.1	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2659.8	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2909.0	Standard polar	33892256
1-dodecanoyl-glycero-3-phosphate,1TBDMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2901.6	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,1TBDMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2904.5	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3178.8	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2929.4	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3490.2	Standard polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3173.3	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2916.7	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3264.1	Standard polar	33892256
1-dodecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCC(=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	3427.9	Semi standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCC(=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	3058.2	Standard non polar	33892256
1-dodecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCC(=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	3154.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-dodecanoyl-glycero-3-phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-03fs-9511000000-e48177b4e18340e30251	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-dodecanoyl-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-dodecanoyl-glycero-3-phosphate 10V, Positive-QTOF	splash10-0a4i-0009000000-267c8381e0599c917716	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-dodecanoyl-glycero-3-phosphate 20V, Positive-QTOF	splash10-0a4i-0009000000-267c8381e0599c917716	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-dodecanoyl-glycero-3-phosphate 40V, Positive-QTOF	splash10-00ei-0904000000-3fc2f9a3636115607c47	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-dodecanoyl-glycero-3-phosphate 10V, Negative-QTOF	splash10-0udi-0009000000-d738d5e070e1a0813cd3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-dodecanoyl-glycero-3-phosphate 20V, Negative-QTOF	splash10-0udi-0009000000-d738d5e070e1a0813cd3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-dodecanoyl-glycero-3-phosphate 40V, Negative-QTOF	splash10-0udj-1904000000-cbe566852e60401f7579	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

52929750

PDB ID

Not Available

ChEBI ID

62840

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 ]
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Showing metabocard for 1-dodecanoyl-glycero-3-phosphate (HMDB0062319)

MOL for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

3D MOL for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

3D SDF for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

3D-SDF for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

PDB for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

3D PDB for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

SMILES for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

INCHI for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

Structure for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

3D Structure for HMDB0062319 (1-dodecanoyl-glycero-3-phosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra