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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:43:36 UTC

Update Date

2022-03-07 03:17:53 UTC

HMDB ID

HMDB0062324

Secondary Accession Numbers

HMDB62324

Metabolite Identification

Common Name

1-pentadecanoyl-glycero-3-phosphate

Description

PA(15:0/0:0)is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/0:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.

Structure

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


  Mrv1652303161704432D          

 27 26  0  0  1  0            999 V2000
   10.6145   -5.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000   -5.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9000   -4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289   -5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434   -6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711   -5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566   -6.1283    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3441   -5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1691   -6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
M  END

HMDB0062324
     RDKit          3D
1-pentadecanoyl-glycero-3-phosphate
 63 62  0  0  0  0  0  0  0  0999 V2000
    8.4982   -2.1905   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0522   -1.9084   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9368   -0.4465   -1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2951    0.4168   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861    0.2594    1.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    0.4796    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527   -0.4544    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.0694    0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913    1.2985    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364    1.6978    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188    1.6738    1.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239    2.0910    1.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718    1.1921    1.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    1.6548    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1292    0.7370    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -0.3654    1.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6206    1.0754   -0.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4807    0.2770   -1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7739    0.0723   -0.6992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3980    1.2923   -0.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6960   -0.8818   -1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8390   -1.1387   -0.6762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7923   -2.2170   -1.5963 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.8781   -3.3321   -2.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3339   -1.3357   -2.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0840   -2.8075   -0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5963   -2.2320    0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8278   -3.1468   -1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1387   -1.3680   -0.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345   -2.2280   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -2.5183   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7867   -0.2290   -2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0447   -0.1502   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4215    0.3790    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1972    1.5013   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498   -0.8088    1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0750    0.9372    1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729    1.5337    0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7880    0.5275    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -0.6370   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -1.4584    0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726   -0.8337    0.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6052   -0.2182    1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947    2.0621    0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7381    1.3806   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    2.6861   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025    0.9612   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    2.3529    2.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721    0.6139    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    3.1633    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748    2.0573    2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    1.3489    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    0.1417    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    2.6864    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.5932    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6948    0.7404   -2.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0380   -0.7185   -1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5567   -0.3987    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7205    1.8659   -0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1518   -1.8444   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9831   -0.4426   -2.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7017   -0.4663   -2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -3.5644   -0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 20 59  1  0
 21 60  1  0
 21 61  1  0
 25 62  1  0
 26 63  1  0
M  END


  Mrv1652303161704432D          

 27 26  0  0  1  0            999 V2000
   10.6145   -5.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000   -5.7158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9000   -4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289   -5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434   -6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855   -6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711   -5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566   -6.1283    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3441   -5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1691   -6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062324

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)24-15-17(19)16-25-26(21,22)23/h17,19H,2-16H2,1H3,(H2,21,22,23)/t17-/m1/s1

> <INCHI_KEY>
RZDCKQARKXMIQI-QGZVFWFLSA-N

> <FORMULA>
C18H37O7P

> <MOLECULAR_WEIGHT>
396.461

> <EXACT_MASS>
396.227690529

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.07520752160569

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-3-(pentadecanoyloxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
4.513905183333333

> <ALOGPS_LOGS>
-4.91

> <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>
100.37939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-3-(pentadecanoyloxy)propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062324
     RDKit          3D
1-pentadecanoyl-glycero-3-phosphate
 63 62  0  0  0  0  0  0  0  0999 V2000
    8.4982   -2.1905   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0522   -1.9084   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9368   -0.4465   -1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2951    0.4168   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861    0.2594    1.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    0.4796    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527   -0.4544    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.0694    0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913    1.2985    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364    1.6978    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188    1.6738    1.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239    2.0910    1.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718    1.1921    1.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    1.6548    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1292    0.7370    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -0.3654    1.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6206    1.0754   -0.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4807    0.2770   -1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7739    0.0723   -0.6992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3980    1.2923   -0.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6960   -0.8818   -1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8390   -1.1387   -0.6762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7923   -2.2170   -1.5963 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.8781   -3.3321   -2.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3339   -1.3357   -2.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0840   -2.8075   -0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5963   -2.2320    0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8278   -3.1468   -1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1387   -1.3680   -0.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345   -2.2280   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -2.5183   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7867   -0.2290   -2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0447   -0.1502   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4215    0.3790    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1972    1.5013   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498   -0.8088    1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0750    0.9372    1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729    1.5337    0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7880    0.5275    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -0.6370   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -1.4584    0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726   -0.8337    0.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6052   -0.2182    1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947    2.0621    0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7381    1.3806   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    2.6861   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025    0.9612   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    2.3529    2.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721    0.6139    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    3.1633    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748    2.0573    2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    1.3489    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    0.1417    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    2.6864    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.5932    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6948    0.7404   -2.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0380   -0.7185   -1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5567   -0.3987    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7205    1.8659   -0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1518   -1.8444   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9831   -0.4426   -2.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7017   -0.4663   -2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -3.5644   -0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 20 59  1  0
 21 60  1  0
 21 61  1  0
 25 62  1  0
 26 63  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      19.814  -9.899   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      18.480 -10.669   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      18.480  -9.129   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.814 -11.439   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      21.147 -10.669   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      22.481 -11.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      22.481 -12.979   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      23.815 -10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.148 -11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.482 -10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.816 -11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.149 -10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.483 -11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.817 -10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.150 -11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.484 -10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.818 -11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      37.152 -10.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.485 -11.439   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.819 -10.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      41.153 -11.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.146 -11.439   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.813 -10.669   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      14.479 -11.439   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      13.145 -12.209   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.709 -10.106   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      15.249 -12.773   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   22                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    2   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0062324
HETATM    1  C1  UNL     1       8.498  -2.191  -0.588  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.052  -1.908  -0.978  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.937  -0.447  -1.303  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.295   0.417  -0.153  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.586   0.259   1.110  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.128   0.480   1.172  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.253  -0.454   0.444  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.777  -0.069   0.679  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.491   1.299   0.192  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.036   1.698   0.384  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.619   1.674   1.812  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.824   2.091   1.924  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.772   1.192   1.164  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.206   1.655   1.323  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.129   0.737   0.552  1.00  0.00           C  
HETATM   16  O1  UNL     1      -4.437  -0.365   1.079  1.00  0.00           O  
HETATM   17  O2  UNL     1      -4.621   1.075  -0.674  1.00  0.00           O  
HETATM   18  C16 UNL     1      -5.481   0.277  -1.438  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.774   0.072  -0.699  1.00  0.00           C  
HETATM   20  O3  UNL     1      -7.398   1.292  -0.445  1.00  0.00           O  
HETATM   21  C18 UNL     1      -7.696  -0.882  -1.430  1.00  0.00           C  
HETATM   22  O4  UNL     1      -8.839  -1.139  -0.676  1.00  0.00           O  
HETATM   23  P1  UNL     1      -9.792  -2.217  -1.596  1.00  0.00           P  
HETATM   24  O5  UNL     1      -8.878  -3.332  -2.049  1.00  0.00           O  
HETATM   25  O6  UNL     1     -10.334  -1.336  -2.957  1.00  0.00           O  
HETATM   26  O7  UNL     1     -11.084  -2.807  -0.708  1.00  0.00           O  
HETATM   27  H1  UNL     1       8.596  -2.232   0.518  1.00  0.00           H  
HETATM   28  H2  UNL     1       8.828  -3.147  -1.042  1.00  0.00           H  
HETATM   29  H3  UNL     1       9.139  -1.368  -0.955  1.00  0.00           H  
HETATM   30  H4  UNL     1       6.435  -2.228  -0.140  1.00  0.00           H  
HETATM   31  H5  UNL     1       6.835  -2.518  -1.886  1.00  0.00           H  
HETATM   32  H6  UNL     1       7.787  -0.229  -2.081  1.00  0.00           H  
HETATM   33  H7  UNL     1       6.045  -0.150  -1.836  1.00  0.00           H  
HETATM   34  H8  UNL     1       8.422   0.379   0.028  1.00  0.00           H  
HETATM   35  H9  UNL     1       7.197   1.501  -0.542  1.00  0.00           H  
HETATM   36  H10 UNL     1       6.750  -0.809   1.497  1.00  0.00           H  
HETATM   37  H11 UNL     1       7.075   0.937   1.897  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.973   1.534   0.751  1.00  0.00           H  
HETATM   39  H13 UNL     1       4.788   0.528   2.261  1.00  0.00           H  
HETATM   40  H14 UNL     1       4.413  -0.637  -0.605  1.00  0.00           H  
HETATM   41  H15 UNL     1       4.321  -1.458   0.999  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.173  -0.834   0.150  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.605  -0.218   1.760  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.095   2.062   0.728  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.738   1.381  -0.883  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.842   2.686  -0.075  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.402   0.961  -0.178  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.199   2.353   2.460  1.00  0.00           H  
HETATM   49  H23 UNL     1       0.672   0.614   2.160  1.00  0.00           H  
HETATM   50  H24 UNL     1      -0.966   3.163   1.634  1.00  0.00           H  
HETATM   51  H25 UNL     1      -1.175   2.057   2.997  1.00  0.00           H  
HETATM   52  H26 UNL     1      -1.547   1.349   0.068  1.00  0.00           H  
HETATM   53  H27 UNL     1      -1.635   0.142   1.414  1.00  0.00           H  
HETATM   54  H28 UNL     1      -3.302   2.686   0.945  1.00  0.00           H  
HETATM   55  H29 UNL     1      -3.505   1.593   2.375  1.00  0.00           H  
HETATM   56  H30 UNL     1      -5.695   0.740  -2.426  1.00  0.00           H  
HETATM   57  H31 UNL     1      -5.038  -0.719  -1.678  1.00  0.00           H  
HETATM   58  H32 UNL     1      -6.557  -0.399   0.272  1.00  0.00           H  
HETATM   59  H33 UNL     1      -6.721   1.866  -0.002  1.00  0.00           H  
HETATM   60  H34 UNL     1      -7.152  -1.844  -1.512  1.00  0.00           H  
HETATM   61  H35 UNL     1      -7.983  -0.443  -2.385  1.00  0.00           H  
HETATM   62  H36 UNL     1     -10.702  -0.466  -2.692  1.00  0.00           H  
HETATM   63  H37 UNL     1     -10.762  -3.564  -0.144  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   42   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   50   51
CONECT   13   14   52   53
CONECT   14   15   54   55
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   56   57
CONECT   19   20   21   58
CONECT   20   59
CONECT   21   22   60   61
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   62
CONECT   26   63
END

HMDB0062324
     RDKit          3D
1-pentadecanoyl-glycero-3-phosphate
 63 62  0  0  0  0  0  0  0  0999 V2000
    8.4982   -2.1905   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0522   -1.9084   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9368   -0.4465   -1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2951    0.4168   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861    0.2594    1.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    0.4796    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527   -0.4544    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.0694    0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913    1.2985    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364    1.6978    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188    1.6738    1.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239    2.0910    1.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7718    1.1921    1.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    1.6548    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1292    0.7370    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -0.3654    1.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6206    1.0754   -0.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4807    0.2770   -1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7739    0.0723   -0.6992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3980    1.2923   -0.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6960   -0.8818   -1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8390   -1.1387   -0.6762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7923   -2.2170   -1.5963 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.8781   -3.3321   -2.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3339   -1.3357   -2.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0840   -2.8075   -0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5963   -2.2320    0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8278   -3.1468   -1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1387   -1.3680   -0.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345   -2.2280   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8354   -2.5183   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7867   -0.2290   -2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0447   -0.1502   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4215    0.3790    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1972    1.5013   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498   -0.8088    1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0750    0.9372    1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729    1.5337    0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7880    0.5275    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -0.6370   -0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -1.4584    0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726   -0.8337    0.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6052   -0.2182    1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947    2.0621    0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7381    1.3806   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    2.6861   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025    0.9612   -0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    2.3529    2.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721    0.6139    2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    3.1633    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1748    2.0573    2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    1.3489    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355    0.1417    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    2.6864    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    1.5932    2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6948    0.7404   -2.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0380   -0.7185   -1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5567   -0.3987    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7205    1.8659   -0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1518   -1.8444   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9831   -0.4426   -2.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7017   -0.4663   -2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -3.5644   -0.1436 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
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 11 12  1  0
 12 13  1  0
 13 14  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
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 10 47  1  0
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 12 50  1  0
 12 51  1  0
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 13 53  1  0
 14 54  1  0
 14 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  1
 20 59  1  0
 21 60  1  0
 21 61  1  0
 25 62  1  0
 26 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Pentadecanoyl-glycero-3-phosphoric acid	Generator

Chemical Formula

C₁₈H₃₇O₇P

Average Molecular Weight

396.461

Monoisotopic Molecular Weight

396.227690529

IUPAC Name

[(2R)-2-hydroxy-3-(pentadecanoyloxy)propoxy]phosphonic acid

Traditional Name

(2R)-2-hydroxy-3-(pentadecanoyloxy)propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)24-15-17(19)16-25-26(21,22)23/h17,19H,2-16H2,1H3,(H2,21,22,23)/t17-/m1/s1

InChI Key

RZDCKQARKXMIQI-QGZVFWFLSA-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 (LMGP10050037 )

Ontology

Not Available

Not Available

Not Available

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	Not Available	Not Available
LogP	4.513905183333333	ChemAxon

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.45	ALOGPS
logP	4.51	ChemAxon
logS	-4.9	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	19	ChemAxon
Refractivity	100.38 m³·mol⁻¹	ChemAxon
Polarizability	45.08 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]+	202.115	31661259
DarkChem	[M-H]-	195.417	31661259
DeepCCS	[M+H]+	181.313	30932474
DeepCCS	[M-H]-	178.955	30932474
DeepCCS	[M-2H]-	212.054	30932474
DeepCCS	[M+Na]+	187.406	30932474
AllCCS	[M+H]+	201.3	32859911
AllCCS	[M+H-H2O]+	199.0	32859911
AllCCS	[M+NH4]+	203.3	32859911
AllCCS	[M+Na]+	203.9	32859911
AllCCS	[M-H]-	196.9	32859911
AllCCS	[M+Na-2H]-	198.6	32859911
AllCCS	[M+HCOO]-	200.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-pentadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(O)=O	3779.9	Standard polar	33892256
1-pentadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(O)=O	2645.0	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(O)=O	3005.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-pentadecanoyl-glycero-3-phosphate,1TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C	2955.1	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,1TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C	2959.3	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3000.1	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2868.0	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3672.4	Standard polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3016.7	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2878.2	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3354.8	Standard polar	33892256
1-pentadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3021.2	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2917.2	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3179.2	Standard polar	33892256
1-pentadecanoyl-glycero-3-phosphate,1TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3208.3	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,1TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3206.0	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3479.4	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3171.9	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3764.1	Standard polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3465.4	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3159.6	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3532.3	Standard polar	33892256
1-pentadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCC(=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	3722.1	Semi standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCC(=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	3294.8	Standard non polar	33892256
1-pentadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCC(=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	3400.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-pentadecanoyl-glycero-3-phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-01ot-9520000000-68755669d2585855f029	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-pentadecanoyl-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-pentadecanoyl-glycero-3-phosphate 10V, Negative-QTOF	splash10-0002-0009000000-ab23b9fda16c194442d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-pentadecanoyl-glycero-3-phosphate 20V, Negative-QTOF	splash10-0002-0009000000-ab23b9fda16c194442d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-pentadecanoyl-glycero-3-phosphate 40V, Negative-QTOF	splash10-0udm-2956000000-52463436cafe2b5e77c7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-pentadecanoyl-glycero-3-phosphate 10V, Positive-QTOF	splash10-0002-0009000000-1e38cdc031e98a5191ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-pentadecanoyl-glycero-3-phosphate 20V, Positive-QTOF	splash10-0002-0009000000-1e38cdc031e98a5191ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-pentadecanoyl-glycero-3-phosphate 40V, Positive-QTOF	splash10-00b9-0957000000-21b4b4f41f7998409c98	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

52929767

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-pentadecanoyl-glycero-3-phosphate (HMDB0062324)

MOL for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

3D MOL for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

3D SDF for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

3D-SDF for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

PDB for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

3D PDB for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

SMILES for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

INCHI for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

Structure for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

3D Structure for HMDB0062324 (1-pentadecanoyl-glycero-3-phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra