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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:42:51 UTC

Update Date

2022-03-07 03:17:52 UTC

HMDB ID

HMDB0062318

Secondary Accession Numbers

HMDB62318

Metabolite Identification

Common Name

1-heptadecanoyl-glycero-3-phosphate

Description

1-heptadecanoyl-glycero-3-phosphate, also known as PA(17:0/0:0), is classified as a member of the 1-acylglycerol-3-phosphates. 1-acylglycerol-3-phosphates are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. 1-heptadecanoyl-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic. 1-heptadecanoyl-glycero-3-phosphate is a glycerophosphate lipid molecule

Structure

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


  Mrv1572008171515172D          

 29 28  0  0  1  0            999 V2000
    9.1855    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6144    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7578    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4723    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9012    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6157    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7591    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4736    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9025    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7604    5.7157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.6170    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7604    4.8907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6170    6.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183    6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3163    5.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4913    6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    5.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038    6.1282    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.7604    6.5407    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
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 19 21  1  1  0  0  0
 22 20  2  0  0  0  0
 26 17  1  0  0  0  0
 26 20  1  0  0  0  0
 27 18  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 28 25  2  0  0  0  0
 28 27  1  0  0  0  0
 19 29  1  1  0  0  0
M  END

HMDB0062318
     RDKit          3D
1-heptadecanoyl-glycero-3-phosphate
 69 68  0  0  0  0  0  0  0  0999 V2000
   -8.1436    1.7269    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5434    1.4013    1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5813   -0.0125    2.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -0.7338    2.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6099   -0.8123    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3441   -1.6607    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -1.0807    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9370    0.3056    1.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445    0.3908    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0061   -0.4586    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -0.2419   -1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1866   -1.0552   -1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9116   -0.7276   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737    0.6998   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    1.1412   -1.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740    0.4443   -2.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624    0.5452   -1.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691    1.2047   -0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745   -0.0575   -1.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5475    0.1034   -1.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7914   -0.6153   -1.5043 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2244   -0.1495   -2.7248 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377   -0.5152   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2418    0.8034   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4000    0.9383    0.9820 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.1721    2.2356    1.7213 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9710    1.0081    0.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2964   -0.3246    2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2032    0.8701   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8484    2.5165   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1576    2.2209    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5723    1.8378    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9223    2.0285    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0816   -0.1501    3.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2538   -0.5492    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6062   -0.2532    2.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5102   -1.7732    2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009    0.1750    0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1936   -1.2463   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926   -2.6444    1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9232   -1.8710   -0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -1.7124    1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -1.0895    2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572    0.6217    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664    1.0407    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9146    1.4464    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8885    0.1379   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987   -0.0919    0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -1.5296    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -0.5558   -2.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879    0.8408   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648   -2.1179   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -0.9694   -2.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.8988    0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287   -1.4555   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    0.8980    0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435    1.3156   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    1.1221   -2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298    2.2446   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235   -0.6327   -2.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    0.9011   -3.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8218    1.1888   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -0.2896   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5888   -1.7177   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991   -0.8685   -3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7239   -1.1291   -0.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3442   -0.8519    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5849    0.8224    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3727   -0.3505    2.4438 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  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  6
 22 65  1  0
 23 66  1  0
 23 67  1  0
 27 68  1  0
 28 69  1  0
M  END


  Mrv1572008171515172D          

 29 28  0  0  1  0            999 V2000
    9.1855    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6144    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7578    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4723    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9012    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6157    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7591    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4736    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9025    5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7604    5.7157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.6170    6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7604    4.8907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6170    6.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183    6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3163    5.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4913    6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    5.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038    6.1282    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.7604    6.5407    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
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 19 21  1  1  0  0  0
 22 20  2  0  0  0  0
 26 17  1  0  0  0  0
 26 20  1  0  0  0  0
 27 18  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 28 25  2  0  0  0  0
 28 27  1  0  0  0  0
 19 29  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0062318

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(22)26-17-19(21)18-27-28(23,24)25/h19,21H,2-18H2,1H3,(H2,23,24,25)/t19-/m1/s1

> <INCHI_KEY>
AXKVUJMUBAXXKG-LJQANCHMSA-N

> <FORMULA>
C20H41O7P

> <MOLECULAR_WEIGHT>
424.515

> <EXACT_MASS>
424.258990658

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
49.31946338527579

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.403042513333332

> <ALOGPS_LOGS>
-5.37

> <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>
109.58139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062318
     RDKit          3D
1-heptadecanoyl-glycero-3-phosphate
 69 68  0  0  0  0  0  0  0  0999 V2000
   -8.1436    1.7269    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5434    1.4013    1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5813   -0.0125    2.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -0.7338    2.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6099   -0.8123    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3441   -1.6607    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -1.0807    1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9370    0.3056    1.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445    0.3908    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0061   -0.4586    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -0.2419   -1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1866   -1.0552   -1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9116   -0.7276   -0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737    0.6998   -0.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    1.1412   -1.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0740    0.4443   -2.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624    0.5452   -1.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691    1.2047   -0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745   -0.0575   -1.9356 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5475    0.1034   -1.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7914   -0.6153   -1.5043 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2244   -0.1495   -2.7248 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377   -0.5152   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2418    0.8034   -0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4000    0.9383    0.9820 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.1721    2.2356    1.7213 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9710    1.0081    0.3374 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2964   -0.3246    2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2032    0.8701   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8484    2.5165   -0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1576    2.2209    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5723    1.8378    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9223    2.0285    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0816   -0.1501    3.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2538   -0.5492    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6062   -0.2532    2.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5102   -1.7732    2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009    0.1750    0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1936   -1.2463   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926   -2.6444    1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9232   -1.8710   -0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -1.7124    1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -1.0895    2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572    0.6217    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664    1.0407    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9146    1.4464    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8885    0.1379   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987   -0.0919    0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -1.5296    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -0.5558   -2.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879    0.8408   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648   -2.1179   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -0.9694   -2.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.8988    0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287   -1.4555   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    0.8980    0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435    1.3156   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    1.1221   -2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298    2.2446   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235   -0.6327   -2.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    0.9011   -3.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8218    1.1888   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -0.2896   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5888   -1.7177   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991   -0.8685   -3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7239   -1.1291   -0.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3442   -0.8519    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5849    0.8224    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3727   -0.3505    2.4438 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  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  6
 22 65  1  0
 23 66  1  0
 23 67  1  0
 27 68  1  0
 28 69  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      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.151  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.153  11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      43.820  11.439   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      42.486  10.669   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      42.486   9.129   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      38.485  12.979   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      47.821  12.209   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      47.257  10.106   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      45.717  12.773   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      39.819  10.669   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      45.154  10.669   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      46.487  11.439   0.000  0.00  0.00           P+0
HETATM   29  H   UNK     0      42.486  12.209   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   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   20                                                       
CONECT   17   19   26                                                       
CONECT   18   19   27                                                       
CONECT   19   17   18   21   29                                             
CONECT   20   16   22   26                                                  
CONECT   21   19                                                            
CONECT   22   20                                                            
CONECT   23   28                                                            
CONECT   24   28                                                            
CONECT   25   28                                                            
CONECT   26   17   20                                                       
CONECT   27   18   28                                                       
CONECT   28   23   24   25   27                                             
CONECT   29   19                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0062318
HETATM    1  C1  UNL     1      -8.144   1.727   0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.543   1.401   1.625  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.581  -0.013   2.028  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.291  -0.734   2.033  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.610  -0.812   0.725  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.344  -1.661   0.858  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.389  -1.081   1.838  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.937   0.306   1.503  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.244   0.391   0.176  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.006  -0.459   0.071  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.436  -0.242  -1.332  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.187  -1.055  -1.540  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.912  -0.728  -0.585  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.374   0.700  -0.649  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.903   1.141  -1.946  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.074   0.444  -2.510  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.262   0.545  -1.634  1.00  0.00           C  
HETATM   18  O1  UNL     1       4.169   1.205  -0.572  1.00  0.00           O  
HETATM   19  O2  UNL     1       5.474  -0.057  -1.936  1.00  0.00           O  
HETATM   20  C18 UNL     1       6.548   0.103  -1.027  1.00  0.00           C  
HETATM   21  C19 UNL     1       7.791  -0.615  -1.504  1.00  0.00           C  
HETATM   22  O3  UNL     1       8.224  -0.150  -2.725  1.00  0.00           O  
HETATM   23  C20 UNL     1       8.838  -0.515  -0.420  1.00  0.00           C  
HETATM   24  O4  UNL     1       9.242   0.803  -0.214  1.00  0.00           O  
HETATM   25  P1  UNL     1      10.400   0.938   0.982  1.00  0.00           P  
HETATM   26  O5  UNL     1      10.172   2.236   1.721  1.00  0.00           O  
HETATM   27  O6  UNL     1      11.971   1.008   0.337  1.00  0.00           O  
HETATM   28  O7  UNL     1      10.296  -0.325   2.111  1.00  0.00           O  
HETATM   29  H1  UNL     1      -8.203   0.870  -0.479  1.00  0.00           H  
HETATM   30  H2  UNL     1      -8.848   2.517  -0.214  1.00  0.00           H  
HETATM   31  H3  UNL     1      -7.158   2.221   0.163  1.00  0.00           H  
HETATM   32  H4  UNL     1      -9.572   1.838   1.771  1.00  0.00           H  
HETATM   33  H5  UNL     1      -7.922   2.029   2.357  1.00  0.00           H  
HETATM   34  H6  UNL     1      -9.082  -0.150   3.041  1.00  0.00           H  
HETATM   35  H7  UNL     1      -9.254  -0.549   1.279  1.00  0.00           H  
HETATM   36  H8  UNL     1      -6.606  -0.253   2.794  1.00  0.00           H  
HETATM   37  H9  UNL     1      -7.510  -1.773   2.453  1.00  0.00           H  
HETATM   38  H10 UNL     1      -6.201   0.175   0.380  1.00  0.00           H  
HETATM   39  H11 UNL     1      -7.194  -1.246  -0.091  1.00  0.00           H  
HETATM   40  H12 UNL     1      -5.693  -2.644   1.269  1.00  0.00           H  
HETATM   41  H13 UNL     1      -4.923  -1.871  -0.127  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.446  -1.712   1.824  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.830  -1.089   2.848  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.257   0.622   2.344  1.00  0.00           H  
HETATM   45  H17 UNL     1      -4.766   1.041   1.537  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.915   1.446   0.008  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.889   0.138  -0.669  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.299  -0.092   0.842  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.181  -1.530   0.265  1.00  0.00           H  
HETATM   50  H22 UNL     1      -2.173  -0.556  -2.099  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.288   0.841  -1.442  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.465  -2.118  -1.380  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.103  -0.969  -2.602  1.00  0.00           H  
HETATM   54  H26 UNL     1       0.531  -0.899   0.444  1.00  0.00           H  
HETATM   55  H27 UNL     1       1.729  -1.455  -0.736  1.00  0.00           H  
HETATM   56  H28 UNL     1       2.029   0.898   0.196  1.00  0.00           H  
HETATM   57  H29 UNL     1       0.444   1.316  -0.446  1.00  0.00           H  
HETATM   58  H30 UNL     1       1.090   1.122  -2.731  1.00  0.00           H  
HETATM   59  H31 UNL     1       2.130   2.245  -1.852  1.00  0.00           H  
HETATM   60  H32 UNL     1       2.924  -0.633  -2.714  1.00  0.00           H  
HETATM   61  H33 UNL     1       3.391   0.901  -3.492  1.00  0.00           H  
HETATM   62  H34 UNL     1       6.822   1.189  -0.977  1.00  0.00           H  
HETATM   63  H35 UNL     1       6.233  -0.290  -0.051  1.00  0.00           H  
HETATM   64  H36 UNL     1       7.589  -1.718  -1.630  1.00  0.00           H  
HETATM   65  H37 UNL     1       8.699  -0.868  -3.194  1.00  0.00           H  
HETATM   66  H38 UNL     1       9.724  -1.129  -0.597  1.00  0.00           H  
HETATM   67  H39 UNL     1       8.344  -0.852   0.525  1.00  0.00           H  
HETATM   68  H40 UNL     1      12.585   0.822   1.106  1.00  0.00           H  
HETATM   69  H41 UNL     1       9.373  -0.351   2.444  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   54   55
CONECT   14   15   56   57
CONECT   15   16   58   59
CONECT   16   17   60   61
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   62   63
CONECT   21   22   23   64
CONECT   22   65
CONECT   23   24   66   67
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   68
CONECT   28   69
END

HMDB0062318
     RDKit          3D
1-heptadecanoyl-glycero-3-phosphate
 69 68  0  0  0  0  0  0  0  0999 V2000
   -8.1436    1.7269    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5434    1.4013    1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5813   -0.0125    2.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -0.7338    2.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6099   -0.8123    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4365   -0.2419   -1.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0740    0.4443   -2.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1691    1.2047   -0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2244   -0.1495   -2.7248 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377   -0.5152   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.2538   -0.5492    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6062   -0.2532    2.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5102   -1.7732    2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009    0.1750    0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1936   -1.2463   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926   -2.6444    1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9232   -1.8710   -0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -1.7124    1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -1.0895    2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572    0.6217    2.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7664    1.0407    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9146    1.4464    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8885    0.1379   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987   -0.0919    0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807   -1.5296    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -0.5558   -2.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2879    0.8408   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4648   -2.1179   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -0.9694   -2.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -0.8988    0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287   -1.4555   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    0.8980    0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435    1.3156   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    1.1221   -2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298    2.2446   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235   -0.6327   -2.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    0.9011   -3.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8218    1.1888   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -0.2896   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5888   -1.7177   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991   -0.8685   -3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7239   -1.1291   -0.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3442   -0.8519    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5849    0.8224    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3727   -0.3505    2.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 67  1  0
 27 68  1  0
 28 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Heptadecanoylglycero-3-phosphate	ChEBI
PA(17:0/0:0)	ChEBI
1-Heptadecanoylglycero-3-phosphoric acid	Generator
1-Heptadecanoyl-sn-glycero-3-phosphoric acid	Generator
1-Heptadecanoyl-glycero-3-phosphoric acid	Generator

Chemical Formula

C₂₀H₄₁O₇P

Average Molecular Weight

424.515

Monoisotopic Molecular Weight

424.258990658

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(22)26-17-19(21)18-27-28(23,24)25/h19,21H,2-18H2,1H3,(H2,23,24,25)/t19-/m1/s1

InChI Key

AXKVUJMUBAXXKG-LJQANCHMSA-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

1-acyl-sn-glycerol 3-phosphate (CHEBI:74840 )
Monoacylglycerophosphates (LMGP10050036 )

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	0.0018 g/l	ALOGPS
LogP	4.52	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.52	ALOGPS
logP	5.4	ChemAxon
logS	-5.4	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	21	ChemAxon
Refractivity	109.58 m³·mol⁻¹	ChemAxon
Polarizability	49.32 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	208.144	31661259
DarkChem	[M-H]-	204.287	31661259
DeepCCS	[M+H]+	188.455	30932474
DeepCCS	[M-H]-	186.097	30932474
DeepCCS	[M-2H]-	219.183	30932474
DeepCCS	[M+Na]+	194.548	30932474
AllCCS	[M+H]+	210.5	32859911
AllCCS	[M+H-H2O]+	208.5	32859911
AllCCS	[M+NH4]+	212.3	32859911
AllCCS	[M+Na]+	212.9	32859911
AllCCS	[M-H]-	204.4	32859911
AllCCS	[M+Na-2H]-	206.4	32859911
AllCCS	[M+HCOO]-	208.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-heptadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCC)COP(O)(O)=O	3782.2	Standard polar	33892256
1-heptadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCC)COP(O)(O)=O	2829.9	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCC)COP(O)(O)=O	3207.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-heptadecanoyl-glycero-3-phosphate,1TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C	3159.5	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,1TMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C	3165.2	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3191.5	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3042.1	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3877.0	Standard polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3202.0	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3055.8	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3550.7	Standard polar	33892256
1-heptadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3214.0	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3082.1	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3359.0	Standard polar	33892256
1-heptadecanoyl-glycero-3-phosphate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3418.4	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3411.9	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3678.8	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3333.6	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3945.3	Standard polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3659.4	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3321.6	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3710.7	Standard polar	33892256
1-heptadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=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	3918.8	Semi standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=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	3453.2	Standard non polar	33892256
1-heptadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCC(=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	3566.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-heptadecanoyl-glycero-3-phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-01r2-9430000000-51c0e701cf26328925fd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-heptadecanoyl-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-heptadecanoyl-glycero-3-phosphate 10V, Positive-QTOF	splash10-004i-0000900000-646ca740f0200fe8b6c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-heptadecanoyl-glycero-3-phosphate 20V, Positive-QTOF	splash10-004i-0000900000-646ca740f0200fe8b6c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-heptadecanoyl-glycero-3-phosphate 40V, Positive-QTOF	splash10-0kmi-0950700000-a92d792a7f6f963c5471	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-heptadecanoyl-glycero-3-phosphate 10V, Negative-QTOF	splash10-00di-0000900000-c45058665348c78e8ee7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-heptadecanoyl-glycero-3-phosphate 20V, Negative-QTOF	splash10-00di-0000900000-c45058665348c78e8ee7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-heptadecanoyl-glycero-3-phosphate 40V, Negative-QTOF	splash10-0v4i-2950600000-b5bf8d4314e8e63ad5f1	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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

44575057

PDB ID

Not Available

ChEBI ID

74840

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-heptadecanoyl-glycero-3-phosphate (HMDB0062318)

MOL for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

3D MOL for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

3D SDF for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

3D-SDF for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

PDB for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

3D PDB for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

SMILES for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

INCHI for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

Structure for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

3D Structure for HMDB0062318 (1-heptadecanoyl-glycero-3-phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra