MiMeDB: Showing metabocard for 2-octadecanoyl-sn-glycerol 3-phosphate (MMDBc0031578)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:39:58 UTC

Update Date

2024-04-30 19:51:07 UTC

Metabolite ID

MMDBc0031578

Metabolite Identification

Common Name

2-octadecanoyl-sn-glycerol 3-phosphate

Description

2-octadecanoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)

Structure

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

LPA(0:0/18:0)
  Mrv1652304052008222D          

 29 28  0  0  1  0            999 V2000
    9.1946   -4.4808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0111   -3.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0281   -5.2973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8446   -4.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0196   -4.4723    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3813   -4.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6712   -4.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9524   -4.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2423   -4.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6800   -5.2678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700   -6.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2558   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2569   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1714   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5997   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4562   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 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
 21 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
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0007850
     RDKit          3D
LysoPA(0:0/18:0)
 72 71  0  0  0  0  0  0  0  0999 V2000
   -9.1202   -1.3350    1.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7082   -0.7973    1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4002    0.0290    0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9973    0.5869    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9436   -0.4676    0.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9539   -1.4109   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7337   -0.7149   -1.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893    0.0067   -1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -0.9182   -1.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1276   -1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7772    0.5638   -2.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935    1.3076   -2.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    2.4624   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9924    2.3789   -0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421    1.3796   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413    1.4509    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109    0.5381    1.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180    0.7689    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711    1.6815    0.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320   -0.0159    2.1613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7779    0.2350    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6349    0.4839    3.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    1.5892    3.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -1.0084    1.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4613   -1.1756   -0.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795   -2.5196   -0.9449 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.0651   -3.7389   -0.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3339   -2.1499   -1.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351   -2.7499   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3861   -1.3658    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2281   -2.3280    2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8588   -0.5981    2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9940   -1.6367    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6662   -0.1582    2.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5837   -0.6039   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0877    0.9170    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    1.1718    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881    1.2939   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0477   -1.0695    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629    0.0259    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9018   -1.9767   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.1596   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7086   -1.4889   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5005    0.0156   -1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    0.8378   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3412    0.4149   -2.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -1.4024   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -1.6489   -2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.9352   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    0.5092   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8896   -0.1301   -3.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6616    1.2862   -2.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076    0.5063   -2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    1.6094   -4.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465    2.9707   -2.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    3.2500   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    2.3431   -0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078    3.4257   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374    0.3848   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.5901   -0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002    1.1768    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    2.4868    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -0.5123    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    0.5932    3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8986    1.0733    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6603    0.7495    2.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6699   -0.3959    3.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3739    2.4451    3.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400   -1.9244    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3535   -0.9320    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0564   -2.5741   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -3.5690   -2.6134 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  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 28 71  1  0
 29 72  1  0
M  END

LPA(0:0/18:0)
  Mrv1652304052008222D          

 29 28  0  0  1  0            999 V2000
    9.1946   -4.4808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0111   -3.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0281   -5.2973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8446   -4.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0196   -4.4723    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3813   -4.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6712   -4.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9524   -4.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2423   -4.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6800   -5.2678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700   -6.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2558   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2569   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1714   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5997   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4562   -5.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 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
 21 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
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031578

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)28-20(18-22)19-27-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)

> <INCHI_KEY>
RPAOEHFOGLEBTJ-UHFFFAOYSA-N

> <FORMULA>
C21H43O7P

> <MOLECULAR_WEIGHT>
438.5357

> <EXACT_MASS>
438.274640242

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.152905740600126

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.91

> <JCHEM_LOGP>
5.847611178333334

> <ALOGPS_LOGS>
-5.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.345670795497995

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3198427043855556

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9837580757427844

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
114.18239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2-(octadecanoyloxy)propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0007850
     RDKit          3D
LysoPA(0:0/18:0)
 72 71  0  0  0  0  0  0  0  0999 V2000
   -9.1202   -1.3350    1.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7082   -0.7973    1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4002    0.0290    0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9973    0.5869    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9436   -0.4676    0.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9539   -1.4109   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7337   -0.7149   -1.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893    0.0067   -1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -0.9182   -1.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1276   -1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7772    0.5638   -2.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935    1.3076   -2.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    2.4624   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9924    2.3789   -0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421    1.3796   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413    1.4509    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109    0.5381    1.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180    0.7689    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711    1.6815    0.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320   -0.0159    2.1613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7779    0.2350    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6349    0.4839    3.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    1.5892    3.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -1.0084    1.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4613   -1.1756   -0.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795   -2.5196   -0.9449 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.0651   -3.7389   -0.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3339   -2.1499   -1.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351   -2.7499   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3861   -1.3658    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2281   -2.3280    2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8588   -0.5981    2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9940   -1.6367    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6662   -0.1582    2.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5837   -0.6039   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0877    0.9170    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    1.1718    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881    1.2939   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0477   -1.0695    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629    0.0259    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9018   -1.9767   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.1596   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7086   -1.4889   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5005    0.0156   -1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    0.8378   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3412    0.4149   -2.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -1.4024   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -1.6489   -2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.9352   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    0.5092   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8896   -0.1301   -3.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6616    1.2862   -2.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076    0.5063   -2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    1.6094   -4.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465    2.9707   -2.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    3.2500   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    2.3431   -0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078    3.4257   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374    0.3848   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.5901   -0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002    1.1768    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    2.4868    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -0.5123    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    0.5932    3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8986    1.0733    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6603    0.7495    2.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6699   -0.3959    3.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3739    2.4451    3.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400   -1.9244    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3535   -0.9320    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0564   -2.5741   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -3.5690   -2.6134 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  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 28 71  1  0
 29 72  1  0
M  END

HEADER    PROTEIN                                 05-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LPA(0:0/18:0)                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-APR-20         0                                  
HETATM    1  O   UNK     0      17.163  -8.364   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.687  -6.808   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.719  -9.888   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.243  -8.332   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0      18.703  -8.348   0.000  0.00  0.00           P+0
HETATM    6  C   UNK     0      15.645  -7.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.320  -8.293   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.978  -7.537   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.652  -8.322   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.336  -9.833   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.011 -10.617   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.011 -12.057   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.677  -9.846   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.345 -10.617   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.012  -9.846   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.679 -10.617   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.345  -9.846   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.012 -10.617   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.679  -9.846   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.346 -10.617   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.013  -9.846   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.320 -10.617   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.653  -9.846   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.986 -10.617   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.319  -9.846   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.652 -10.617   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.985  -9.846   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.318 -10.617   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.651  -9.846   0.000  0.00  0.00           C+0
CONECT    1    6    5                                                       
CONECT    2    5                                                            
CONECT    3    5                                                            
CONECT    4    5                                                            
CONECT    5    1    2    3    4                                             
CONECT    6    1    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0007850
HETATM    1  C1  UNL     1      -9.120  -1.335   1.858  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.708  -0.797   1.946  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.400   0.029   0.715  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.997   0.587   0.760  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.944  -0.468   0.833  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.954  -1.411  -0.334  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.734  -0.715  -1.650  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.389   0.007  -1.679  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.251  -0.918  -1.483  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.933  -0.128  -1.475  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.777   0.564  -2.772  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.494   1.308  -2.954  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.830   2.462  -2.132  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.992   2.379  -0.671  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.042   1.380  -0.200  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.041   1.451   1.304  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.011   0.538   1.974  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.418   0.769   1.629  1.00  0.00           C  
HETATM   19  O1  UNL     1       4.771   1.682   0.840  1.00  0.00           O  
HETATM   20  O2  UNL     1       5.432  -0.016   2.161  1.00  0.00           O  
HETATM   21  C19 UNL     1       6.778   0.235   1.807  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.635   0.484   3.036  1.00  0.00           C  
HETATM   23  O3  UNL     1       7.142   1.589   3.724  1.00  0.00           O  
HETATM   24  C21 UNL     1       7.278  -1.008   1.089  1.00  0.00           C  
HETATM   25  O4  UNL     1       6.461  -1.176  -0.028  1.00  0.00           O  
HETATM   26  P1  UNL     1       6.879  -2.520  -0.945  1.00  0.00           P  
HETATM   27  O5  UNL     1       7.065  -3.739  -0.103  1.00  0.00           O  
HETATM   28  O6  UNL     1       8.334  -2.150  -1.752  1.00  0.00           O  
HETATM   29  O7  UNL     1       5.635  -2.750  -2.091  1.00  0.00           O  
HETATM   30  H1  UNL     1      -9.386  -1.366   0.760  1.00  0.00           H  
HETATM   31  H2  UNL     1      -9.228  -2.328   2.326  1.00  0.00           H  
HETATM   32  H3  UNL     1      -9.859  -0.598   2.285  1.00  0.00           H  
HETATM   33  H4  UNL     1      -6.994  -1.637   2.065  1.00  0.00           H  
HETATM   34  H5  UNL     1      -7.666  -0.158   2.875  1.00  0.00           H  
HETATM   35  H6  UNL     1      -7.584  -0.604  -0.164  1.00  0.00           H  
HETATM   36  H7  UNL     1      -8.088   0.917   0.753  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.934   1.172   1.721  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.788   1.294  -0.040  1.00  0.00           H  
HETATM   39  H10 UNL     1      -5.048  -1.070   1.754  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.963   0.026   0.875  1.00  0.00           H  
HETATM   41  H12 UNL     1      -5.902  -1.977  -0.319  1.00  0.00           H  
HETATM   42  H13 UNL     1      -4.151  -2.160  -0.178  1.00  0.00           H  
HETATM   43  H14 UNL     1      -4.709  -1.489  -2.442  1.00  0.00           H  
HETATM   44  H15 UNL     1      -5.500   0.016  -1.896  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.413   0.838  -0.978  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.341   0.415  -2.731  1.00  0.00           H  
HETATM   47  H18 UNL     1      -2.289  -1.402  -0.482  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.144  -1.649  -2.301  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.149  -0.935  -1.342  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.940   0.509  -0.575  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.890  -0.130  -3.647  1.00  0.00           H  
HETATM   52  H23 UNL     1      -1.662   1.286  -2.889  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.308   0.506  -2.932  1.00  0.00           H  
HETATM   54  H25 UNL     1       0.558   1.609  -4.070  1.00  0.00           H  
HETATM   55  H26 UNL     1       1.747   2.971  -2.581  1.00  0.00           H  
HETATM   56  H27 UNL     1       0.025   3.250  -2.308  1.00  0.00           H  
HETATM   57  H28 UNL     1       0.047   2.343  -0.138  1.00  0.00           H  
HETATM   58  H29 UNL     1       1.408   3.426  -0.371  1.00  0.00           H  
HETATM   59  H30 UNL     1       1.737   0.385  -0.573  1.00  0.00           H  
HETATM   60  H31 UNL     1       3.017   1.590  -0.668  1.00  0.00           H  
HETATM   61  H32 UNL     1       1.000   1.177   1.621  1.00  0.00           H  
HETATM   62  H33 UNL     1       2.184   2.487   1.674  1.00  0.00           H  
HETATM   63  H34 UNL     1       2.733  -0.512   1.703  1.00  0.00           H  
HETATM   64  H35 UNL     1       2.856   0.593   3.076  1.00  0.00           H  
HETATM   65  H36 UNL     1       6.899   1.073   1.106  1.00  0.00           H  
HETATM   66  H37 UNL     1       8.660   0.750   2.707  1.00  0.00           H  
HETATM   67  H38 UNL     1       7.670  -0.396   3.694  1.00  0.00           H  
HETATM   68  H39 UNL     1       7.374   2.445   3.312  1.00  0.00           H  
HETATM   69  H40 UNL     1       7.140  -1.924   1.711  1.00  0.00           H  
HETATM   70  H41 UNL     1       8.353  -0.932   0.822  1.00  0.00           H  
HETATM   71  H42 UNL     1       9.056  -2.574  -1.242  1.00  0.00           H  
HETATM   72  H43 UNL     1       5.823  -3.569  -2.613  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   53   54
CONECT   13   14   55   56
CONECT   14   15   57   58
CONECT   15   16   59   60
CONECT   16   17   61   62
CONECT   17   18   63   64
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   24   65
CONECT   22   23   66   67
CONECT   23   68
CONECT   24   25   69   70
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   71
CONECT   29   72
END

HMDB0007850
     RDKit          3D
LysoPA(0:0/18:0)
 72 71  0  0  0  0  0  0  0  0999 V2000
   -9.1202   -1.3350    1.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7082   -0.7973    1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4002    0.0290    0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9973    0.5869    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9436   -0.4676    0.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9539   -1.4109   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7337   -0.7149   -1.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893    0.0067   -1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -0.9182   -1.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1276   -1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7772    0.5638   -2.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935    1.3076   -2.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    2.4624   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9924    2.3789   -0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421    1.3796   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413    1.4509    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109    0.5381    1.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4180    0.7689    1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711    1.6815    0.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320   -0.0159    2.1613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7779    0.2350    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6349    0.4839    3.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    1.5892    3.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -1.0084    1.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4613   -1.1756   -0.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795   -2.5196   -0.9449 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.0651   -3.7389   -0.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3339   -2.1499   -1.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6351   -2.7499   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3861   -1.3658    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2281   -2.3280    2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8588   -0.5981    2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9940   -1.6367    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6662   -0.1582    2.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5837   -0.6039   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0877    0.9170    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    1.1718    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7881    1.2939   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0477   -1.0695    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629    0.0259    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9018   -1.9767   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.1596   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7086   -1.4889   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5005    0.0156   -1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4134    0.8378   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3412    0.4149   -2.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -1.4024   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -1.6489   -2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.9352   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    0.5092   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8896   -0.1301   -3.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6616    1.2862   -2.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076    0.5063   -2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5583    1.6094   -4.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465    2.9707   -2.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0248    3.2500   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    2.3431   -0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078    3.4257   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374    0.3848   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.5901   -0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002    1.1768    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    2.4868    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -0.5123    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    0.5932    3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8986    1.0733    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6603    0.7495    2.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6699   -0.3959    3.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3739    2.4451    3.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400   -1.9244    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3535   -0.9320    0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0564   -2.5741   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -3.5690   -2.6134 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  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 17 63  1  0
 17 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 28 71  1  0
 29 72  1  0
M  END

Synonyms

Value	Source
LPA(0:0/18:0)	HMDB
LPA(18:0)	HMDB
Lysophosphatidic acid(0:0/18:0)	HMDB
Lysophosphatidic acid(18:0)	HMDB
2-Stearoyl-glycero-3-phosphate	HMDB
2-Octadecanoyl-glycero-3-phosphate	HMDB
2-Octadecanoyl-phosphatidic acid	HMDB
[3-Hydroxy-2-(octadecanoyloxy)propoxy]phosphonate	HMDB
2-Octadecanoyl-sn-glycerol 3-phosphoric acid	HMDB

Molecular Formula

C₂₁H₄₃O₇P

Average Mass

438.5357

Monoisotopic Mass

438.274640242

IUPAC Name

[3-hydroxy-2-(octadecanoyloxy)propoxy]phosphonic acid

Traditional Name

3-hydroxy-2-(octadecanoyloxy)propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O

InChI Identifier

InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)28-20(18-22)19-27-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)

InChI Key

RPAOEHFOGLEBTJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-2 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

2-acylglycerol-3-phosphates

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	4.91	ALOGPS
logP	5.85	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-3	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	22	ChemAxon
Refractivity	114.18 m³·mol⁻¹	ChemAxon
Polarizability	51.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-01ot-9450000000-4eb792763355f2ae79cd	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-3883900000-3e22c372d8504c81de1b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ar1-7892100000-ff9bc58320e68a2858c9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05di-9470000000-fcd3b6b6c845b536f486	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fa9-9870800000-db901a00cfe623c67932	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9110000000-d4a60216ec980614c34e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-d618b4f82041b6bfb3eb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000f-1029600000-2f0bdcad757ae9cae26d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014l-2396000000-ae15338d60995c26cfbe	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052b-9100000000-e6418353471403b0c23e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-4000900000-11ba10b5ccff0a10c78b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-9100000000-56035d935d150b917d56	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0ade56c6baa299ea4083	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Feces

Tissue Locations

All Tissues

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191753	Phospholipase D2	Enzyme	O14939	Homo sapiens
MMDBp0191838	Ectonucleotide pyrophosphatase/phosphodiesterase family member 2	Unknown	Q13822	Homo sapiens
MMDBp0191890	Diacylglycerol kinase theta	Unknown	P52824	Homo sapiens
MMDBp0191901	Lipid phosphate phosphohydrolase 2	Unknown	O43688	Homo sapiens
MMDBp0191903	Diacylglycerol kinase alpha	Unknown	P23743	Homo sapiens
MMDBp0191904	Diacylglycerol kinase delta	Unknown	Q16760	Homo sapiens
MMDBp0191907	Lipid phosphate phosphohydrolase 1	Unknown	O14494	Homo sapiens
MMDBp0191908	Diacylglycerol kinase beta	Unknown	Q9Y6T7	Homo sapiens
MMDBp0191910	Diacylglycerol kinase iota	Unknown	O75912	Homo sapiens
MMDBp0191912	Lipid phosphate phosphohydrolase 3	Unknown	O14495	Homo sapiens
MMDBp0191916	Diacylglycerol kinase zeta	Unknown	Q13574	Homo sapiens
MMDBp0192377	Phosphatidate cytidylyltransferase 2	Enzyme	O95674	Homo sapiens
MMDBp0192386	Phosphatidate cytidylyltransferase 1	Unknown	Q92903	Homo sapiens
MMDBp0192731	Acyl-CoA:lysophosphatidylglycerol acyltransferase 1	Enzyme	Q92604	Homo sapiens
MMDBp0192872	Focal adhesion kinase 1	Enzyme	Q05397	Homo sapiens
MMDBp0192992	Protein-tyrosine kinase 2-beta	Unknown	Q14289	Homo sapiens
MMDBp0193131	1-acyl-sn-glycerol-3-phosphate acyltransferase gamma	Enzyme	Q9NRZ7	Homo sapiens
MMDBp0193133	1-acyl-sn-glycerol-3-phosphate acyltransferase beta	Enzyme	O15120	Homo sapiens
MMDBp0193135	1-acyl-sn-glycerol-3-phosphate acyltransferase alpha	Enzyme	Q99943	Homo sapiens
MMDBp0193139	Phosphatidylinositol-glycan-specific phospholipase D	Enzyme	P80108	Homo sapiens
MMDBp0193699	Lysophosphatidic acid receptor 2	Enzyme	Q9HBW0	Homo sapiens
MMDBp0193701	Lysophosphatidic acid receptor 1	Enzyme	Q92633	Homo sapiens
MMDBp0193760	1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon	Enzyme	Q9NUQ2	Homo sapiens
MMDBp0193899	Glycerol-3-phosphate acyltransferase 4	Enzyme	Q86UL3	Homo sapiens
MMDBp0193963	Diacylglycerol kinase eta	Unknown	Q86XP1	Homo sapiens
MMDBp0193980	1-acyl-sn-glycerol-3-phosphate acyltransferase delta	Enzyme	Q9NRZ5	Homo sapiens
MMDBp0194085	Lysophosphatidylcholine acyltransferase 1	Unknown	Q8NF37	Homo sapiens
MMDBp0194086	Lysophosphatidylcholine acyltransferase 2	Enzyme	Q7L5N7	Homo sapiens
MMDBp0194104	Lysocardiolipin acyltransferase 1	Enzyme	Q6UWP7	Homo sapiens
MMDBp0194105	Lysophosphatidic acid receptor 3	Enzyme	Q9UBY5	Homo sapiens
MMDBp0194106	Lysophosphatidic acid receptor 4	Unknown	Q99677	Homo sapiens
MMDBp0194107	Lysophosphatidic acid receptor 5	Enzyme	Q9H1C0	Homo sapiens
MMDBp0191672	Lysophospholipid acyltransferase LPCAT4	Enzyme	Q643R3	Escherichia coli (strain K12)
MMDBp0194108	Glycerol-3-phosphate acyltransferase 3	Enzyme	Q53EU6	Homo sapiens
MMDBp0194109	Lysophosphatidic acid phosphatase type 6	Enzyme	Q9NPH0	Homo sapiens
MMDBp0194110	Lysophosphatidic acid receptor 6	Unknown	P43657	Homo sapiens
MMDBp0194111	Lipase member H	Unknown	Q8WWY8	Homo sapiens
MMDBp0194112	Lipase member I	Unknown	Q6XZB0	Homo sapiens
MMDBp0194113	Lipid phosphate phosphatase-related protein type 4	Enzyme	Q7Z2D5	Homo sapiens
MMDBp0195471	Acylglycerol kinase, mitochondrial	Unknown	Q53H12	Homo sapiens
MMDBp0196031	Phospholipase D1 variant	Enzyme	Q59EA4	Homo sapiens
MMDBp0196049	1-acylglycerol-3-phosphate O-acyltransferase 6 (Lysophosphatidic acid acyltransferase, zeta), isoform CRA_b	Enzyme	Q2TU73	Homo sapiens
MMDBp0196050	Diacylglycerol kinase, epsilon 64kDa	Enzyme	A1L4Q0	Homo sapiens
MMDBp0196496	Lysophosphatidic acid receptor 1	Unknown	B1AP63	Homo sapiens
MMDBp0196497	High-affinity lysophosphatidic acid receptor homolog	Unknown	O43898	Homo sapiens
MMDBp0196498	LPAR1 protein	Unknown	Q6GPG7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007104	2-octadecanoyl-sn-glycerol 3-phosphate	Glycerol 3-phosphate	Not Available		VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	129	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	265	Human feces; Human pleural fluid plaque; Human ; Human stool; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	109	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Bacteroidetes	20	Human feces; Human	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	4	Human feces; Human	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0007850

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

76041074

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Gerrard JM, Clawson CC, White JG: Lysophosphatidic acids: III. Enhancement of neutrophil chemotaxis. Am J Pathol. 1980 Sep;100(3):609-18. [PubMed:7416233 ]
Shen Z, Wu M, Elson P, Kennedy AW, Belinson J, Casey G, Xu Y: Fatty acid composition of lysophosphatidic acid and lysophosphatidylinositol in plasma from patients with ovarian cancer and other gynecological diseases. Gynecol Oncol. 2001 Oct;83(1):25-30. doi: 10.1006/gyno.2001.6357. [PubMed:11585410 ]
Aoki J: Mechanisms of lysophosphatidic acid production. Semin Cell Dev Biol. 2004 Oct;15(5):477-89. doi: 10.1016/j.semcdb.2004.05.001. [PubMed:15271293 ]

Showing metabocard for 2-octadecanoyl-sn-glycerol 3-phosphate (MMDBc0031578)

MOL for #<Metabolite:0x00007fdb3a5439f0>

3D MOL for #<Metabolite:0x00007fdb3a5439f0>

3D SDF for #<Metabolite:0x00007fdb3a5439f0>

3D-SDF for #<Metabolite:0x00007fdb3a5439f0>

PDB for #<Metabolite:0x00007fdb3a5439f0>

3D PDB for #<Metabolite:0x00007fdb3a5439f0>

SMILES for #<Metabolite:0x00007fdb3a5439f0>

INCHI for #<Metabolite:0x00007fdb3a5439f0>

Structure for #<Metabolite:0x00007fdb3a5439f0>

3D Structure for #<Metabolite:0x00007fdb3a5439f0>