Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2022-03-07 03:17:34 UTC

HMDB ID

HMDB0059632

Secondary Accession Numbers

HMDB59632

Metabolite Identification

Common Name

(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate

Description

(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate, also known as (9S,10S)-10-hydroxy-9-(phosphonooxy)stearic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 10301209512D          

 28 27  0  0  0  0            999 V2000
   -4.1467    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7177    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.9059    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.9684    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
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 16 19  1  1  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 17 25  1  1  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  2  0  0  0  0
 26 25  1  0  0  0  0
 16 27  1  1  0  0  0
 17 28  1  1  0  0  0
M  END

HMDB0059632
     RDKit          3D
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate
 63 62  0  0  0  0  0  0  0  0999 V2000
   -6.4996    3.0129    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8441    1.6643    0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2717    1.1348   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    2.0320   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    2.2359   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305    0.9570    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.3027   -1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782   -0.9730   -0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399   -0.8253    0.0841 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0650    0.0431   -0.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595   -2.2194    0.3316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4012   -2.8245   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -2.1838   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7450   -2.1129   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9950   -1.4790   -0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534   -0.0698   -1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777    0.8542   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    2.2680   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    3.1425    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295    2.6843    1.7187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    4.5179    0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -2.9652    0.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2159   -3.4530    2.4165 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9096   -2.4011    3.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937   -4.9123    2.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694   -3.5474    2.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8581    3.7843    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4988    2.9292    0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7515    3.3509    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6478    0.9548    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142    1.6775    1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067    1.1001   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9351    0.1103   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714    3.0262   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    1.6382   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3050    2.8629   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777    2.7580    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708    0.3176    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.2200    0.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.0266   -1.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    0.9976   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6950   -1.3157   -1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -1.7875   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1305   -0.4249    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    0.7243   -1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006   -2.1343    1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5630   -3.9356   -0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -2.8007   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5463   -1.1811   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -2.8258   -2.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -3.1630    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259   -1.5380    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -1.4695    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4700   -2.1245   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8616    0.2791   -1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    0.0704   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5654    0.4785    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    0.8385    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    2.2670   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440    2.6243   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    4.9026    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4523   -5.2785    1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -3.8425    2.2398 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
  9 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  1  0
 19 20  2  0
 19 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 11 46  1  1
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 21 61  1  0
 25 62  1  0
 26 63  1  0
M  END


  Mrv0541 10301209512D          

 28 27  0  0  0  0            999 V2000
   -4.1467    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7177    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    0.9059    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.9684    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
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 16 19  1  1  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 17 25  1  1  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  2  0  0  0  0
 26 25  1  0  0  0  0
 16 27  1  1  0  0  0
 17 28  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0059632

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(CCCCCCCC)[C@]([H])(CCCCCCCC(O)=O)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H37O7P/c1-2-3-4-5-7-10-13-16(19)17(25-26(22,23)24)14-11-8-6-9-12-15-18(20)21/h16-17,19H,2-15H2,1H3,(H,20,21)(H2,22,23,24)/t16-,17-/m0/s1

> <INCHI_KEY>
UELBXEKQONEDKM-IRXDYDNUSA-N

> <FORMULA>
C18H37O7P

> <MOLECULAR_WEIGHT>
396.4559

> <EXACT_MASS>
396.22769005

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
44.269273991122205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
4.560531942333333

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.611161610791684

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.563671044811299

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1650713468699934

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
100.18949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059632
     RDKit          3D
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate
 63 62  0  0  0  0  0  0  0  0999 V2000
   -6.4996    3.0129    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8441    1.6643    0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2717    1.1348   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    2.0320   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    2.2359   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305    0.9570    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.3027   -1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782   -0.9730   -0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399   -0.8253    0.0841 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0650    0.0431   -0.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595   -2.2194    0.3316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4012   -2.8245   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -2.1838   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7450   -2.1129   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9950   -1.4790   -0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534   -0.0698   -1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777    0.8542   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    2.2680   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    3.1425    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295    2.6843    1.7187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    4.5179    0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -2.9652    0.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2159   -3.4530    2.4165 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9096   -2.4011    3.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937   -4.9123    2.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694   -3.5474    2.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8581    3.7843    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4988    2.9292    0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7515    3.3509    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6478    0.9548    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142    1.6775    1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067    1.1001   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9351    0.1103   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714    3.0262   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    1.6382   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3050    2.8629   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777    2.7580    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708    0.3176    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.2200    0.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.0266   -1.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    0.9976   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6950   -1.3157   -1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -1.7875   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1305   -0.4249    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    0.7243   -1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006   -2.1343    1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5630   -3.9356   -0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -2.8007   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5463   -1.1811   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -2.8258   -2.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -3.1630    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259   -1.5380    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -1.4695    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4700   -2.1245   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8616    0.2791   -1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    0.0704   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5654    0.4785    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    0.8385    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    2.2670   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440    2.6243   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    4.9026    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4523   -5.2785    1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -3.8425    2.2398 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
  9 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  1  0
 19 20  2  0
 19 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 11 46  1  1
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 21 61  1  0
 25 62  1  0
 26 63  1  0
M  END

HEADER    PROTEIN                                 30-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-OCT-12         0                                  
HETATM    1  C   UNK     0      -7.741   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.407   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.073   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.739   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.929   6.311   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.159   3.025   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.699   0.357   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.595   0.921   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.263   2.461   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0       2.929   1.691   0.000  0.00  0.00           P+0
HETATM   27  H   UNK     0       2.929   3.231   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.263   5.541   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    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   17   19   27                                             
CONECT   17   14   16   25   28                                             
CONECT   18   15   20   21                                                  
CONECT   19   16                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   26                                                            
CONECT   23   26                                                            
CONECT   24   26                                                            
CONECT   25   17   26                                                       
CONECT   26   22   23   24   25                                             
CONECT   27   16                                                            
CONECT   28   17                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0059632
HETATM    1  C1  UNL     1      -6.500   3.013   0.650  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.844   1.664   0.796  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.272   1.135  -0.481  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.215   2.032  -1.067  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.050   2.236  -0.155  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.330   0.957   0.210  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.812   0.303  -1.029  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.078  -0.973  -0.799  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.140  -0.825   0.084  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.065   0.043  -0.442  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.660  -2.219   0.332  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.401  -2.825  -0.784  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.649  -2.184  -1.253  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.745  -2.113  -0.217  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.995  -1.479  -0.774  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.853  -0.070  -1.226  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.478   0.854  -0.064  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.321   2.268  -0.545  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.962   3.142   0.576  1.00  0.00           C  
HETATM   20  O2  UNL     1       3.830   2.684   1.719  1.00  0.00           O  
HETATM   21  O3  UNL     1       3.765   4.518   0.348  1.00  0.00           O  
HETATM   22  O4  UNL     1      -0.379  -2.965   0.839  1.00  0.00           O  
HETATM   23  P1  UNL     1      -0.216  -3.453   2.417  1.00  0.00           P  
HETATM   24  O5  UNL     1      -0.910  -2.401   3.289  1.00  0.00           O  
HETATM   25  O6  UNL     1      -0.994  -4.912   2.753  1.00  0.00           O  
HETATM   26  O7  UNL     1       1.369  -3.547   2.943  1.00  0.00           O  
HETATM   27  H1  UNL     1      -5.858   3.784   0.226  1.00  0.00           H  
HETATM   28  H2  UNL     1      -7.499   2.929   0.143  1.00  0.00           H  
HETATM   29  H3  UNL     1      -6.751   3.351   1.693  1.00  0.00           H  
HETATM   30  H4  UNL     1      -6.648   0.955   1.113  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.114   1.677   1.628  1.00  0.00           H  
HETATM   32  H6  UNL     1      -6.107   1.100  -1.225  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.935   0.110  -0.324  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.671   3.026  -1.250  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.900   1.638  -2.031  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.305   2.863  -0.706  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.378   2.758   0.787  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.071   0.318   0.729  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.553   1.220   0.940  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.719   0.027  -1.646  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.238   0.998  -1.672  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.695  -1.316  -1.795  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.690  -1.788  -0.408  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.131  -0.425   1.093  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.679   0.724  -1.040  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.401  -2.134   1.195  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.563  -3.936  -0.660  1.00  0.00           H  
HETATM   48  H22 UNL     1       0.701  -2.801  -1.681  1.00  0.00           H  
HETATM   49  H23 UNL     1       2.546  -1.181  -1.705  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.083  -2.826  -2.082  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.025  -3.163   0.046  1.00  0.00           H  
HETATM   52  H26 UNL     1       3.426  -1.538   0.670  1.00  0.00           H  
HETATM   53  H27 UNL     1       5.754  -1.470   0.065  1.00  0.00           H  
HETATM   54  H28 UNL     1       5.470  -2.125  -1.553  1.00  0.00           H  
HETATM   55  H29 UNL     1       5.862   0.279  -1.551  1.00  0.00           H  
HETATM   56  H30 UNL     1       4.177   0.070  -2.077  1.00  0.00           H  
HETATM   57  H31 UNL     1       3.565   0.479   0.401  1.00  0.00           H  
HETATM   58  H32 UNL     1       5.289   0.838   0.705  1.00  0.00           H  
HETATM   59  H33 UNL     1       3.509   2.267  -1.303  1.00  0.00           H  
HETATM   60  H34 UNL     1       5.244   2.624  -1.043  1.00  0.00           H  
HETATM   61  H35 UNL     1       2.819   4.903   0.328  1.00  0.00           H  
HETATM   62  H36 UNL     1      -1.452  -5.279   1.951  1.00  0.00           H  
HETATM   63  H37 UNL     1       1.970  -3.842   2.240  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   42   43
CONECT    9   10   11   44
CONECT   10   45
CONECT   11   12   22   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19   59   60
CONECT   19   20   20   21
CONECT   21   61
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   62
CONECT   26   63
END

HMDB0059632
     RDKit          3D
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate
 63 62  0  0  0  0  0  0  0  0999 V2000
   -6.4996    3.0129    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8441    1.6643    0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2717    1.1348   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    2.0320   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    2.2359   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305    0.9570    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.3027   -1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782   -0.9730   -0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399   -0.8253    0.0841 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0650    0.0431   -0.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595   -2.2194    0.3316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4012   -2.8245   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -2.1838   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7450   -2.1129   -0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9950   -1.4790   -0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534   -0.0698   -1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777    0.8542   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    2.2680   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    3.1425    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295    2.6843    1.7187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    4.5179    0.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -2.9652    0.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2159   -3.4530    2.4165 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9096   -2.4011    3.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937   -4.9123    2.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694   -3.5474    2.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8581    3.7843    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4988    2.9292    0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7515    3.3509    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6478    0.9548    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142    1.6775    1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067    1.1001   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9351    0.1103   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714    3.0262   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998    1.6382   -2.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3050    2.8629   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777    2.7580    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708    0.3176    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.2200    0.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.0266   -1.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    0.9976   -1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6950   -1.3157   -1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -1.7875   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1305   -0.4249    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    0.7243   -1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006   -2.1343    1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5630   -3.9356   -0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -2.8007   -1.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5463   -1.1811   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -2.8258   -2.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -3.1630    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259   -1.5380    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -1.4695    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4700   -2.1245   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8616    0.2791   -1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1766    0.0704   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5654    0.4785    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894    0.8385    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5092    2.2670   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2440    2.6243   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    4.9026    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4523   -5.2785    1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -3.8425    2.2398 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
  9 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  1  0
 19 20  2  0
 19 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 11 46  1  1
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 21 61  1  0
 25 62  1  0
 26 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9S,10S)-10-Hydroxy-9-(phosphonooxy)stearic acid	ChEBI
(9S,10S)-10-Hydroxy-9-(phosphonooxy)stearate	Generator
(9S,10S)-10-Hydroxy-9-(phosphonooxy)octadecanoic acid	Generator
(9S,10S)-10-Hydroxy-9-(phosphonooxy)octadecanoate	Generator

Chemical Formula

C₁₈H₃₇O₇P

Average Molecular Weight

396.4559

Monoisotopic Molecular Weight

396.22769005

IUPAC Name

(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid

Traditional Name

(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CCCCCCCC)[C@]([H])(CCCCCCCC(O)=O)OP(O)(O)=O

InChI Identifier

InChI=1S/C18H37O7P/c1-2-3-4-5-7-10-13-16(19)17(25-26(22,23)24)14-11-8-6-9-12-15-18(20)21/h16-17,19H,2-15H2,1H3,(H,20,21)(H2,22,23,24)/t16-,17-/m0/s1

InChI Key

UELBXEKQONEDKM-IRXDYDNUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Monoalkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboxyalkyl phosphate (CHEBI:49253 )
hydroxyalkyl phosphate (CHEBI:49253 )
Other Fatty Acyls (C15989 )
Other Fatty Acyls (LMFA00000008 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059632)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	3.19	ALOGPS
logP	4.56	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	1.56	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	100.19 m³·mol⁻¹	ChemAxon
Polarizability	44.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.858	31661259
DarkChem	[M-H]-	191.559	31661259
DeepCCS	[M+H]+	201.161	30932474
DeepCCS	[M-H]-	198.804	30932474
DeepCCS	[M-2H]-	231.69	30932474
DeepCCS	[M+Na]+	207.285	30932474
AllCCS	[M+H]+	204.9	32859911
AllCCS	[M+H-H2O]+	202.5	32859911
AllCCS	[M+NH4]+	207.0	32859911
AllCCS	[M+Na]+	207.6	32859911
AllCCS	[M-H]-	196.7	32859911
AllCCS	[M+Na-2H]-	198.3	32859911
AllCCS	[M+HCOO]-	200.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate	[H][C@](O)(CCCCCCCC)[C@]([H])(CCCCCCCC(O)=O)OP(O)(O)=O	4167.6	Standard polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate	[H][C@](O)(CCCCCCCC)[C@]([H])(CCCCCCCC(O)=O)OP(O)(O)=O	2661.7	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate	[H][C@](O)(CCCCCCCC)[C@]([H])(CCCCCCCC(O)=O)OP(O)(O)=O	3069.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,1TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O)O	2948.4	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,1TMS,isomer #2	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O)O	2963.4	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,1TMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O)OP(=O)(O)O[Si](C)(C)C	2966.3	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O)O	2971.4	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O)O[Si](C)(C)C	3001.6	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C	3013.4	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TMS,isomer #4	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3025.9	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C	3017.9	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C	2939.9	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3037.3	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2908.8	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3039.5	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2972.8	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,4TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3040.0	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,4TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2963.3	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,1TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O)O	3193.5	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,1TBDMS,isomer #2	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O)O	3233.9	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,1TBDMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3200.1	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O)O	3474.5	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TBDMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3471.9	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TBDMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3492.3	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,2TBDMS,isomer #4	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3500.2	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3709.2	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C	3377.0	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TBDMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3727.8	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TBDMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3306.1	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TBDMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3733.1	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,3TBDMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3392.3	Standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,4TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3940.5	Semi standard non polar	33892256
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate,4TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3485.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9140000000-57a45a486d019f91319c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate GC-MS (2 TMS) - 70eV, Positive	splash10-002b-9002110000-a05c9947f0aa36c25328	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 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 - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 10V, Positive-QTOF	splash10-005a-1198000000-8090815685ceaa808f89	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 20V, Positive-QTOF	splash10-0002-9842000000-901ede46ae52d269eac5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 40V, Positive-QTOF	splash10-052b-9440000000-4434b56f8adab06ef65e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 10V, Negative-QTOF	splash10-002b-4009000000-4b52fa6e6d5e1939c0b5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 20V, Negative-QTOF	splash10-004i-9003000000-86561a38430f366338f9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 40V, Negative-QTOF	splash10-004i-9000000000-bad73b646e4cf4886df6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 10V, Positive-QTOF	splash10-002b-0079000000-b2eefcdaaadd39af3da6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 20V, Positive-QTOF	splash10-001j-0390000000-b7d88dc35abac563620d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 40V, Positive-QTOF	splash10-0a59-9520000000-8abe2e4dea0864f7fa14	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 10V, Negative-QTOF	splash10-002b-9003000000-b7ec46af0de489e8e07a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 20V, Negative-QTOF	splash10-004i-9000000000-7ee19e8863bc7dbe5446	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate 40V, Negative-QTOF	splash10-004i-9000000000-cf5100d370b03550ae4b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

C15989

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23724633

PDB ID

Not Available

ChEBI ID

49253

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

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Bifunctional epoxide hydrolase 2

General function:: Involved in catalytic activity
Specific function:: Bifunctional enzyme. The C-terminal domain has epoxide hydrolase activity and acts on epoxides (alkene oxides, oxiranes) and arene oxides. Plays a role in xenobiotic metabolism by degrading potentially toxic epoxides. Also determines steady-state levels of physiological mediators. The N-terminal domain has lipid phosphatase activity, with the highest activity towards threo-9,10-phosphonooxy-hydroxy-octadecanoic acid, followed by erythro-9,10-phosphonooxy-hydroxy-octadecanoic acid, 12-phosphonooxy-octadec-9Z-enoic acid, 12-phosphonooxy-octadec-9E-enoic acid, and p-nitrophenyl phospate.
Gene Name:: EPHX2
Uniprot ID:: P34913
Molecular weight:: 62615.22

Reactions

(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate + Water → (9S,10S)-9,10-dihydroxyoctadecanoate + Phosphate	details

Showing metabocard for (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate (HMDB0059632)

MOL for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

3D MOL for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

3D SDF for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

3D-SDF for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

PDB for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

3D PDB for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

SMILES for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

INCHI for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

Structure for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

3D Structure for HMDB0059632 ((9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions