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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:55:10 UTC

Update Date

2022-09-22 17:43:56 UTC

HMDB ID

HMDB0010214

Secondary Accession Numbers

HMDB10214

Metabolite Identification

Common Name

19,20-DiHDPA

Description

19,20-DiHDPA is one of the major metabolites produced when Docosahexaenoic acid (DHA) is incubated with NADPH-supplemented rat liver microsomes. Docosahexaenoic acid (DHA) is an essential fatty acid and the most abundant omega-3 fatty acid in neural tissues, especially in the retina and brain. DHA is also slowly metabolized by monkey seminal vesicles to 19,20-DiHDPA. The route of production likely proceeds through cytochrome P450-catalyzed epoxidation at the omega-3 double bond, followed by conversion to the vicinal diols by epoxide hydrolase. (PMID: 1742320 ).

Structure

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


  Mrv0541 02241200332D          

 26 25  0  0  0  0            999 V2000
    8.3195   -7.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6050   -7.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905   -7.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1761   -7.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0340   -7.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3195   -6.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -7.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -6.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -6.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -5.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -5.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -4.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1761   -3.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -3.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8906   -2.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8907   -1.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -1.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196   -1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0341   -1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485   -1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0341   -0.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485   -2.6369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631   -1.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1775   -1.8119    0.0000 C   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  1  1  0  0  0  0
  6  1  2  0  0  0  0
  7  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 22  1  0  0  0  0
 26 25  1  0  0  0  0
M  END

HMDB0010214
     RDKit          3D
19,20-DiHDPA
 60 59  0  0  0  0  0  0  0  0999 V2000
   -5.7354    1.8007   -2.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2958    1.4776   -0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0656    0.0376   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5772   -0.2901    0.8663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807   -0.4827   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -0.1165   -1.7268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003   -0.4200    0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5716    0.9103    1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049    1.4713    1.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.9104    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.9901    2.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480    0.1212    2.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209   -1.3050    2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -1.9533    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -2.5936    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6424   -2.7847    0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510   -2.1989   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168   -1.2323   -1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -0.5850   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546    0.8646   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    1.7611   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452    1.6285   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3945    0.3810   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440    0.6986   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1659    1.8820   -1.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7261   -0.3228   -1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099    2.6585   -2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788    2.0784   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8318    0.9214   -2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4286    1.6378   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    2.1497    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7372   -0.6015   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5962   -1.2618    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8382   -1.6350   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1612    0.2595   -1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359   -0.9629    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2995   -1.0546    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5092    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3575    2.4926    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6424    1.6757    0.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0848   -0.0104    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.0617    2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0607    0.4886    3.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.7900    3.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -1.6026    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427   -1.9454    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -3.0271   -0.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2760   -2.5106    1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7073   -3.9218    0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.6133   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9470   -0.8954   -2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -0.9842   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466   -0.9476    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2949    1.2041    0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    2.8378   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9530    2.3657   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034    2.2002    0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737   -0.2511   -1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5356   -0.1520    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215   -1.0240   -1.9466 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 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
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END


  Mrv0541 02241200332D          

 26 25  0  0  0  0            999 V2000
    8.3195   -7.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6050   -7.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905   -7.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1761   -7.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0340   -7.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3195   -6.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -7.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -6.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -6.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -5.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -5.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4616   -4.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1761   -3.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -3.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8906   -2.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8907   -1.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -1.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196   -1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0341   -1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485   -1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0341   -0.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485   -2.6369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631   -1.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1775   -1.8119    0.0000 C   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  1  1  0  0  0  0
  6  1  2  0  0  0  0
  7  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 22  1  0  0  0  0
 26 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010214

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O4/c1-2-20(23)21(24)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-22(25)26/h3-4,7-10,13-16,20-21,23-24H,2,5-6,11-12,17-19H2,1H3,(H,25,26)/b4-3-,9-7-,10-8-,15-13-,16-14-

> <INCHI_KEY>
FFXKPSNQCPNORO-MBYQGORISA-N

> <FORMULA>
C22H34O4

> <MOLECULAR_WEIGHT>
362.503

> <EXACT_MASS>
362.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.446698431316385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z,7Z,10Z,13Z,16Z)-19,20-dihydroxydocosa-4,7,10,13,16-pentaenoic acid

> <ALOGPS_LOGP>
5.22

> <JCHEM_LOGP>
4.6527643503333325

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.878908014274433

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.885498413904444

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1445740165922

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
113.3036

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7Z,10Z,13Z,16Z)-19,20-dihydroxydocosa-4,7,10,13,16-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010214
     RDKit          3D
19,20-DiHDPA
 60 59  0  0  0  0  0  0  0  0999 V2000
   -5.7354    1.8007   -2.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2958    1.4776   -0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0656    0.0376   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5772   -0.2901    0.8663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807   -0.4827   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -0.1165   -1.7268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003   -0.4200    0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5716    0.9103    1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049    1.4713    1.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.9104    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.9901    2.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480    0.1212    2.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209   -1.3050    2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -1.9533    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -2.5936    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6424   -2.7847    0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510   -2.1989   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168   -1.2323   -1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -0.5850   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546    0.8646   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    1.7611   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452    1.6285   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3945    0.3810   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440    0.6986   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1659    1.8820   -1.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7261   -0.3228   -1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099    2.6585   -2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788    2.0784   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8318    0.9214   -2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4286    1.6378   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    2.1497    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7372   -0.6015   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5962   -1.2618    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8382   -1.6350   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1612    0.2595   -1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359   -0.9629    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2995   -1.0546    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5092    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3575    2.4926    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6424    1.6757    0.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0848   -0.0104    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.0617    2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0607    0.4886    3.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.7900    3.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -1.6026    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427   -1.9454    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -3.0271   -0.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2760   -2.5106    1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7073   -3.9218    0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.6133   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9470   -0.8954   -2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -0.9842   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466   -0.9476    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2949    1.2041    0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    2.8378   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9530    2.3657   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034    2.2002    0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737   -0.2511   -1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5356   -0.1520    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215   -1.0240   -1.9466 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 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
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      15.530 -14.162   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.196 -14.932   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.862 -14.162   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.529 -14.932   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.863 -14.932   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      15.530 -12.622   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.195 -14.162   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.195 -12.622   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.861 -11.852   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.861 -10.312   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.195  -9.542   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.195  -8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.529  -7.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.862  -8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.196  -7.232   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.196  -5.692   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.862  -4.922   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.863  -3.382   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.196  -2.612   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.530  -3.382   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.864  -2.612   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.197  -3.382   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.864  -1.072   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      18.197  -4.922   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      19.531  -2.612   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.865  -3.382   0.000  0.00  0.00           C+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   24   25                                                  
CONECT   23   21                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0010214
HETATM    1  C1  UNL     1      -5.735   1.801  -2.117  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.296   1.478  -0.747  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.066   0.038  -0.400  1.00  0.00           C  
HETATM    4  O1  UNL     1      -6.577  -0.290   0.866  1.00  0.00           O  
HETATM    5  C4  UNL     1      -4.681  -0.483  -0.543  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.066  -0.117  -1.727  1.00  0.00           O  
HETATM    7  C5  UNL     1      -3.800  -0.420   0.669  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.572   0.910   1.202  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.405   1.471   1.319  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.076   0.910   0.964  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.210   0.990   2.139  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.448   0.121   2.828  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.521  -1.305   2.612  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.230  -1.953   1.569  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.204  -2.594   0.533  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.642  -2.785   0.212  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.951  -2.199  -1.106  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.817  -1.232  -1.245  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.598  -0.585  -0.157  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.355   0.865  -0.095  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.259   1.761  -0.274  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.645   1.629  -0.562  1.00  0.00           C  
HETATM   23  C21 UNL     1       6.395   0.381  -0.703  1.00  0.00           C  
HETATM   24  C22 UNL     1       7.844   0.699  -1.064  1.00  0.00           C  
HETATM   25  O3  UNL     1       8.166   1.882  -1.179  1.00  0.00           O  
HETATM   26  O4  UNL     1       8.726  -0.323  -1.245  1.00  0.00           O  
HETATM   27  H1  UNL     1      -6.310   2.659  -2.583  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.679   2.078  -2.060  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.832   0.921  -2.782  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.429   1.638  -0.802  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.918   2.150   0.024  1.00  0.00           H  
HETATM   32  H6  UNL     1      -6.737  -0.601  -1.105  1.00  0.00           H  
HETATM   33  H7  UNL     1      -6.596  -1.262   0.970  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.838  -1.635  -0.704  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.161   0.260  -1.597  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.836  -0.963   0.455  1.00  0.00           H  
HETATM   37  H11 UNL     1      -4.300  -1.055   1.459  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.434   1.509   1.571  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.358   2.493   1.732  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.642   1.676   0.223  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.085  -0.010   0.398  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.107   2.062   2.517  1.00  0.00           H  
HETATM   43  H17 UNL     1       1.061   0.489   3.728  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.247  -1.790   3.625  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.611  -1.603   2.547  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.343  -1.945   1.692  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.554  -3.027  -0.160  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.276  -2.511   1.009  1.00  0.00           H  
HETATM   49  H23 UNL     1       1.707  -3.922   0.018  1.00  0.00           H  
HETATM   50  H24 UNL     1       1.412  -2.613  -2.005  1.00  0.00           H  
HETATM   51  H25 UNL     1       2.947  -0.895  -2.300  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.568  -0.984  -0.007  1.00  0.00           H  
HETATM   53  H27 UNL     1       3.047  -0.948   0.802  1.00  0.00           H  
HETATM   54  H28 UNL     1       2.295   1.204   0.125  1.00  0.00           H  
HETATM   55  H29 UNL     1       3.843   2.838  -0.178  1.00  0.00           H  
HETATM   56  H30 UNL     1       5.953   2.366  -1.427  1.00  0.00           H  
HETATM   57  H31 UNL     1       6.203   2.200   0.287  1.00  0.00           H  
HETATM   58  H32 UNL     1       6.074  -0.251  -1.547  1.00  0.00           H  
HETATM   59  H33 UNL     1       6.536  -0.152   0.268  1.00  0.00           H  
HETATM   60  H34 UNL     1       8.522  -1.024  -1.947  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    5   32
CONECT    4   33
CONECT    5    6    7   34
CONECT    6   35
CONECT    7    8   36   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   40   41
CONECT   11   12   12   42
CONECT   12   13   43
CONECT   13   14   44   45
CONECT   14   15   15   46
CONECT   15   16   47
CONECT   16   17   48   49
CONECT   17   18   18   50
CONECT   18   19   51
CONECT   19   20   52   53
CONECT   20   21   21   54
CONECT   21   22   55
CONECT   22   23   56   57
CONECT   23   24   58   59
CONECT   24   25   25   26
CONECT   26   60
END

HMDB0010214
     RDKit          3D
19,20-DiHDPA
 60 59  0  0  0  0  0  0  0  0999 V2000
   -5.7354    1.8007   -2.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2958    1.4776   -0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0656    0.0376   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5772   -0.2901    0.8663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807   -0.4827   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -0.1165   -1.7268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003   -0.4200    0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5716    0.9103    1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049    1.4713    1.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.9104    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    0.9901    2.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480    0.1212    2.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209   -1.3050    2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302   -1.9533    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -2.5936    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6424   -2.7847    0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510   -2.1989   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168   -1.2323   -1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -0.5850   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546    0.8646   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    1.7611   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6452    1.6285   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3945    0.3810   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440    0.6986   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1659    1.8820   -1.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7261   -0.3228   -1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099    2.6585   -2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788    2.0784   -2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8318    0.9214   -2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4286    1.6378   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    2.1497    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7372   -0.6015   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5962   -1.2618    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8382   -1.6350   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1612    0.2595   -1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359   -0.9629    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2995   -1.0546    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    1.5092    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3575    2.4926    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6424    1.6757    0.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0848   -0.0104    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.0617    2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0607    0.4886    3.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.7900    3.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -1.6026    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427   -1.9454    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -3.0271   -0.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2760   -2.5106    1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7073   -3.9218    0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.6133   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9470   -0.8954   -2.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -0.9842   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466   -0.9476    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2949    1.2041    0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    2.8378   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9530    2.3657   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034    2.2002    0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737   -0.2511   -1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5356   -0.1520    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215   -1.0240   -1.9466 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 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
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 26 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
19,20-DiHDoPE	ChEBI
19,20-DiHDPE	ChEBI
19,20-Dihydroxy-4Z,7Z,10Z,13Z,16Z-docosapentaenoic acid	ChEBI
19,20-Dihydroxy-4Z,7Z,10Z,13Z,16Z-docosapentaenoate	Generator
(+/-)19,20-dihdope	HMDB
19,20-Dihydroxydocosapentaenoate	HMDB
19,20-Dihydroxydocosapentaenoic acid	HMDB
19,20-DiHDPA	MeSH

Chemical Formula

C₂₂H₃₄O₄

Average Molecular Weight

362.503

Monoisotopic Molecular Weight

362.245709576

IUPAC Name

(4Z,7Z,10Z,13Z,16Z)-19,20-dihydroxydocosa-4,7,10,13,16-pentaenoic acid

Traditional Name

(4Z,7Z,10Z,13Z,16Z)-19,20-dihydroxydocosa-4,7,10,13,16-pentaenoic acid

CAS Registry Number

Not Available

SMILES

CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

InChI Identifier

InChI=1S/C22H34O4/c1-2-20(23)21(24)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-22(25)26/h3-4,7-10,13-16,20-21,23-24H,2,5-6,11-12,17-19H2,1H3,(H,25,26)/b4-3-,9-7-,10-8-,15-13-,16-14-

InChI Key

FFXKPSNQCPNORO-MBYQGORISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

DiHDPE (CHEBI:72657 )
Docosanoids (LMFA04000043 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0010214)

Biofluid or Excreta

Non-excretory biofluid

Blood (PMID: 18953024)

Turkey (FooDB: FOOD00494)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Velvet duck (FooDB: FOOD00427)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Ostrich (FooDB: FOOD00422)
Mallard duck (FooDB: FOOD00353)
Guinea hen (FooDB: FOOD00373)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Caprae

Domestic goat (FooDB: FOOD00529)

Equine

Horse (FooDB: FOOD00378)

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	0.0064 g/L	ALOGPS
logP	5.22	ALOGPS
logP	4.65	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	113.3 m³·mol⁻¹	ChemAxon
Polarizability	41.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.093	31661259
DarkChem	[M-H]-	198.157	31661259
DeepCCS	[M+H]+	191.536	30932474
DeepCCS	[M-H]-	189.178	30932474
DeepCCS	[M-2H]-	223.124	30932474
DeepCCS	[M+Na]+	198.351	30932474
AllCCS	[M+H]+	198.6	32859911
AllCCS	[M+H-H2O]+	195.9	32859911
AllCCS	[M+NH4]+	201.0	32859911
AllCCS	[M+Na]+	201.7	32859911
AllCCS	[M-H]-	193.9	32859911
AllCCS	[M+Na-2H]-	196.2	32859911
AllCCS	[M+HCOO]-	198.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
19,20-DiHDPA	CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O	4605.5	Standard polar	33892256
19,20-DiHDPA	CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O	2497.1	Standard non polar	33892256
19,20-DiHDPA	CCC(O)C(O)C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O	2882.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19,20-DiHDPA,1TMS,isomer #1	CCC(O[Si](C)(C)C)C(O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O	3114.8	Semi standard non polar	33892256
19,20-DiHDPA,1TMS,isomer #2	CCC(O)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C	3120.8	Semi standard non polar	33892256
19,20-DiHDPA,1TMS,isomer #3	CCC(O)C(O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C	2949.1	Semi standard non polar	33892256
19,20-DiHDPA,2TMS,isomer #1	CCC(O[Si](C)(C)C)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C	3032.6	Semi standard non polar	33892256
19,20-DiHDPA,2TMS,isomer #2	CCC(O[Si](C)(C)C)C(O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C	2961.6	Semi standard non polar	33892256
19,20-DiHDPA,2TMS,isomer #3	CCC(O)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2951.0	Semi standard non polar	33892256
19,20-DiHDPA,3TMS,isomer #1	CCC(O[Si](C)(C)C)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2931.0	Semi standard non polar	33892256
19,20-DiHDPA,1TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O	3372.5	Semi standard non polar	33892256
19,20-DiHDPA,1TBDMS,isomer #2	CCC(O)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C(C)(C)C	3368.8	Semi standard non polar	33892256
19,20-DiHDPA,1TBDMS,isomer #3	CCC(O)C(O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C	3204.5	Semi standard non polar	33892256
19,20-DiHDPA,2TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C(C)(C)C	3483.0	Semi standard non polar	33892256
19,20-DiHDPA,2TBDMS,isomer #2	CCC(O[Si](C)(C)C(C)(C)C)C(O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C	3434.5	Semi standard non polar	33892256
19,20-DiHDPA,2TBDMS,isomer #3	CCC(O)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3428.8	Semi standard non polar	33892256
19,20-DiHDPA,3TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3639.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 19,20-DiHDPA GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfu-8249000000-7e742d8fd56a33203bdd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19,20-DiHDPA GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3231490000-8e326e4de1b06da54e6a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19,20-DiHDPA 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 - 19,20-DiHDPA 10V, Positive-QTOF	splash10-0002-0019000000-29bb8e624c9a8d7dd286	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 20V, Positive-QTOF	splash10-056s-2094000000-1749ffa613a37fc785e0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 40V, Positive-QTOF	splash10-01r6-6390000000-fc91fa813229e0592fca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 10V, Negative-QTOF	splash10-03di-0009000000-3d99a1a7ed4531ad8cf6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 20V, Negative-QTOF	splash10-0btc-4039000000-b0d4491c9320a09cc67c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 40V, Negative-QTOF	splash10-0a4i-9011000000-fc9f8b3372dc20645e38	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 10V, Negative-QTOF	splash10-03di-0009000000-70804a01cf218984bcbd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 20V, Negative-QTOF	splash10-0a4i-6049000000-bcac3b983044ec809721	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 40V, Negative-QTOF	splash10-052r-9073000000-cc0870715c7efeb917a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 10V, Positive-QTOF	splash10-002b-0029000000-11ea7ffba8e57db6a373	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 20V, Positive-QTOF	splash10-004j-2369000000-9d469005a5dce85aa530	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19,20-DiHDPA 40V, Positive-QTOF	splash10-0159-5920000000-a4e85897e8df32a22287	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00123 +/- 0.000389 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.00664 +/- 0.000469 uM	Adult (>18 years old)	Not Specified	Normal	18953024	details
Blood	Detected and Quantified	0.000805 +/- 0.00042 uM	Adult (>18 years old)	Both	Normal	21359215	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB027369

KNApSAcK ID

Not Available

Chemspider ID

17220827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16061148

PDB ID

Not Available

ChEBI ID

72657

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

Oliw EH, Sprecher HW: Metabolism of polyunsaturated (n-3) fatty acids by monkey seminal vesicles: isolation and biosynthesis of omega-3 epoxides. Biochim Biophys Acta. 1991 Nov 27;1086(3):287-94. [PubMed:1742320 ]

Showing metabocard for 19,20-DiHDPA (HMDB0010214)

MOL for HMDB0010214 (19,20-DiHDPA)

3D MOL for HMDB0010214 (19,20-DiHDPA)

3D SDF for HMDB0010214 (19,20-DiHDPA)

3D-SDF for HMDB0010214 (19,20-DiHDPA)

PDB for HMDB0010214 (19,20-DiHDPA)

3D PDB for HMDB0010214 (19,20-DiHDPA)

SMILES for HMDB0010214 (19,20-DiHDPA)

INCHI for HMDB0010214 (19,20-DiHDPA)

Structure for HMDB0010214 (19,20-DiHDPA)

3D Structure for HMDB0010214 (19,20-DiHDPA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra