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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:54:13 UTC

Update Date

2022-03-07 03:17:38 UTC

HMDB ID

HMDB0060096

Secondary Accession Numbers

HMDB60096

Metabolite Identification

Common Name

5,12,18R-TriHEPE

Description

5,12,18R-TriHEPE belongs to the class of organic compounds known as hydroxyeicosapentaenoic acids. These are eicosanoic acids with an attached hydroxyl group and five CC double bonds. 5,12,18R-TriHEPE is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060096
     RDKit          3D
5,12,18R-TriHEPE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.2945    0.6152   -4.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8984    0.6461   -3.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5750   -0.6116   -2.9444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7762   -1.6680   -3.8781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.6715   -2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -0.7189   -2.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.7758   -1.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.0358   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.0944   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    2.4996   -0.2414 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3767    2.8705   -1.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    2.9395    0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3291    2.2358    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2992    2.8191    2.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    2.0670    2.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579    0.6393    2.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479   -0.0955    3.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678   -1.5700    3.2991 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9175   -2.1654    4.5344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904   -1.9093    2.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7603   -1.1539    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002   -1.4333    0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110   -2.8336    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.6593    0.6323 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5787   -3.2207    0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9619    0.9521   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3415    1.2273   -5.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5296   -0.4543   -4.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1701    0.7837   -4.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8025    1.4993   -3.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3839   -0.6892   -2.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8807   -1.8528   -4.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4333    0.5052   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9326   -1.8539   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -1.5211   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -0.0917   -0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    1.0845   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8939    0.8968    1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4877    3.1836    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743    3.7751   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172    4.0448    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643    1.1683    1.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979    3.8792    2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8664    2.5135    3.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.0813    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7213    0.3526    4.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -1.9120    2.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -2.9586    4.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -2.9978    2.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888   -1.6189    3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858   -0.0455    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0086   -1.4030    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2952   -0.7987    0.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630   -1.1857    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3475   -2.5401    0.1005 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  1
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END


  Mrv0541 05091313542D          

 25 24  0  0  0  0            999 V2000
    2.4750    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    6.7914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    5.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  2  0  0  0  0
 11  8  2  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 10  1  0  0  0  0
 17  2  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 17 21  1  6  0  0  0
 18 22  1  1  0  0  0
 19 23  1  1  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060096

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@@H](O)\C=C\C=C/C[C@H](O)\C=C\C=C/C=C/[C@H](O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/b4-3-,9-5-,11-8+,12-6+,13-7+/t17-,18-,19+/m1/s1

> <INCHI_KEY>
AOPOCGPBAIARAV-OSEJDTMESA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.4492

> <EXACT_MASS>
350.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.744527312555604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,6E,8Z,10E,12S,14Z,16E,18R)-5,12,18-trihydroxyicosa-6,8,10,14,16-pentaenoic acid

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
2.5328159533333334

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.606923475356155

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6463452057547805

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1142068120274042

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
105.61709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6E,8Z,10E,12S,14Z,16E,18R)-5,12,18-trihydroxyicosa-6,8,10,14,16-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060096
     RDKit          3D
5,12,18R-TriHEPE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.2945    0.6152   -4.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8984    0.6461   -3.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5750   -0.6116   -2.9444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7762   -1.6680   -3.8781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.6715   -2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -0.7189   -2.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.7758   -1.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.0358   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.0944   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    2.4996   -0.2414 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3767    2.8705   -1.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    2.9395    0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3291    2.2358    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2992    2.8191    2.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    2.0670    2.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579    0.6393    2.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479   -0.0955    3.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678   -1.5700    3.2991 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9175   -2.1654    4.5344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904   -1.9093    2.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7603   -1.1539    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002   -1.4333    0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110   -2.8336    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.6593    0.6323 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5787   -3.2207    0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9619    0.9521   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3415    1.2273   -5.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5296   -0.4543   -4.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1701    0.7837   -4.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8025    1.4993   -3.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3839   -0.6892   -2.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8807   -1.8528   -4.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4333    0.5052   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9326   -1.8539   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -1.5211   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -0.0917   -0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    1.0845   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8939    0.8968    1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4877    3.1836    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743    3.7751   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172    4.0448    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643    1.1683    1.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979    3.8792    2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8664    2.5135    3.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.0813    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7213    0.3526    4.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -1.9120    2.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -2.9586    4.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -2.9978    2.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888   -1.6189    3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858   -0.0455    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0086   -1.4030    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2952   -0.7987    0.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630   -1.1857    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3475   -2.5401    0.1005 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  1
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0       4.620  14.987   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.954  14.217   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   9.597   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.286   8.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.287  10.367   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.621   8.057   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.287  11.907   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   7.287   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.287   7.287   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.954  12.677   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.954   8.057   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.620  11.907   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.954   9.597   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   17                                                       
CONECT    3    4    6                                                       
CONECT    4    3    7                                                       
CONECT    5    8    9                                                       
CONECT    6    3   12                                                       
CONECT    7    4   13                                                       
CONECT    8    5   11                                                       
CONECT    9    5   14                                                       
CONECT   10   15   16                                                       
CONECT   11    8   17                                                       
CONECT   12    6   18                                                       
CONECT   13    7   19                                                       
CONECT   14    9   18                                                       
CONECT   15   10   19                                                       
CONECT   16   10   20                                                       
CONECT   17    2   11   21                                                  
CONECT   18   12   14   22                                                  
CONECT   19   13   15   23                                                  
CONECT   20   16   24   25                                                  
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

COMPND    HMDB0060096
HETATM    1  C1  UNL     1      -7.295   0.615  -4.274  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.898   0.646  -3.755  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.575  -0.612  -2.944  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.776  -1.668  -3.878  1.00  0.00           O  
HETATM    5  C4  UNL     1      -4.232  -0.671  -2.458  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.121  -0.719  -2.054  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.806  -0.776  -1.576  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.294   0.036  -0.669  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.056   1.094  -0.052  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.535   2.500  -0.241  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.377   2.871  -1.561  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.523   2.939   0.706  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.329   2.236   1.407  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.299   2.819   2.338  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.142   2.067   2.979  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.158   0.639   2.791  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.048  -0.096   3.495  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.068  -1.570   3.299  1.00  0.00           C  
HETATM   19  O3  UNL     1       2.917  -2.165   4.534  1.00  0.00           O  
HETATM   20  C17 UNL     1       4.490  -1.909   2.804  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.760  -1.154   1.539  1.00  0.00           C  
HETATM   22  C19 UNL     1       6.100  -1.433   0.971  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.311  -2.834   0.575  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.383  -3.659   0.632  1.00  0.00           O  
HETATM   25  O5  UNL     1       7.579  -3.221   0.134  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.962   0.952  -3.460  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.342   1.227  -5.195  1.00  0.00           H  
HETATM   28  H3  UNL     1      -7.530  -0.454  -4.499  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.170   0.784  -4.573  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.802   1.499  -3.062  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.384  -0.689  -2.177  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.881  -1.853  -4.254  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.433   0.505  -1.671  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.933  -1.854  -2.846  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.033  -1.521  -1.926  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.241  -0.092  -0.368  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.132   1.085  -0.106  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.894   0.897   1.100  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.488   3.184   0.036  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.674   3.775  -1.789  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.417   4.045   0.882  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.264   1.168   1.292  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.298   3.879   2.476  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.866   2.513   3.692  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.522   0.081   2.140  1.00  0.00           H  
HETATM   46  H21 UNL     1       3.721   0.353   4.180  1.00  0.00           H  
HETATM   47  H22 UNL     1       2.323  -1.912   2.574  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.346  -2.959   4.518  1.00  0.00           H  
HETATM   49  H24 UNL     1       4.488  -2.998   2.609  1.00  0.00           H  
HETATM   50  H25 UNL     1       5.189  -1.619   3.589  1.00  0.00           H  
HETATM   51  H26 UNL     1       4.686  -0.045   1.730  1.00  0.00           H  
HETATM   52  H27 UNL     1       4.009  -1.403   0.753  1.00  0.00           H  
HETATM   53  H28 UNL     1       6.295  -0.799   0.064  1.00  0.00           H  
HETATM   54  H29 UNL     1       6.863  -1.186   1.756  1.00  0.00           H  
HETATM   55  H30 UNL     1       8.348  -2.540   0.101  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4    5   31
CONECT    4   32
CONECT    5    6    6   33
CONECT    6    7   34
CONECT    7    8    8   35
CONECT    8    9   36
CONECT    9   10   37   38
CONECT   10   11   12   39
CONECT   11   40
CONECT   12   13   13   41
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   44
CONECT   16   17   17   45
CONECT   17   18   46
CONECT   18   19   20   47
CONECT   19   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23   53   54
CONECT   23   24   24   25
CONECT   25   55
END

HMDB0060096
     RDKit          3D
5,12,18R-TriHEPE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.2945    0.6152   -4.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8984    0.6461   -3.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5750   -0.6116   -2.9444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7762   -1.6680   -3.8781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.6715   -2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -0.7189   -2.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.7758   -1.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943    0.0358   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.0944   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    2.4996   -0.2414 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3767    2.8705   -1.5615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    2.9395    0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3291    2.2358    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2992    2.8191    2.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    2.0670    2.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579    0.6393    2.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479   -0.0955    3.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678   -1.5700    3.2991 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9175   -2.1654    4.5344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904   -1.9093    2.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7603   -1.1539    1.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002   -1.4333    0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110   -2.8336    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -3.6593    0.6323 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5787   -3.2207    0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9619    0.9521   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3415    1.2273   -5.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5296   -0.4543   -4.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1701    0.7837   -4.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8025    1.4993   -3.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3839   -0.6892   -2.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8807   -1.8528   -4.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4333    0.5052   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9326   -1.8539   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -1.5211   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408   -0.0917   -0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    1.0845   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8939    0.8968    1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4877    3.1836    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743    3.7751   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172    4.0448    0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643    1.1683    1.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979    3.8792    2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8664    2.5135    3.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.0813    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7213    0.3526    4.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -1.9120    2.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -2.9586    4.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -2.9978    2.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888   -1.6189    3.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858   -0.0455    1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0086   -1.4030    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2952   -0.7987    0.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630   -1.1857    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3475   -2.5401    0.1005 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  1
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₅

Average Molecular Weight

350.4492

Monoisotopic Molecular Weight

350.20932407

IUPAC Name

(5R,6E,8Z,10E,12S,14Z,16E,18R)-5,12,18-trihydroxyicosa-6,8,10,14,16-pentaenoic acid

Traditional Name

(5R,6E,8Z,10E,12S,14Z,16E,18R)-5,12,18-trihydroxyicosa-6,8,10,14,16-pentaenoic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](O)\C=C\C=C/C[C@H](O)\C=C\C=C/C=C/[C@H](O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/b4-3-,9-5-,11-8+,12-6+,13-7+/t17-,18-,19+/m1/s1

InChI Key

AOPOCGPBAIARAV-OSEJDTMESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosapentaenoic acids. These are eicosanoic acids with an attached hydroxyl group and five CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosapentaenoic acids

Alternative Parents

Substituents

Hydroxyeicosapentaenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.045 g/L	ALOGPS
logP	4.24	ALOGPS
logP	2.53	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	105.62 m³·mol⁻¹	ChemAxon
Polarizability	39.74 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]+	191.968	31661259
DarkChem	[M-H]-	190.819	31661259
DeepCCS	[M+H]+	190.099	30932474
DeepCCS	[M-H]-	187.741	30932474
DeepCCS	[M-2H]-	221.489	30932474
DeepCCS	[M+Na]+	196.637	30932474
AllCCS	[M+H]+	193.2	32859911
AllCCS	[M+H-H2O]+	190.4	32859911
AllCCS	[M+NH4]+	195.8	32859911
AllCCS	[M+Na]+	196.5	32859911
AllCCS	[M-H]-	188.4	32859911
AllCCS	[M+Na-2H]-	190.2	32859911
AllCCS	[M+HCOO]-	192.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,12,18R-TriHEPE	CC[C@@H](O)\C=C\C=C/C[C@H](O)\C=C\C=C/C=C/[C@H](O)CCCC(O)=O	5213.2	Standard polar	33892256
5,12,18R-TriHEPE	CC[C@@H](O)\C=C\C=C/C[C@H](O)\C=C\C=C/C=C/[C@H](O)CCCC(O)=O	2913.3	Standard non polar	33892256
5,12,18R-TriHEPE	CC[C@@H](O)\C=C\C=C/C[C@H](O)\C=C\C=C/C=C/[C@H](O)CCCC(O)=O	3168.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,12,18R-TriHEPE,1TMS,isomer #1	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C	3226.0	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TMS,isomer #2	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C	3238.5	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TMS,isomer #3	CC[C@@H](O)/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C	3237.0	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TMS,isomer #4	CC[C@@H](O)/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C	3150.4	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TMS,isomer #1	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3269.9	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TMS,isomer #2	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3263.5	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TMS,isomer #3	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3178.5	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TMS,isomer #4	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3270.3	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TMS,isomer #5	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3187.6	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TMS,isomer #6	CC[C@@H](O)/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3188.7	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TMS,isomer #1	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3284.1	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TMS,isomer #2	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3217.0	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TMS,isomer #3	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3209.3	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TMS,isomer #4	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3207.9	Semi standard non polar	33892256
5,12,18R-TriHEPE,4TMS,isomer #1	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3244.9	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TBDMS,isomer #1	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3474.7	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TBDMS,isomer #2	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3487.5	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TBDMS,isomer #3	CC[C@@H](O)/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3475.4	Semi standard non polar	33892256
5,12,18R-TriHEPE,1TBDMS,isomer #4	CC[C@@H](O)/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3403.4	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TBDMS,isomer #1	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3758.0	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TBDMS,isomer #2	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3746.1	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TBDMS,isomer #3	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3683.2	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TBDMS,isomer #4	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3749.4	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TBDMS,isomer #5	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3688.0	Semi standard non polar	33892256
5,12,18R-TriHEPE,2TBDMS,isomer #6	CC[C@@H](O)/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3677.9	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TBDMS,isomer #1	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4035.4	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TBDMS,isomer #2	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3988.6	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TBDMS,isomer #3	CC[C@H](/C=C/C=C\C[C@H](O)/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3978.6	Semi standard non polar	33892256
5,12,18R-TriHEPE,3TBDMS,isomer #4	CC[C@@H](O)/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3970.6	Semi standard non polar	33892256
5,12,18R-TriHEPE,4TBDMS,isomer #1	CC[C@H](/C=C/C=C\C[C@@H](/C=C/C=C\C=C\[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4238.7	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 - 5,12,18R-TriHEPE GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-5379000000-0d3673588a0031b08acc	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,12,18R-TriHEPE GC-MS (4 TMS) - 70eV, Positive	splash10-00bc-8210967000-0976f920f1060120fe1a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,12,18R-TriHEPE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,12,18R-TriHEPE 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 - 5,12,18R-TriHEPE 10V, Positive-QTOF	splash10-0159-0009000000-e252805b2e27bc3c1cab	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12,18R-TriHEPE 20V, Positive-QTOF	splash10-014i-1389000000-7a8992692251f6c49531	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12,18R-TriHEPE 40V, Positive-QTOF	splash10-00y4-5290000000-d748020e8e502628d78e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12,18R-TriHEPE 10V, Negative-QTOF	splash10-000t-0009000000-ffa4ac439ea8272ee9e1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12,18R-TriHEPE 20V, Negative-QTOF	splash10-001j-1139000000-78e4bddeed4d6e6cde6d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12,18R-TriHEPE 40V, Negative-QTOF	splash10-0a4l-9240000000-efa75cec2a9f54c6c4ed	2017-10-06	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769819

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
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.

Showing metabocard for 5,12,18R-TriHEPE (HMDB0060096)

MOL for HMDB0060096 (5,12,18R-TriHEPE)

3D MOL for HMDB0060096 (5,12,18R-TriHEPE)

3D SDF for HMDB0060096 (5,12,18R-TriHEPE)

3D-SDF for HMDB0060096 (5,12,18R-TriHEPE)

PDB for HMDB0060096 (5,12,18R-TriHEPE)

3D PDB for HMDB0060096 (5,12,18R-TriHEPE)

SMILES for HMDB0060096 (5,12,18R-TriHEPE)

INCHI for HMDB0060096 (5,12,18R-TriHEPE)

Structure for HMDB0060096 (5,12,18R-TriHEPE)

3D Structure for HMDB0060096 (5,12,18R-TriHEPE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra