MiMeDB: Showing metabocard for 5-HEPE (MMDBc0000609)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:02 UTC

Update Date

2024-04-30 19:33:16 UTC

Metabolite ID

MMDBc0000609

Metabolite Identification

Common Name

5-HEPE

Description

5-HEPE is a major eicosanoid formed from eicosapentaenoic acid (EPA). 5-HEPE is produced in human neutrophils. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist. (PMID: 8847485 , 15896193 ).

Structure

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

HMDB0005081
     RDKit          3D
5-HEPE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -9.3321    0.6535   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4983   -0.3829   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6482   -1.1212   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3469   -1.1410   -1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5843   -0.4262   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -1.3232    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429   -1.1471    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6867   -0.0845    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.8161   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -0.6554   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    0.2578    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -0.4998    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -0.2634    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    0.7818    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    0.9417    0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712    2.0169    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725    3.2242    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080    1.5118   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2514    0.2390   -0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288   -0.4291   -1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566   -0.8332   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7946   -0.6794    1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5279   -1.4147   -0.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5634    1.2529   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8614    1.2785   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9966    0.1400   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2122   -1.0945    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0314    0.1972    0.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1813   -1.6911   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8424   -1.7402   -1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9891    0.3275   -0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2896    0.0354    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2359   -2.1360    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8609   -1.8589    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    0.5795   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108    0.6008    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018   -1.5222   -1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2465   -1.1970   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4904    0.8559    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117    1.0118   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.3011    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447   -0.9046    2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688    1.4099   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453    0.3426    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    2.2020   -0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    3.2644    1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9921    2.2794   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7918    1.3158    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6754   -0.4657   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    0.4220   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1650    0.1931   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2643   -1.3271   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3091   -0.8797    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 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  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END


  Mrv0541 02231220212D          

 23 22  0  0  0  0            999 V2000
   18.8103   -7.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3827   -6.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6682   -7.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5247   -6.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2392   -6.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8103   -6.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9537   -6.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0957   -6.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6682   -6.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3813   -6.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6668   -6.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9523   -7.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9523   -6.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9523   -9.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2378   -8.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3813  -10.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2378   -8.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9523  -10.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6668  -10.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0957  -10.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3813  -11.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0957  -11.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3813  -12.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  9  1  0  0  0  0
  3  9  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 13  2  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 14 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 17  2  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 18 19  2  0  0  0  0
 20 22  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000609

> <DATABASE_NAME>
MIME

> <SMILES>
CC\C=C/C\C=C/C\C=C/C\C=C/C=C/C(O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+

> <INCHI_KEY>
FTAGQROYQYQRHF-FCWZHQICSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.169796242122416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
4.994438087333332

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.865306513915215

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.584101629727195

> <JCHEM_PKA_STRONGEST_BASIC>
-1.545515302673174

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
102.58610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxyeicosapentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005081
     RDKit          3D
5-HEPE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -9.3321    0.6535   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4983   -0.3829   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6482   -1.1212   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3469   -1.1410   -1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5843   -0.4262   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -1.3232    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429   -1.1471    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6867   -0.0845    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.8161   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -0.6554   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    0.2578    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -0.4998    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -0.2634    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    0.7818    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    0.9417    0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712    2.0169    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725    3.2242    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080    1.5118   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2514    0.2390   -0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288   -0.4291   -1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566   -0.8332   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7946   -0.6794    1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5279   -1.4147   -0.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5634    1.2529   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8614    1.2785   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9966    0.1400   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2122   -1.0945    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0314    0.1972    0.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1813   -1.6911   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8424   -1.7402   -1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9891    0.3275   -0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2896    0.0354    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2359   -2.1360    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8609   -1.8589    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    0.5795   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108    0.6008    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018   -1.5222   -1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2465   -1.1970   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4904    0.8559    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117    1.0118   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.3011    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447   -0.9046    2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688    1.4099   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453    0.3426    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    2.2020   -0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    3.2644    1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9921    2.2794   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7918    1.3158    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6754   -0.4657   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    0.4220   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1650    0.1931   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2643   -1.3271   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3091   -0.8797    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 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  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      35.113 -14.391   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      41.781 -12.081   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      40.447 -14.391   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      36.446 -12.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      37.780 -12.851   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      35.113 -12.851   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.114 -12.081   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.779 -12.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.447 -12.851   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.445 -12.851   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.111 -12.081   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.778 -14.391   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.778 -12.851   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.778 -17.471   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.444 -15.161   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.445 -19.011   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.444 -16.701   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.778 -19.011   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.111 -19.781   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.779 -19.781   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      32.445 -22.091   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      33.779 -21.321   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.445 -23.631   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    1    4    8                                                  
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    2    3    7                                                  
CONECT   10    8   11                                                       
CONECT   11   10   13                                                       
CONECT   12   13   15                                                       
CONECT   13   11   12                                                       
CONECT   14   17   18                                                       
CONECT   15   12   17                                                       
CONECT   16   19   20                                                       
CONECT   17   14   15                                                       
CONECT   18   14   19                                                       
CONECT   19   16   18                                                       
CONECT   20   16   22                                                       
CONECT   21   22   23                                                       
CONECT   22   20   21                                                       
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0005081
HETATM    1  C1  UNL     1      -9.332   0.654  -0.957  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.498  -0.383  -0.158  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.648  -1.121  -1.102  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.347  -1.141  -1.034  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.584  -0.426  -0.002  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.739  -1.323   0.805  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.443  -1.147   0.841  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.687  -0.085   0.117  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.730  -0.816  -0.758  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.454  -0.655  -0.655  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.159   0.258   0.327  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.046  -0.500   1.240  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.312  -0.263   1.382  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.970   0.782   0.645  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.278   0.942   0.868  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.971   2.017   0.113  1.00  0.00           C  
HETATM   17  O1  UNL     1       4.973   3.224   0.802  1.00  0.00           O  
HETATM   18  C17 UNL     1       6.408   1.512  -0.113  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.251   0.239  -0.901  1.00  0.00           C  
HETATM   20  C19 UNL     1       7.529  -0.429  -1.246  1.00  0.00           C  
HETATM   21  C20 UNL     1       8.257  -0.833  -0.032  1.00  0.00           C  
HETATM   22  O2  UNL     1       7.795  -0.679   1.113  1.00  0.00           O  
HETATM   23  O3  UNL     1       9.528  -1.415  -0.230  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.563   1.253  -1.515  1.00  0.00           H  
HETATM   25  H2  UNL     1      -9.861   1.279  -0.226  1.00  0.00           H  
HETATM   26  H3  UNL     1      -9.997   0.140  -1.661  1.00  0.00           H  
HETATM   27  H4  UNL     1      -9.212  -1.095   0.340  1.00  0.00           H  
HETATM   28  H5  UNL     1      -8.031   0.197   0.623  1.00  0.00           H  
HETATM   29  H6  UNL     1      -8.181  -1.691  -1.918  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.842  -1.740  -1.816  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.989   0.327  -0.509  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.290   0.035   0.733  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.236  -2.136   1.368  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.861  -1.859   1.470  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.313   0.579  -0.502  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.211   0.601   0.850  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.102  -1.522  -1.525  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.246  -1.197  -1.302  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.490   0.856   0.949  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.712   1.012  -0.304  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.542  -1.301   1.806  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.845  -0.905   2.095  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.469   1.410  -0.044  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.845   0.343   1.554  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.474   2.202  -0.883  1.00  0.00           H  
HETATM   46  H23 UNL     1       4.237   3.264   1.488  1.00  0.00           H  
HETATM   47  H24 UNL     1       6.992   2.279  -0.660  1.00  0.00           H  
HETATM   48  H25 UNL     1       6.792   1.316   0.892  1.00  0.00           H  
HETATM   49  H26 UNL     1       5.675  -0.466  -0.249  1.00  0.00           H  
HETATM   50  H27 UNL     1       5.599   0.422  -1.786  1.00  0.00           H  
HETATM   51  H28 UNL     1       8.165   0.193  -1.923  1.00  0.00           H  
HETATM   52  H29 UNL     1       7.264  -1.327  -1.877  1.00  0.00           H  
HETATM   53  H30 UNL     1      10.309  -0.880   0.119  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    4   29
CONECT    4    5   30
CONECT    5    6   31   32
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9   35   36
CONECT    9   10   10   37
CONECT   10   11   38
CONECT   11   12   39   40
CONECT   12   13   13   41
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   44
CONECT   16   17   18   45
CONECT   17   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   22   23
CONECT   23   53
END

HMDB0005081
     RDKit          3D
5-HEPE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -9.3321    0.6535   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4983   -0.3829   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6482   -1.1212   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3469   -1.1410   -1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5843   -0.4262   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -1.3232    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429   -1.1471    0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6867   -0.0845    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.8161   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -0.6554   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    0.2578    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -0.4998    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -0.2634    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    0.7818    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784    0.9417    0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712    2.0169    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725    3.2242    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080    1.5118   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2514    0.2390   -0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288   -0.4291   -1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566   -0.8332   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7946   -0.6794    1.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5279   -1.4147   -0.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5634    1.2529   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8614    1.2785   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9966    0.1400   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2122   -1.0945    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0314    0.1972    0.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1813   -1.6911   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8424   -1.7402   -1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9891    0.3275   -0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2896    0.0354    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2359   -2.1360    1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8609   -1.8589    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    0.5795   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108    0.6008    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018   -1.5222   -1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2465   -1.1970   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4904    0.8559    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117    1.0118   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.3011    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447   -0.9046    2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688    1.4099   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453    0.3426    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    2.2020   -0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    3.2644    1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9921    2.2794   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7918    1.3158    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6754   -0.4657   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994    0.4220   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1650    0.1931   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2643   -1.3271   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3091   -0.8797    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 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  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

Synonyms

Value	Source
(+-)-5-HEPE	ChEBI
(+-)-5-Hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid	ChEBI
(+-)-5-Hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoate	Generator
(+/-)-5-hepe	HMDB
(+/-)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoate	HMDB
(+/-)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid	HMDB
5-Hydroxy-6,8,11,14,17-eicosapentaenoate	HMDB
5-Hydroxy-6,8,11,14,17-eicosapentaenoic acid	HMDB
5-Hydroxyeicosapentaenoate	HMDB
5-Hydroxyeicosapentaenoic acid	HMDB
5-HEPE	MeSH

Molecular Formula

C₂₀H₃₀O₃

Average Mass

318.4504

Monoisotopic Mass

318.219494826

IUPAC Name

(6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid

Traditional Name

5-hydroxyeicosapentaenoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/C\C=C/C\C=C/C=C/C(O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+

InChI Key

FTAGQROYQYQRHF-FCWZHQICSA-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
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

HEPE (CHEBI:72801 )
Hydroxy/hydroperoxyeicosapentaenoic acids (LMFA03070027 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0029 g/L	ALOGPS
logP	5.54	ALOGPS
logP	4.99	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	102.59 m³·mol⁻¹	ChemAxon
Polarizability	37.17 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-5394000000-3c896430e353b0ced0db	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0umj-8209200000-58c4694ad173b557f3c5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0149000000-dfe33b6babf270b34752	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udu-5693000000-fb5c896d30ace0c553d8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000l-9880000000-5d7665b416fe42c2c371	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0069000000-023fef6c61163c7bc817	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kb-2093000000-e62551450dc40c949d52	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9160000000-b435064b3bb6876f2d7b	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0019000000-816e1c2de0c22c09572d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-066r-5298000000-38dbc1cf2b56e0e1e6ad	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052g-9650000000-5f5552a443dffc55be3b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-1549000000-3a0bdd92ab4130f1a2cf	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-4932000000-a4abea64aa118c0599d7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-003u-9500000000-f8f2e81a65d2e71229cf	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0004848	5-Hydroperoxy-Epa	5-HEPE	Not Available	VMH	6330066
MMDBr0004862	5-HEPE	5-Oxo-EPE	Carbonyl reductase 1	VMH	8847485
MMDBr0004863	5-HEPE	5-Oxo-EPE	Dehydrogenase/reductase (sdr family) member 4	VMH	8847485
MMDBr0008881	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family c (cftr/mrp), member 1	VMH	30371894

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	2		Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	0.000228	0.000091	uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	0.00067	0.000121	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.000863	0.000404	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	18953024
Human Blood	Detected and Quantified	0.00115	0.00014	uM	Adult (>18 years old)	Both	Normal	HMDB	21359215

External Links

HMDB ID

HMDB0005081

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023620

KNApSAcK ID

Not Available

Chemspider ID

4944072

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439678

PDB ID

Not Available

ChEBI ID

72801

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Powell WS, Gravel S, Gravelle F: Formation of a 5-oxo metabolite of 5,8,11,14,17-eicosapentaenoic acid and its effects on human neutrophils and eosinophils. J Lipid Res. 1995 Dec;36(12):2590-8. [PubMed:8847485 ]
Charbeneau RP, Peters-Golden M: Eicosanoids: mediators and therapeutic targets in fibrotic lung disease. Clin Sci (Lond). 2005 Jun;108(6):479-91. doi: 10.1042/CS20050012. [PubMed:15896193 ]
Lipid Maps (LMFA03070010) [Link]

Showing metabocard for 5-HEPE (MMDBc0000609)

MOL for #<Metabolite:0x000055e8c8cb29b8>

3D MOL for #<Metabolite:0x000055e8c8cb29b8>

3D SDF for #<Metabolite:0x000055e8c8cb29b8>

3D-SDF for #<Metabolite:0x000055e8c8cb29b8>

PDB for #<Metabolite:0x000055e8c8cb29b8>

3D PDB for #<Metabolite:0x000055e8c8cb29b8>

SMILES for #<Metabolite:0x000055e8c8cb29b8>

INCHI for #<Metabolite:0x000055e8c8cb29b8>

Structure for #<Metabolite:0x000055e8c8cb29b8>

3D Structure for #<Metabolite:0x000055e8c8cb29b8>