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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (24) Show 24 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-14 01:21:57 UTC

Update Date

2022-03-07 02:49:21 UTC

HMDB ID

HMDB0004702

Secondary Accession Numbers

HMDB04702

Metabolite Identification

Common Name

12,13-EpOME

Description

12,13-EpOME, also known as vernolsaeure or vernolic acids, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 12,13-epome is considered to be an octadecanoid lipid molecule. 12,13-EpOME is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0004702
     RDKit          3D
12,13-EpOME
 53 53  0  0  0  0  0  0  0  0999 V2000
    6.3274    0.5504    2.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7142   -0.3357    0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7532   -0.4171   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957   -0.9337    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4880   -0.2041    1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280    1.1844    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3884    2.0314    1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9648    1.4784   -0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6981    0.6333    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    1.3031   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0231    0.7931   -1.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -0.5772   -2.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9837   -1.4692   -2.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -1.7250   -0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360   -0.6057   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412    0.0739   -0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    1.2005   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5045    0.7805    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6290   -0.1453    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4592   -1.3716    0.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9381    0.3500    1.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9422   -0.0695    2.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431    1.3661    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2656    1.0208    2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6772    0.0866    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0319   -1.3494    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7113    0.6048   -0.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950   -1.0606   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039   -2.0202    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868   -0.9666   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -0.1226    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.7528    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1241    1.6613    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9046    2.3347   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858    0.6417    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9040   -0.4072   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    2.3521   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    1.4207   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -0.5749   -3.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354   -1.1078   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6386   -2.4356   -2.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7459   -1.0717   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9801   -2.3479   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4798   -2.4539   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -1.0883    0.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    0.1504    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0937   -0.7237   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.4555   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.8072   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390    1.8846    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7043    0.3588    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456    1.7149    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2993    0.9660    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END


  Mrv1652304202019532D          

 21 21  0  0  0  0            999 V2000
   18.4908  -13.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0769  -20.1171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3624  -18.8796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9033  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0783  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6178  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3638  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3323  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0468  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6494  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7613  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9348  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9348  -15.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2203  -15.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2203  -16.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059  -16.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059  -17.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4757  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7914  -18.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7914  -18.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0769  -19.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2 21  1  0  0  0  0
  3 21  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 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004702

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1OC1C\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-

> <INCHI_KEY>
CCPPLLJZDQAOHD-FLIBITNWSA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.4449

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.19561108321673

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
5.483879889333333

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.9881672841822855

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204825765268619

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
86.92309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vernolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004702
     RDKit          3D
12,13-EpOME
 53 53  0  0  0  0  0  0  0  0999 V2000
    6.3274    0.5504    2.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7142   -0.3357    0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7532   -0.4171   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957   -0.9337    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4880   -0.2041    1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280    1.1844    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3884    2.0314    1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9648    1.4784   -0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6981    0.6333    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    1.3031   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0231    0.7931   -1.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -0.5772   -2.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9837   -1.4692   -2.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -1.7250   -0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360   -0.6057   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412    0.0739   -0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    1.2005   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5045    0.7805    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6290   -0.1453    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4592   -1.3716    0.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9381    0.3500    1.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9422   -0.0695    2.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431    1.3661    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2656    1.0208    2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6772    0.0866    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0319   -1.3494    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7113    0.6048   -0.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950   -1.0606   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039   -2.0202    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868   -0.9666   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -0.1226    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.7528    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1241    1.6613    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9046    2.3347   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858    0.6417    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9040   -0.4072   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    2.3521   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    1.4207   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -0.5749   -3.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354   -1.1078   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6386   -2.4356   -2.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7459   -1.0717   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9801   -2.3479   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4798   -2.4539   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -1.0883    0.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    0.1504    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0937   -0.7237   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.4555   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.8072   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390    1.8846    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7043    0.3588    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456    1.7149    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2993    0.9660    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  O   UNK     0      34.516 -24.668   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      24.410 -37.552   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      23.076 -35.242   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      35.286 -26.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.746 -26.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      36.620 -26.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.412 -26.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.954 -26.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      39.287 -26.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.079 -26.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.621 -26.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.745 -26.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.745 -28.312   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.411 -29.082   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.411 -30.622   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.078 -31.392   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.078 -32.932   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.955 -26.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.744 -33.702   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.744 -35.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.410 -36.012   0.000  0.00  0.00           C+0
CONECT    1    4    5                                                       
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4    1    5    6                                                  
CONECT    5    1    4    7                                                  
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6    9                                                       
CONECT    9    8   11                                                       
CONECT   10    7   12                                                       
CONECT   11    9   18                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   19                                                       
CONECT   18   11                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21    2    3   20                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0004702
HETATM    1  C1  UNL     1       6.327   0.550   2.106  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.714  -0.336   0.969  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.753  -0.417  -0.148  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.396  -0.934   0.095  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.488  -0.204   1.007  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.228   1.184   0.458  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.388   2.031   1.179  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.965   1.478  -0.132  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.698   0.633   0.061  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.351   1.303  -0.715  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.023   0.793  -1.707  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.782  -0.577  -2.171  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.984  -1.469  -2.117  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.627  -1.725  -0.820  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.236  -0.606  -0.076  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.341   0.074  -0.862  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.904   1.200  -0.040  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.504   0.781   1.263  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.629  -0.145   1.149  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.459  -1.372   0.961  1.00  0.00           O  
HETATM   21  O3  UNL     1      -7.938   0.350   1.252  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.942  -0.070   2.948  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.643   1.366   1.869  1.00  0.00           H  
HETATM   24  H3  UNL     1       7.266   1.021   2.574  1.00  0.00           H  
HETATM   25  H4  UNL     1       7.677   0.087   0.529  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.032  -1.349   1.347  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.711   0.605  -0.645  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.195  -1.061  -0.982  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.404  -2.020   0.384  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.887  -0.967  -0.926  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.785  -0.123   2.054  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.495  -0.753   1.031  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.124   1.661   0.036  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.905   2.335  -0.863  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.386   0.642   1.150  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.904  -0.407  -0.153  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.586   2.352  -0.415  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.808   1.421  -2.230  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.440  -0.575  -3.258  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.035  -1.108  -1.634  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.639  -2.436  -2.618  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.746  -1.072  -2.853  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.980  -2.348  -0.125  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.480  -2.454  -1.033  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.752  -1.088   0.828  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.608   0.150   0.363  1.00  0.00           H  
HETATM   47  H26 UNL     1      -5.094  -0.724  -1.056  1.00  0.00           H  
HETATM   48  H27 UNL     1      -3.929   0.456  -1.800  1.00  0.00           H  
HETATM   49  H28 UNL     1      -5.619   1.807  -0.645  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.039   1.885   0.185  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.704   0.359   1.927  1.00  0.00           H  
HETATM   52  H31 UNL     1      -5.846   1.715   1.779  1.00  0.00           H  
HETATM   53  H32 UNL     1      -8.299   0.966   0.518  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7    8   33
CONECT    7    8
CONECT    8    9   34
CONECT    9   10   35   36
CONECT   10   11   11   37
CONECT   11   12   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   20   21
CONECT   21   53
END

HMDB0004702
     RDKit          3D
12,13-EpOME
 53 53  0  0  0  0  0  0  0  0999 V2000
    6.3274    0.5504    2.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7142   -0.3357    0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7532   -0.4171   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957   -0.9337    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4880   -0.2041    1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280    1.1844    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3884    2.0314    1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9648    1.4784   -0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6981    0.6333    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    1.3031   -0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0231    0.7931   -1.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -0.5772   -2.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9837   -1.4692   -2.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -1.7250   -0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360   -0.6057   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412    0.0739   -0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9037    1.2005   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5045    0.7805    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6290   -0.1453    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4592   -1.3716    0.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9381    0.3500    1.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9422   -0.0695    2.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431    1.3661    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2656    1.0208    2.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6772    0.0866    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0319   -1.3494    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7113    0.6048   -0.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950   -1.0606   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039   -2.0202    0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868   -0.9666   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848   -0.1226    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.7528    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1241    1.6613    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9046    2.3347   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3858    0.6417    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9040   -0.4072   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    2.3521   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    1.4207   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -0.5749   -3.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354   -1.1078   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6386   -2.4356   -2.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7459   -1.0717   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9801   -2.3479   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4798   -2.4539   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7523   -1.0883    0.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    0.1504    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0937   -0.7237   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.4555   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.8072   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390    1.8846    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7043    0.3588    1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456    1.7149    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2993    0.9660    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9Z)-11-(3-Pentyloxiran-2-yl)undec-9-enoic acids	ChEBI
(9Z)-12,13-Epoxyoctadecenoic acid	ChEBI
12(13)-EpOME	ChEBI
12,13-cis-Epoxyoctadecenoic acid	ChEBI
12,13-Epoxy-9(Z)-octadecenoic acid	ChEBI
12,13-Epoxy-cis-9-octadecenoic acid	ChEBI
12,13-Monoepoxy-cis-9-octadecenoic acid	ChEBI
Acide vernolique	ChEBI
cis-12,13-Ep, 9C-18:1	ChEBI
cis-12,13-Epoxy-9-octadecenoic acid	ChEBI
Vernolic acids	ChEBI
Vernolsaeure	ChEBI
Vernolsaeuren	ChEBI
(9Z)-12,13-Epoxyoctadecenoate	Generator
12,13-cis-Epoxyoctadecenoate	Generator
12,13-Epoxy-9(Z)-octadecenoate	Generator
12,13-Epoxy-cis-9-octadecenoate	Generator
12,13-Monoepoxy-cis-9-octadecenoate	Generator
cis-12,13-Epoxy-9-octadecenoate	Generator
(+/-)-12(13)-epoxy-9Z-octadecenoate	HMDB
(+/-)-12(13)-epoxy-9Z-octadecenoic acid	HMDB
(9Z)-11-(3-Pentyloxiran-2-yl)undec-9-enoate	HMDB
(9Z)-11-(3-Pentyloxiran-2-yl)undec-9-enoic acid	HMDB
12,13-Epoxyoctadec-9(Z)-enoate	HMDB
12,13-Epoxyoctadec-9(Z)-enoic acid	HMDB
Vernolic acid	HMDB
cis-12-Epoxyoctadeca-cis-9-enoate	HMDB
cis-12-Epoxyoctadeca-cis-9-enoic acid	HMDB
Vernoleate	HMDB
12,13-EOA	HMDB
12,13-Epoxy-9-octadecenoic acid	HMDB
Vernolate	HMDB

Chemical Formula

C₁₈H₃₂O₃

Average Molecular Weight

296.4449

Monoisotopic Molecular Weight

296.23514489

IUPAC Name

(9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid

Traditional Name

vernolic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1OC1C\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-

InChI Key

CCPPLLJZDQAOHD-FLIBITNWSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Epoxy fatty acid
Heterocyclic fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:38299 )
monounsaturated fatty acid (CHEBI:38299 )
epoxy fatty acid (CHEBI:38299 )
epoxyoctadecenoic acid (CHEBI:38299 )
Other Octadecanoids (LMFA02000038 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0004702)
Membrane (HMDB: HMDB0004702)

Biofluid or Excreta

Non-excretory biofluid

Blood (PMID: 18953024)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0004702)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

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	0.00048 g/L	ALOGPS
logP	6.37	ALOGPS
logP	5.48	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	86.92 m³·mol⁻¹	ChemAxon
Polarizability	37.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	176.822	31661259
DarkChem	[M-H]-	176.895	31661259
DeepCCS	[M+H]+	180.591	30932474
DeepCCS	[M-H]-	176.733	30932474
DeepCCS	[M-2H]-	213.117	30932474
DeepCCS	[M+Na]+	189.406	30932474
AllCCS	[M+H]+	182.4	32859911
AllCCS	[M+H-H2O]+	179.4	32859911
AllCCS	[M+NH4]+	185.1	32859911
AllCCS	[M+Na]+	185.9	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	183.6	32859911
AllCCS	[M+HCOO]-	185.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12,13-EpOME	CCCCCC1OC1C\C=C/CCCCCCCC(O)=O	3392.7	Standard polar	33892256
12,13-EpOME	CCCCCC1OC1C\C=C/CCCCCCCC(O)=O	2127.1	Standard non polar	33892256
12,13-EpOME	CCCCCC1OC1C\C=C/CCCCCCCC(O)=O	2298.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12,13-EpOME,1TMS,isomer #1	CCCCCC1OC1C/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2308.5	Semi standard non polar	33892256
12,13-EpOME,1TBDMS,isomer #1	CCCCCC1OC1C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2552.6	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 - 12,13-EpOME GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ng-8950000000-c5cd8bcc7660edd193bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,13-EpOME GC-MS (1 TMS) - 70eV, Positive	splash10-0abi-9461000000-ee542501a93901368313	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,13-EpOME GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,13-EpOME 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 - 12,13-EpOME 10V, Negative-QTOF	splash10-0002-0090000000-a3e75e0d5c18ce62d0dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 20V, Negative-QTOF	splash10-002b-2190000000-783d4add45a350928417	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 40V, Negative-QTOF	splash10-052f-9300000000-ffe7b3e31523bb0ac1b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 10V, Negative-QTOF	splash10-0002-0090000000-26dfdcdc9f7c4b699219	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 20V, Negative-QTOF	splash10-002b-0190000000-1c9cb366e25dc7cd47bd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 40V, Negative-QTOF	splash10-0006-9230000000-cc51121509a80b1828bc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 10V, Positive-QTOF	splash10-004i-0190000000-bdb34bd2906b9903a919	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 20V, Positive-QTOF	splash10-00a9-9850000000-f325928e52a1c0523bd8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 40V, Positive-QTOF	splash10-052o-9400000000-73273401d57d3e2d0464	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 10V, Positive-QTOF	splash10-01ta-1290000000-631162c6f408d7a2d2af	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 20V, Positive-QTOF	splash10-01u3-9560000000-6f948e2593086b41b4a4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,13-EpOME 40V, Positive-QTOF	splash10-0a4l-9200000000-dcc600f15abbc5433cf6	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)

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	0.00725 +/- 0.00673 uM	Adult (>18 years old)	Both	Normal	18953024	details
Blood	Detected and Quantified	0.00488 +/- 0.00034 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.00721 +/- 0.0088 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00139 +/- 0.00109 uM	Adult (>18 years old)	Both	Normal	John W. Newman, U...	details

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

FDB023414

KNApSAcK ID

Not Available

Chemspider ID

4512106

KEGG Compound ID

C14826

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5356421

PDB ID

Not Available

ChEBI ID

38299

Food Biomarker Ontology

Not Available

VMH ID

C14826

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

Enzyme Details

4. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

Enzyme Details

5. Cytochrome P450 3A43

General function:: Involved in monooxygenase activity
Specific function:: Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:: CYP3A43
Uniprot ID:: Q9HB55
Molecular weight:: 57756.285

Enzyme Details

6. Cytochrome P450 1B1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:: CYP1B1
Uniprot ID:: Q16678
Molecular weight:: 60845.33

Enzyme Details

7. Cytochrome P450 2C18

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP2C18
Uniprot ID:: P33260
Molecular weight:: 55710.075

Enzyme Details

8. Cytochrome P450 2F1

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: May be involved in the metabolism of various pneumotoxicants including naphthalene. Is able to dealkylate ethoxycoumarin, propoxycoumarin, and pentoxyresorufin but possesses no activity toward ethoxyresorufin and only trace dearylation activity toward benzyloxyresorufin. Bioactivates 3-methylindole (3MI) by dehydrogenation to the putative electrophile 3-methylene-indolenine.
Gene Name:: CYP2F1
Uniprot ID:: P24903
Molecular weight:: 55500.64

Enzyme Details

9. Cytochrome P450 4X1

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP4X1
Uniprot ID:: Q8N118
Molecular weight:: 58874.62

Enzyme Details

10. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Showing metabocard for 12,13-EpOME (HMDB0004702)

MOL for HMDB0004702 (12,13-EpOME)

3D MOL for HMDB0004702 (12,13-EpOME)

3D SDF for HMDB0004702 (12,13-EpOME)

3D-SDF for HMDB0004702 (12,13-EpOME)

PDB for HMDB0004702 (12,13-EpOME)

3D PDB for HMDB0004702 (12,13-EpOME)

SMILES for HMDB0004702 (12,13-EpOME)

INCHI for HMDB0004702 (12,13-EpOME)

Structure for HMDB0004702 (12,13-EpOME)

3D Structure for HMDB0004702 (12,13-EpOME)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes