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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:43:39 UTC

Update Date

2021-09-26 22:57:30 UTC

HMDB ID

HMDB0247671

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Icos-2-enoic acid

Description

Icos-2-enoic acid, also known as icos-2-enoate, 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. Based on a literature review very few articles have been published on Icos-2-enoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Icos-2-enoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Icos-2-enoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247671
     RDKit          3D
Icos-2-enoic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
    7.7415   -0.7786   -1.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -0.3705   -2.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -0.3466   -2.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585    0.6079   -1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4976    0.4516    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9758    1.4186    1.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955    1.1840    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -0.2265    1.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6809   -0.3497    1.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686   -0.0619    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397   -0.2045    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    0.7421    1.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    0.5654    1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992    0.8438    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7874    0.6238    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4771    0.9069   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9789    0.7346   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2723   -0.6418    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9635   -1.4955   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6128   -1.3312   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5887   -0.2750   -2.5251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3465   -2.3897   -2.4532 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4847   -1.4440   -2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3849    0.0293   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667   -1.3725   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -0.9883   -3.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340    0.6574   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6497   -0.1747   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003   -1.4024   -2.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879    1.6599   -1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    0.5047   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062    0.6062   -0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573   -0.5670    0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106    1.1843    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1130    2.4622    0.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687    1.8952    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    1.4990    0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474   -0.9347    0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -0.5280    2.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -1.3777    2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4035    2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675    0.9855    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3364   -0.7289   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -1.2304    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    0.0695   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848    0.4982    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300    1.7710    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7898   -0.4814    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554    1.2360    2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0013    0.1033   -0.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255    1.8439    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9005   -0.4563    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.2337    1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931    1.8969   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    0.1298   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3504    1.3798    0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4793    1.0362   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8346   -0.9318    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -2.5022   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2897   -2.4918   -2.0709 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
M  END


  Mrv1533004261500152D          

 22 21  0  0  0  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  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
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247671

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCC=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h18-19H,2-17H2,1H3,(H,21,22)

> <INCHI_KEY>
FIKTURVKRGQNQD-UHFFFAOYSA-N

> <FORMULA>
C20H38O2

> <MOLECULAR_WEIGHT>
310.522

> <EXACT_MASS>
310.287180464

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.868252666499956

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
icos-2-enoic acid

> <ALOGPS_LOGP>
8.69

> <JCHEM_LOGP>
8.032680927333333

> <ALOGPS_LOGS>
-6.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.0255044264493

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
96.58089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.40e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
icos-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247671
     RDKit          3D
Icos-2-enoic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
    7.7415   -0.7786   -1.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -0.3705   -2.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -0.3466   -2.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585    0.6079   -1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4976    0.4516    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9758    1.4186    1.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955    1.1840    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -0.2265    1.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6809   -0.3497    1.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686   -0.0619    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397   -0.2045    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    0.7421    1.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    0.5654    1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992    0.8438    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7874    0.6238    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4771    0.9069   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9789    0.7346   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2723   -0.6418    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9635   -1.4955   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6128   -1.3312   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5887   -0.2750   -2.5251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3465   -2.3897   -2.4532 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4847   -1.4440   -2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3849    0.0293   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667   -1.3725   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -0.9883   -3.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340    0.6574   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6497   -0.1747   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003   -1.4024   -2.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879    1.6599   -1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    0.5047   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062    0.6062   -0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573   -0.5670    0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106    1.1843    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1130    2.4622    0.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687    1.8952    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    1.4990    0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474   -0.9347    0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -0.5280    2.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -1.3777    2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4035    2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675    0.9855    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3364   -0.7289   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -1.2304    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    0.0695   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848    0.4982    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300    1.7710    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7898   -0.4814    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554    1.2360    2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0013    0.1033   -0.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255    1.8439    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9005   -0.4563    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.2337    1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931    1.8969   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    0.1298   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3504    1.3798    0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4793    1.0362   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8346   -0.9318    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -2.5022   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2897   -2.4918   -2.0709 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.175  10.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.509   9.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.843  10.106   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      38.843  11.646   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      40.176   9.336   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0247671
HETATM    1  C1  UNL     1       7.742  -0.779  -1.715  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.718  -0.371  -2.709  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.302  -0.347  -2.312  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.858   0.608  -1.266  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.498   0.452   0.054  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.976   1.419   1.116  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.495   1.184   1.287  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.163  -0.226   1.707  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.681  -0.350   1.893  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.969  -0.062   0.624  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.540  -0.205   0.750  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.097   0.742   1.786  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.593   0.565   1.876  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.299   0.844   0.579  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.787   0.624   0.833  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.477   0.907  -0.475  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.979   0.735  -0.345  1.00  0.00           C  
HETATM   18  C18 UNL     1      -7.272  -0.642   0.049  1.00  0.00           C  
HETATM   19  C19 UNL     1      -7.963  -1.495  -0.606  1.00  0.00           C  
HETATM   20  C20 UNL     1      -8.613  -1.331  -1.863  1.00  0.00           C  
HETATM   21  O1  UNL     1      -8.589  -0.275  -2.525  1.00  0.00           O  
HETATM   22  O2  UNL     1      -9.347  -2.390  -2.453  1.00  0.00           O  
HETATM   23  H1  UNL     1       8.485  -1.444  -2.302  1.00  0.00           H  
HETATM   24  H2  UNL     1       8.385   0.029  -1.321  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.367  -1.373  -0.864  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.800  -0.988  -3.665  1.00  0.00           H  
HETATM   27  H5  UNL     1       7.034   0.657  -3.075  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.650  -0.175  -3.240  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.000  -1.402  -2.026  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.988   1.660  -1.651  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.723   0.505  -1.206  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.606   0.606  -0.028  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.357  -0.567   0.439  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.511   1.184   2.061  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.113   2.462   0.815  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.169   1.895   2.120  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.023   1.499   0.338  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.447  -0.935   0.898  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.729  -0.528   2.617  1.00  0.00           H  
HETATM   40  H18 UNL     1       1.458  -1.378   2.289  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.429   0.404   2.703  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.168   0.985   0.317  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.336  -0.729  -0.163  1.00  0.00           H  
HETATM   44  H22 UNL     1      -0.846  -1.230   1.025  1.00  0.00           H  
HETATM   45  H23 UNL     1      -0.963   0.070  -0.239  1.00  0.00           H  
HETATM   46  H24 UNL     1      -0.685   0.498   2.786  1.00  0.00           H  
HETATM   47  H25 UNL     1      -0.830   1.771   1.462  1.00  0.00           H  
HETATM   48  H26 UNL     1      -2.790  -0.481   2.149  1.00  0.00           H  
HETATM   49  H27 UNL     1      -2.955   1.236   2.688  1.00  0.00           H  
HETATM   50  H28 UNL     1      -3.001   0.103  -0.172  1.00  0.00           H  
HETATM   51  H29 UNL     1      -3.125   1.844   0.176  1.00  0.00           H  
HETATM   52  H30 UNL     1      -4.901  -0.456   1.102  1.00  0.00           H  
HETATM   53  H31 UNL     1      -5.166   1.234   1.660  1.00  0.00           H  
HETATM   54  H32 UNL     1      -5.193   1.897  -0.874  1.00  0.00           H  
HETATM   55  H33 UNL     1      -5.139   0.130  -1.192  1.00  0.00           H  
HETATM   56  H34 UNL     1      -7.350   1.380   0.517  1.00  0.00           H  
HETATM   57  H35 UNL     1      -7.479   1.036  -1.256  1.00  0.00           H  
HETATM   58  H36 UNL     1      -6.835  -0.932   1.032  1.00  0.00           H  
HETATM   59  H37 UNL     1      -8.074  -2.502  -0.132  1.00  0.00           H  
HETATM   60  H38 UNL     1     -10.290  -2.492  -2.071  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19   19   58
CONECT   19   20   59
CONECT   20   21   21   22
CONECT   22   60
END

HMDB0247671
     RDKit          3D
Icos-2-enoic acid
 60 59  0  0  0  0  0  0  0  0999 V2000
    7.7415   -0.7786   -1.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -0.3705   -2.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023   -0.3466   -2.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585    0.6079   -1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4976    0.4516    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9758    1.4186    1.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955    1.1840    1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -0.2265    1.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6809   -0.3497    1.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686   -0.0619    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397   -0.2045    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    0.7421    1.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    0.5654    1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2992    0.8438    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7874    0.6238    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4771    0.9069   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9789    0.7346   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2723   -0.6418    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9635   -1.4955   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6128   -1.3312   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5887   -0.2750   -2.5251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3465   -2.3897   -2.4532 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4847   -1.4440   -2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3849    0.0293   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667   -1.3725   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -0.9883   -3.6650 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340    0.6574   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6497   -0.1747   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003   -1.4024   -2.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879    1.6599   -1.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    0.5047   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062    0.6062   -0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573   -0.5670    0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106    1.1843    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1130    2.4622    0.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687    1.8952    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    1.4990    0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4474   -0.9347    0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -0.5280    2.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -1.3777    2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4035    2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675    0.9855    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3364   -0.7289   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8461   -1.2304    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    0.0695   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848    0.4982    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300    1.7710    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7898   -0.4814    2.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554    1.2360    2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0013    0.1033   -0.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255    1.8439    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9005   -0.4563    1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.2337    1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931    1.8969   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389    0.1298   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3504    1.3798    0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4793    1.0362   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8346   -0.9318    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -2.5022   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2897   -2.4918   -2.0709 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Icos-2-enoate	Generator

Chemical Formula

C₂₀H₃₈O₂

Average Molecular Weight

310.522

Monoisotopic Molecular Weight

310.287180464

IUPAC Name

icos-2-enoic acid

Traditional Name

icos-2-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC=CC(O)=O

InChI Identifier

InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h18-19H,2-17H2,1H3,(H,21,22)

InChI Key

FIKTURVKRGQNQD-UHFFFAOYSA-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
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

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
logP	8.69	ALOGPS
logP	8.03	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	5.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	96.58 m³·mol⁻¹	ChemAxon
Polarizability	41.87 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	180.885	30932474
DeepCCS	[M-H]-	176.865	30932474
DeepCCS	[M-2H]-	214.197	30932474
DeepCCS	[M+Na]+	190.049	30932474
AllCCS	[M+H]+	189.4	32859911
AllCCS	[M+H-H2O]+	186.6	32859911
AllCCS	[M+NH4]+	192.0	32859911
AllCCS	[M+Na]+	192.7	32859911
AllCCS	[M-H]-	185.9	32859911
AllCCS	[M+Na-2H]-	187.6	32859911
AllCCS	[M+HCOO]-	189.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Icos-2-enoic acid	CCCCCCCCCCCCCCCCCC=CC(O)=O	3764.0	Standard polar	33892256
Icos-2-enoic acid	CCCCCCCCCCCCCCCCCC=CC(O)=O	2362.9	Standard non polar	33892256
Icos-2-enoic acid	CCCCCCCCCCCCCCCCCC=CC(O)=O	2405.4	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 - Icos-2-enoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ox-5940000000-13e1f54eedc009b4adce	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icos-2-enoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icos-2-enoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icos-2-enoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Icos-2-enoic acid 10V, Positive-QTOF	splash10-03dl-2296000000-833c121da914f200fe83	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icos-2-enoic acid 20V, Positive-QTOF	splash10-0abc-9561000000-6f7db1900705a2d623d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icos-2-enoic acid 40V, Positive-QTOF	splash10-0a4l-9100000000-59d4f688bc03484250b9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icos-2-enoic acid 10V, Negative-QTOF	splash10-0a4i-0019000000-a884ac185ca9237f340e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icos-2-enoic acid 20V, Negative-QTOF	splash10-0a4l-1079000000-6f06f0b5dfd7418b2ecb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icos-2-enoic acid 40V, Negative-QTOF	splash10-0006-9151000000-cebabeb86ae1938a174f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23253762

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3035221

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Icos-2-enoic acid (HMDB0247671)

MOL for HMDB0247671 (Icos-2-enoic acid)

3D MOL for HMDB0247671 (Icos-2-enoic acid)

3D SDF for HMDB0247671 (Icos-2-enoic acid)

3D-SDF for HMDB0247671 (Icos-2-enoic acid)

PDB for HMDB0247671 (Icos-2-enoic acid)

3D PDB for HMDB0247671 (Icos-2-enoic acid)

SMILES for HMDB0247671 (Icos-2-enoic acid)

INCHI for HMDB0247671 (Icos-2-enoic acid)

Structure for HMDB0247671 (Icos-2-enoic acid)

3D Structure for HMDB0247671 (Icos-2-enoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra