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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:45:09 UTC

Update Date

2021-09-26 22:54:18 UTC

HMDB ID

HMDB0245697

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Icosa-2,4,6,8,10-pentaenoic acid

Description

25378-27-2 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 25378-27-2. This compound has been identified in human blood as reported by (PMID: 31557052 ). Icosa-2,4,6,8,10-pentaenoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Icosa-2,4,6,8,10-pentaenoic 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

HMDB0245697
     RDKit          3D
Icosa-2,4,6,8,10-pentaenoic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.9663    1.4014    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5991    0.4966    1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1417    0.0094    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9096   -0.8876    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5486   -1.5048    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4920   -0.4592    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575   -0.3263    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8214    0.7945    1.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    0.6299    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2462   -0.6238    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.7105   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.3843   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    0.2977   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -0.7755   -0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -0.4768   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -1.5087   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164   -1.1644   -1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8242   -0.7853   -1.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4118    0.3886   -1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9305    1.6659   -1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6594    1.8196   -1.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5968    2.8489   -1.3852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0487    1.1786    2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3613    1.2476    3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8660    2.4583    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6172    0.9406    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2061   -0.4519    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5192    0.9356    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -0.4342    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -0.3088   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -1.6945    0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5038   -2.2177   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3917   -2.1815    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010   -0.5684   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    0.5719   -0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    0.0011    2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938   -1.2340    1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    0.9218    2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397    1.7565    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4124    1.0139   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    1.4753    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135   -1.5457    0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4482   -1.7315   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5207    1.4028   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7438    1.3098   -0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6895   -1.7712   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377    0.5304   -1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654   -2.5249   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7569   -2.5227   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933   -1.5641   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5122    0.3894   -2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0312    3.1039   -0.5058 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  3
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  2  3
 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
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 22 52  1  0
M  END


  Mrv1652309112100452D          

 22 21  0  0  0  0            999 V2000
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0006    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7151    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4296    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1440    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5730    2.1434    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
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  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>
HMDB0245697

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h10-19H,2-9H2,1H3,(H,21,22)

> <INCHI_KEY>
SBHCLVQMTBWHCD-UHFFFAOYSA-N

> <FORMULA>
C20H30O2

> <MOLECULAR_WEIGHT>
302.458

> <EXACT_MASS>
302.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.48335778663274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
icosa-2,4,6,8,10-pentaenoic acid

> <ALOGPS_LOGP>
7.21

> <JCHEM_LOGP>
6.584994300666667

> <ALOGPS_LOGS>
-6.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.884221256661808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
101.04729999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.09e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
icosa-2,4,6,8,10-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245697
     RDKit          3D
Icosa-2,4,6,8,10-pentaenoic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.9663    1.4014    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5991    0.4966    1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1417    0.0094    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9096   -0.8876    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5486   -1.5048    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4920   -0.4592    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575   -0.3263    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8214    0.7945    1.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    0.6299    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2462   -0.6238    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.7105   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.3843   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    0.2977   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -0.7755   -0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -0.4768   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -1.5087   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164   -1.1644   -1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8242   -0.7853   -1.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4118    0.3886   -1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9305    1.6659   -1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6594    1.8196   -1.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5968    2.8489   -1.3852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0487    1.1786    2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3613    1.2476    3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8660    2.4583    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6172    0.9406    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2061   -0.4519    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5192    0.9356    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -0.4342    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -0.3088   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -1.6945    0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5038   -2.2177   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3917   -2.1815    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010   -0.5684   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    0.5719   -0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    0.0011    2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938   -1.2340    1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    0.9218    2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397    1.7565    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4124    1.0139   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    1.4753    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135   -1.5457    0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4482   -1.7315   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5207    1.4028   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7438    1.3098   -0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6895   -1.7712   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377    0.5304   -1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654   -2.5249   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7569   -2.5227   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933   -1.5641   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5122    0.3894   -2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0312    3.1039   -0.5058 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  3
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  2  3
 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
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 22 52  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.266   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.599   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.933   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.267   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.600   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.934   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.268   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.602   4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.935   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.269   4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.603   4.771   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      29.603   6.311   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      30.936   4.001   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    HMDB0245697
HETATM    1  C1  UNL     1      -7.966   1.401   2.216  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.599   0.497   1.109  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.142   0.009   1.304  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.910  -0.888   0.151  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.549  -1.505   0.096  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.492  -0.459   0.132  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.858  -0.326   1.506  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.821   0.794   1.417  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.955   0.630   0.239  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.246  -0.624   0.050  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.042  -0.711  -0.186  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.966   0.384  -0.290  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.193   0.298  -0.598  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.093  -0.776  -0.957  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.362  -0.477  -1.203  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.329  -1.509  -1.585  1.00  0.00           C  
HETATM   17  C17 UNL     1       7.516  -1.164  -1.748  1.00  0.00           C  
HETATM   18  C18 UNL     1       8.824  -0.785  -1.928  1.00  0.00           C  
HETATM   19  C19 UNL     1       9.412   0.389  -1.813  1.00  0.00           C  
HETATM   20  C20 UNL     1       8.930   1.666  -1.466  1.00  0.00           C  
HETATM   21  O1  UNL     1       7.659   1.820  -1.156  1.00  0.00           O  
HETATM   22  O2  UNL     1       9.597   2.849  -1.385  1.00  0.00           O  
HETATM   23  H1  UNL     1      -9.049   1.179   2.428  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.361   1.248   3.106  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.866   2.458   1.856  1.00  0.00           H  
HETATM   26  H4  UNL     1      -7.617   0.941   0.108  1.00  0.00           H  
HETATM   27  H5  UNL     1      -8.206  -0.452   1.111  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.519   0.936   1.164  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.015  -0.434   2.288  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.065  -0.309  -0.798  1.00  0.00           H  
HETATM   31  H9  UNL     1      -6.708  -1.695   0.131  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.504  -2.218  -0.751  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.392  -2.182   1.023  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.801  -0.568  -0.701  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.952   0.572  -0.037  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.631   0.001   2.206  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.394  -1.234   1.872  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.272   0.922   2.339  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.440   1.757   1.167  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.412   1.014  -0.716  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.168   1.475   0.401  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.814  -1.546   0.122  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.448  -1.732  -0.322  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.521   1.403  -0.080  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.744   1.310  -0.601  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.689  -1.771  -1.005  1.00  0.00           H  
HETATM   47  H25 UNL     1       5.638   0.530  -1.141  1.00  0.00           H  
HETATM   48  H26 UNL     1       5.865  -2.525  -1.667  1.00  0.00           H  
HETATM   49  H27 UNL     1       7.757  -2.523  -2.125  1.00  0.00           H  
HETATM   50  H28 UNL     1       9.593  -1.564  -2.256  1.00  0.00           H  
HETATM   51  H29 UNL     1      10.512   0.389  -2.077  1.00  0.00           H  
HETATM   52  H30 UNL     1      10.031   3.104  -0.506  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   11   42
CONECT   11   12   43
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   15   46
CONECT   15   16   47
CONECT   16   17   17   48
CONECT   17   18   49
CONECT   18   19   19   50
CONECT   19   20   51
CONECT   20   21   21   22
CONECT   22   52
END

HMDB0245697
     RDKit          3D
Icosa-2,4,6,8,10-pentaenoic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.9663    1.4014    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5991    0.4966    1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1417    0.0094    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9096   -0.8876    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5486   -1.5048    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4920   -0.4592    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575   -0.3263    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8214    0.7945    1.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    0.6299    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2462   -0.6238    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.7105   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.3843   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    0.2977   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -0.7755   -0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -0.4768   -1.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -1.5087   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164   -1.1644   -1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8242   -0.7853   -1.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4118    0.3886   -1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9305    1.6659   -1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6594    1.8196   -1.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5968    2.8489   -1.3852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0487    1.1786    2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3613    1.2476    3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8660    2.4583    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6172    0.9406    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2061   -0.4519    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5192    0.9356    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -0.4342    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -0.3088   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -1.6945    0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5038   -2.2177   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3917   -2.1815    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010   -0.5684   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    0.5719   -0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    0.0011    2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938   -1.2340    1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    0.9218    2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397    1.7565    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4124    1.0139   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    1.4753    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8135   -1.5457    0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4482   -1.7315   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5207    1.4028   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7438    1.3098   -0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6895   -1.7712   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6377    0.5304   -1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8654   -2.5249   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7569   -2.5227   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933   -1.5641   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5122    0.3894   -2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0312    3.1039   -0.5058 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  3
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  2  3
 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
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Icosa-2,4,6,8,10-pentaenoate	Generator

Chemical Formula

C₂₀H₃₀O₂

Average Molecular Weight

302.458

Monoisotopic Molecular Weight

302.224580206

IUPAC Name

icosa-2,4,6,8,10-pentaenoic acid

Traditional Name

icosa-2,4,6,8,10-pentaenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC=CC=CC=CC=CC=CC(O)=O

InChI Identifier

InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h10-19H,2-9H2,1H3,(H,21,22)

InChI Key

SBHCLVQMTBWHCD-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	7.21	ALOGPS
logP	6.58	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.88	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	13	ChemAxon
Refractivity	101.05 m³·mol⁻¹	ChemAxon
Polarizability	39.48 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]+	173.323	30932474
DeepCCS	[M-H]-	170.307	30932474
DeepCCS	[M-2H]-	205.498	30932474
DeepCCS	[M+Na]+	181.789	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Icosa-2,4,6,8,10-pentaenoic acid	CCCCCCCCCC=CC=CC=CC=CC=CC(O)=O	4114.7	Standard polar	33892256
Icosa-2,4,6,8,10-pentaenoic acid	CCCCCCCCCC=CC=CC=CC=CC=CC(O)=O	2477.0	Standard non polar	33892256
Icosa-2,4,6,8,10-pentaenoic acid	CCCCCCCCCC=CC=CC=CC=CC=CC(O)=O	2715.2	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 - Icosa-2,4,6,8,10-pentaenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-06y5-9370000000-981f4748d8d272631a40	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icosa-2,4,6,8,10-pentaenoic 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 - Icosa-2,4,6,8,10-pentaenoic acid 10V, Positive-QTOF	splash10-0f79-2395000000-7c124a7a18221096e1cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid 20V, Positive-QTOF	splash10-0ktu-5391000000-56c767a63d3fa689f08c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid 40V, Positive-QTOF	splash10-002f-9810000000-fd5af23e86b3bdf7127d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid 10V, Negative-QTOF	splash10-0udi-0039000000-8234bfc666b3b164dd72	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid 20V, Negative-QTOF	splash10-0ue9-2589000000-4f9b2f60221ec340921a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icosa-2,4,6,8,10-pentaenoic acid 40V, Negative-QTOF	splash10-000f-7890000000-1dcff67748ac5ddba86f	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

21374366

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135002

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 Icosa-2,4,6,8,10-pentaenoic acid (HMDB0245697)

MOL for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

3D MOL for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

3D SDF for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

3D-SDF for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

PDB for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

3D PDB for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

SMILES for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

INCHI for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

Structure for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

3D Structure for HMDB0245697 (Icosa-2,4,6,8,10-pentaenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra