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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:37:37 UTC

Update Date

2022-09-22 17:44:20 UTC

HMDB ID

HMDB0247623

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9,12-Octadecadiynoic acid

Description

9,12-Octadecadiynoic acid, also known as ODYA or 9a-12a-octadecadiynoate, 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 a significant number of articles have been published on 9,12-Octadecadiynoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9,12-octadecadiynoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9,12-Octadecadiynoic 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

HMDB0247623
     RDKit          3D
9,12-Octadecadiynoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.3188    2.5528   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5878    1.4629    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4795    0.4201    0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012   -0.1969   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2681   -1.2253   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0123   -0.5202   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    0.0684   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    0.8105    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -0.0610    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -0.7961    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275   -1.6866    0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217   -1.2573   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -2.1463   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4820   -2.1488    0.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0053   -0.8098    0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9528   -0.2565   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4713    1.1018    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3959    1.6545   -0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6422    1.0026   -1.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0268    2.8811   -0.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2859    3.5350    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485    2.4533   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1458    2.5475   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5804    1.8653    1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5373    0.9321    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5443    0.9402    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469   -0.3681    1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1168    0.5461   -1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401   -0.7302   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1586   -1.6630   -1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5547   -1.9565    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046    1.6384   -0.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380    1.2348    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664   -1.6593    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764   -2.7052   -0.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -0.2230   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0243   -1.2927   -1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998   -1.8020   -1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -3.1997   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3887   -2.8021    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -2.6631    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923   -0.0623    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5919   -0.9427    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073   -0.9145   -0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.0997   -1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6068    1.8232    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9042    1.0446    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4926    3.6732   -0.2233 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  3  0
  7  8  1  0
  8  9  1  0
  9 10  3  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  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
M  END


  Mrv1652309112102372D          

 20 19  0  0  0  0            999 V2000
   -4.1467    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7177    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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  3  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  3  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247623

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC#CCC#CCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-5,8,11-17H2,1H3,(H,19,20)

> <INCHI_KEY>
KDYILQLPKVZDGB-UHFFFAOYSA-N

> <FORMULA>
C18H28O2

> <MOLECULAR_WEIGHT>
276.42

> <EXACT_MASS>
276.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.06963113713807

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadeca-9,12-diynoic acid

> <ALOGPS_LOGP>
5.98

> <JCHEM_LOGP>
6.315133437

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.733247686465099

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
85.00839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,12-octadecadiynoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247623
     RDKit          3D
9,12-Octadecadiynoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.3188    2.5528   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5878    1.4629    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4795    0.4201    0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012   -0.1969   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2681   -1.2253   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0123   -0.5202   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    0.0684   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    0.8105    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -0.0610    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -0.7961    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275   -1.6866    0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217   -1.2573   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -2.1463   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4820   -2.1488    0.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0053   -0.8098    0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9528   -0.2565   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4713    1.1018    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3959    1.6545   -0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6422    1.0026   -1.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0268    2.8811   -0.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2859    3.5350    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485    2.4533   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1458    2.5475   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5804    1.8653    1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5373    0.9321    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5443    0.9402    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469   -0.3681    1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1168    0.5461   -1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401   -0.7302   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1586   -1.6630   -1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5547   -1.9565    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046    1.6384   -0.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380    1.2348    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664   -1.6593    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764   -2.7052   -0.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -0.2230   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0243   -1.2927   -1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998   -1.8020   -1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -3.1997   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3887   -2.8021    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -2.6631    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923   -0.0623    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5919   -0.9427    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073   -0.9145   -0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.0997   -1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6068    1.8232    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9042    1.0446    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4926    3.6732   -0.2233 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  3  0
  7  8  1  0
  8  9  1  0
  9 10  3  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  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  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      -7.740   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.407   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.073   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.739   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   3.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   2.461   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   3.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.932   2.461   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   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0247623
HETATM    1  C1  UNL     1      -7.319   2.553  -0.309  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.588   1.463   0.694  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.480   0.420   0.644  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.401  -0.197  -0.732  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.268  -1.225  -0.689  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.012  -0.520  -0.341  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.002   0.068  -0.055  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.779   0.811   0.293  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.603  -0.061   0.270  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.366  -0.796   0.265  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.528  -1.687   0.281  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.522  -1.257  -0.798  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.729  -2.146  -0.815  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.482  -2.149   0.473  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.005  -0.810   0.895  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.953  -0.256  -0.141  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.471   1.102   0.312  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.396   1.655  -0.685  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.642   1.003  -1.723  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.027   2.881  -0.546  1.00  0.00           O  
HETATM   21  H1  UNL     1      -7.286   3.535   0.224  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.348   2.453  -0.820  1.00  0.00           H  
HETATM   23  H3  UNL     1      -8.146   2.548  -1.058  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.580   1.865   1.727  1.00  0.00           H  
HETATM   25  H5  UNL     1      -8.537   0.932   0.485  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.544   0.940   0.895  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.647  -0.368   1.377  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.117   0.546  -1.506  1.00  0.00           H  
HETATM   29  H9  UNL     1      -7.340  -0.730  -0.959  1.00  0.00           H  
HETATM   30  H10 UNL     1      -5.159  -1.663  -1.693  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.555  -1.957   0.081  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.705   1.638  -0.440  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.838   1.235   1.317  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.966  -1.659   1.277  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.176  -2.705  -0.025  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.807  -0.223  -0.577  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.024  -1.293  -1.776  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.400  -1.802  -1.623  1.00  0.00           H  
HETATM   39  H19 UNL     1       3.476  -3.200  -1.058  1.00  0.00           H  
HETATM   40  H20 UNL     1       5.389  -2.802   0.310  1.00  0.00           H  
HETATM   41  H21 UNL     1       3.925  -2.663   1.291  1.00  0.00           H  
HETATM   42  H22 UNL     1       4.192  -0.062   1.017  1.00  0.00           H  
HETATM   43  H23 UNL     1       5.592  -0.943   1.826  1.00  0.00           H  
HETATM   44  H24 UNL     1       6.807  -0.914  -0.310  1.00  0.00           H  
HETATM   45  H25 UNL     1       5.374  -0.100  -1.092  1.00  0.00           H  
HETATM   46  H26 UNL     1       5.607   1.823   0.395  1.00  0.00           H  
HETATM   47  H27 UNL     1       6.904   1.045   1.322  1.00  0.00           H  
HETATM   48  H28 UNL     1       7.493   3.673  -0.223  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9   32   33
CONECT    9   10   10   10
CONECT   10   11
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   19   20
CONECT   20   48
END

HMDB0247623
     RDKit          3D
9,12-Octadecadiynoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.3188    2.5528   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5878    1.4629    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4795    0.4201    0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012   -0.1969   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2681   -1.2253   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0123   -0.5202   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025    0.0684   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    0.8105    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -0.0610    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -0.7961    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275   -1.6866    0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217   -1.2573   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -2.1463   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4820   -2.1488    0.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0053   -0.8098    0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9528   -0.2565   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4713    1.1018    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3959    1.6545   -0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6422    1.0026   -1.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0268    2.8811   -0.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2859    3.5350    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485    2.4533   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1458    2.5475   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5804    1.8653    1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5373    0.9321    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5443    0.9402    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469   -0.3681    1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1168    0.5461   -1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401   -0.7302   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1586   -1.6630   -1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5547   -1.9565    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046    1.6384   -0.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380    1.2348    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664   -1.6593    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764   -2.7052   -0.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -0.2230   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0243   -1.2927   -1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998   -1.8020   -1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -3.1997   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3887   -2.8021    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -2.6631    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923   -0.0623    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5919   -0.9427    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073   -0.9145   -0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.0997   -1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6068    1.8232    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9042    1.0446    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4926    3.6732   -0.2233 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  3  0
  7  8  1  0
  8  9  1  0
  9 10  3  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  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9a-12a-Octadecadiynoic acid	ChEBI
ODYA	ChEBI
9a-12a-Octadecadiynoate	Generator
9,12-Octadecadiynoate	Generator

Chemical Formula

C₁₈H₂₈O₂

Average Molecular Weight

276.42

Monoisotopic Molecular Weight

276.208930142

IUPAC Name

octadeca-9,12-diynoic acid

Traditional Name

9,12-octadecadiynoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC#CCC#CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-5,8,11-17H2,1H3,(H,19,20)

InChI Key

KDYILQLPKVZDGB-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

Unsaturated fatty acids (LMFA01030540 )

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	5.98	ALOGPS
logP	6.32	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.73	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	14	ChemAxon
Refractivity	85.01 m³·mol⁻¹	ChemAxon
Polarizability	35.07 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]+	171.223	30932474
DeepCCS	[M-H]-	167.203	30932474
DeepCCS	[M-2H]-	204.307	30932474
DeepCCS	[M+Na]+	180.226	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.6	32859911
AllCCS	[M+NH4]+	177.6	32859911
AllCCS	[M+Na]+	178.4	32859911
AllCCS	[M-H]-	176.7	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	179.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9,12-Octadecadiynoic acid	CCCCCC#CCC#CCCCCCCCC(O)=O	3443.7	Standard polar	33892256
9,12-Octadecadiynoic acid	CCCCCC#CCC#CCCCCCCCC(O)=O	2197.4	Standard non polar	33892256
9,12-Octadecadiynoic acid	CCCCCC#CCC#CCCCCCCCC(O)=O	2246.2	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 - 9,12-Octadecadiynoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9650000000-e48226f47d110b93b6af	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,12-Octadecadiynoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,12-Octadecadiynoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,12-Octadecadiynoic 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 - 9,12-Octadecadiynoic acid 10V, Positive-QTOF	splash10-056r-3690000000-5fa95c869c2b7817e0b9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,12-Octadecadiynoic acid 20V, Positive-QTOF	splash10-05mo-8910000000-34e262a4cae0f5762f52	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,12-Octadecadiynoic acid 40V, Positive-QTOF	splash10-054o-9300000000-e1d5860dae6a68463d0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,12-Octadecadiynoic acid 10V, Negative-QTOF	splash10-004i-0090000000-3f7f87bcdee1df92b8d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,12-Octadecadiynoic acid 20V, Negative-QTOF	splash10-056r-1190000000-c9987070dd739a20a11c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,12-Octadecadiynoic acid 40V, Negative-QTOF	splash10-052f-9510000000-fedb3b862cdeb1fd9a5a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

1855

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1931

PDB ID

Not Available

ChEBI ID

142250

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 9,12-Octadecadiynoic acid (HMDB0247623)

MOL for HMDB0247623 (9,12-Octadecadiynoic acid)

3D MOL for HMDB0247623 (9,12-Octadecadiynoic acid)

3D SDF for HMDB0247623 (9,12-Octadecadiynoic acid)

3D-SDF for HMDB0247623 (9,12-Octadecadiynoic acid)

PDB for HMDB0247623 (9,12-Octadecadiynoic acid)

3D PDB for HMDB0247623 (9,12-Octadecadiynoic acid)

SMILES for HMDB0247623 (9,12-Octadecadiynoic acid)

INCHI for HMDB0247623 (9,12-Octadecadiynoic acid)

Structure for HMDB0247623 (9,12-Octadecadiynoic acid)

3D Structure for HMDB0247623 (9,12-Octadecadiynoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra