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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:56:09 UTC

Update Date

2019-07-23 07:17:20 UTC

HMDB ID

HMDB0061864

Secondary Accession Numbers

HMDB61864

Metabolite Identification

Common Name

Dihomolinoleic acid

Description

Dihomolinoleic acid, also known as 10Z,12Z-octadecadienoic acid, is classified as a linoleic acid or a linoleic acid derivative. Linoleic acid is a polyunsaturated omega-6 18-carbon fatty acid with two CC double bonds at the 9- and 12-positions. Dihomolinoleic acid is considered to be practically insoluble (in water) and a very weak acidic compound. Dihomolinoleic acid can be found in black walnut, which makes dihomolinoleic acid a potential biomarker for the consumption of this food product. Dihomolinoleic acid can be found in blood, saliva, and feces.

Structure

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

HMDB0061864
     RDKit          3D
Dihomolinoleic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.7134    1.2945    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9017    0.1028    0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0713   -0.3410   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133   -1.5237   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2258   -1.2617    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075   -0.1788    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918   -0.2290    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -1.4640    0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -1.6131    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -0.6953    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9231    0.7161    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.3956   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290    1.0634   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7429   -0.2309   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.9065   -0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8109   -0.2942    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6410    0.9803    0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0086    1.4186    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1001    2.4763    2.0066 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1405    0.6973    1.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6374    1.4392    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9121    1.2376   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0844    2.2080    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2774    0.4617    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5817   -0.7042    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5314    0.4998   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8127   -0.6761   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -1.9236   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8949   -2.3304    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958   -1.0009    1.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8147   -2.2380    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7616    0.8184    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005    0.6800    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -2.3974    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -2.7074    0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.7906    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -1.1392   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3768    0.9344   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330    1.3252    0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    1.3438    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661    2.5054   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.8985   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    1.2056   -2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5473    0.0051   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -0.9833   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8777   -1.9315   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -1.2154    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5585   -0.1381   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3214   -1.0777    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    1.8022    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860    0.8294    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691    0.6525    0.1139 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  2  0
  7  8  1  0
  8  9  2  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  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
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END


  Mrv1652309272007422D          

 20 19  0  0  0  0            999 V2000
 9997.2377 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9526 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6676 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3825 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2075 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9231 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7481 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4638 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1774 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8930 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.6087 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.3222 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5229 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8081 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0933 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3782 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6633 9998.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9485 9998.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2337 9998.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9485 9999.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 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  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061864

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C=C\CCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-9H,2-5,10-17H2,1H3,(H,19,20)/b7-6-,9-8-

> <INCHI_KEY>
GKJZMAHZJGSBKD-JPDBVBESSA-N

> <FORMULA>
C18H32O2

> <MOLECULAR_WEIGHT>
280.452

> <EXACT_MASS>
280.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.576745918011376

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10Z,12Z)-octadeca-10,12-dienoic acid

> <ALOGPS_LOGP>
7.10

> <JCHEM_LOGP>
6.421876794333333

> <ALOGPS_LOGS>
-6.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.021116877046745

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
88.51879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10Z,12Z)-octadeca-10,12-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061864
     RDKit          3D
Dihomolinoleic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.7134    1.2945    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9017    0.1028    0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0713   -0.3410   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133   -1.5237   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2258   -1.2617    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075   -0.1788    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918   -0.2290    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -1.4640    0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -1.6131    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -0.6953    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9231    0.7161    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.3956   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290    1.0634   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7429   -0.2309   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.9065   -0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8109   -0.2942    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6410    0.9803    0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0086    1.4186    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1001    2.4763    2.0066 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1405    0.6973    1.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6374    1.4392    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9121    1.2376   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0844    2.2080    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2774    0.4617    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5817   -0.7042    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5314    0.4998   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8127   -0.6761   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -1.9236   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8949   -2.3304    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958   -1.0009    1.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8147   -2.2380    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7616    0.8184    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005    0.6800    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -2.3974    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -2.7074    0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.7906    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -1.1392   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3768    0.9344   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330    1.3252    0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    1.3438    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661    2.5054   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.8985   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    1.2056   -2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5473    0.0051   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -0.9833   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8777   -1.9315   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -1.2154    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5585   -0.1381   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3214   -1.0777    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    1.8022    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860    0.8294    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691    0.6525    0.1139 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  2  0
  7  8  1  0
  8  9  2  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  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
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8661.5108664.027   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.8458663.259   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.1808664.027   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.5148663.259   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8667.0548663.259   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.3908664.027   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.9308664.027   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8671.2668663.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.5988664.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8673.9348663.259   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8675.2708664.027   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8676.6028663.259   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8660.1768663.259   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8658.8428664.027   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8657.5078663.259   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8656.1738664.027   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8654.8388663.259   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8653.5048664.027   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8652.1708663.259   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8653.5048665.568   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
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                                                            
CONECT   13    1   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    HMDB0061864
HETATM    1  C1  UNL     1      -7.713   1.294   0.144  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.902   0.103   0.602  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.071  -0.341  -0.587  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.213  -1.524  -0.272  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.226  -1.262   0.854  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.308  -0.179   0.566  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.992  -0.229   0.496  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.318  -1.464   0.717  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.032  -1.613   0.672  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.029  -0.695   0.417  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.923   0.716   0.139  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.252   1.396  -0.060  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.129   1.063  -1.168  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.743  -0.231  -1.400  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.570  -0.906  -0.391  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.811  -0.294   0.128  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.641   0.980   0.877  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.009   1.419   1.349  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.100   2.476   2.007  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.141   0.697   1.081  1.00  0.00           O  
HETATM   21  H1  UNL     1      -8.637   1.439   0.708  1.00  0.00           H  
HETATM   22  H2  UNL     1      -7.912   1.238  -0.963  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.084   2.208   0.268  1.00  0.00           H  
HETATM   24  H4  UNL     1      -6.277   0.462   1.444  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.582  -0.704   0.941  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.531   0.500  -1.033  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.813  -0.676  -1.360  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.746  -1.924  -1.175  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.895  -2.330   0.113  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.896  -1.001   1.742  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.815  -2.238   1.124  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.762   0.818   0.382  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.500   0.680   0.268  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.940  -2.397   0.950  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.296  -2.707   0.883  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.744  -0.791   1.340  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.739  -1.139  -0.377  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.377   0.934  -0.834  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.433   1.325   0.957  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.779   1.344   0.956  1.00  0.00           H  
HETATM   41  H21 UNL     1       1.966   2.505  -0.187  1.00  0.00           H  
HETATM   42  H22 UNL     1       3.869   1.899  -1.397  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.467   1.206  -2.163  1.00  0.00           H  
HETATM   44  H24 UNL     1       4.547   0.005  -2.253  1.00  0.00           H  
HETATM   45  H25 UNL     1       3.150  -0.983  -1.999  1.00  0.00           H  
HETATM   46  H26 UNL     1       4.878  -1.931  -0.804  1.00  0.00           H  
HETATM   47  H27 UNL     1       3.952  -1.215   0.508  1.00  0.00           H  
HETATM   48  H28 UNL     1       6.558  -0.138  -0.720  1.00  0.00           H  
HETATM   49  H29 UNL     1       6.321  -1.078   0.752  1.00  0.00           H  
HETATM   50  H30 UNL     1       5.286   1.802   0.271  1.00  0.00           H  
HETATM   51  H31 UNL     1       4.986   0.829   1.753  1.00  0.00           H  
HETATM   52  H32 UNL     1       8.469   0.653   0.114  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   32
CONECT    7    8   33
CONECT    8    9    9   34
CONECT    9   10   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   19   20
CONECT   20   52
END

HMDB0061864
     RDKit          3D
Dihomolinoleic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.7134    1.2945    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9017    0.1028    0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0713   -0.3410   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133   -1.5237   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2258   -1.2617    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075   -0.1788    0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918   -0.2290    0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -1.4640    0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -1.6131    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -0.6953    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9231    0.7161    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    1.3956   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290    1.0634   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7429   -0.2309   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.9065   -0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8109   -0.2942    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6410    0.9803    0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0086    1.4186    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1001    2.4763    2.0066 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1405    0.6973    1.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6374    1.4392    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9121    1.2376   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0844    2.2080    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2774    0.4617    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5817   -0.7042    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5314    0.4998   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8127   -0.6761   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -1.9236   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8949   -2.3304    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8958   -1.0009    1.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8147   -2.2380    1.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7616    0.8184    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005    0.6800    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -2.3974    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -2.7074    0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.7906    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -1.1392   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3768    0.9344   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330    1.3252    0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    1.3438    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661    2.5054   -0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.8985   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    1.2056   -2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5473    0.0051   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -0.9833   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8777   -1.9315   -0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -1.2154    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5585   -0.1381   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3214   -1.0777    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858    1.8022    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860    0.8294    1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691    0.6525    0.1139 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  2  0
  7  8  1  0
  8  9  2  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  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
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
20:2n6	ChEBI
cis-10,cis-12-Octadecadienoic acid	ChEBI
cis-10,cis-12-Octadecadienoate	Generator
Dihomolinoleate	Generator
10Z,12Z-Octadecadienoate	HMDB
(Z,Z)-10,12-Octadecadienoic acid	HMDB
(10Z,12Z)-10,12-Octadecadienoic acid	HMDB
10Z,12Z-Octadecadienoic acid	HMDB
10-cis,12-cis-Linoleic acid	HMDB
10-cis-12-cis-Octadecadienoic acid	HMDB
cis-10,cis-12-Linoleic acid	HMDB
Dihomolinoleate (20:2n6)	HMDB
Dihomolinoleic acid (20:2n6)	HMDB
FA(20:2(10Z,12Z))	HMDB
Dihomo-linoleate	HMDB
FA(20:2n6)	HMDB
10,12-Octadecadienoic acid	HMDB

Chemical Formula

C₁₈H₃₂O₂

Average Molecular Weight

280.452

Monoisotopic Molecular Weight

280.24023027

IUPAC Name

(10Z,12Z)-octadeca-10,12-dienoic acid

Traditional Name

(10Z,12Z)-octadeca-10,12-dienoic acid

CAS Registry Number

7307-45-1

SMILES

CCCCC\C=C/C=C\CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-9H,2-5,10-17H2,1H3,(H,19,20)/b7-6-,9-8-

InChI Key

GKJZMAHZJGSBKD-JPDBVBESSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
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

octadecadienoic acid (CHEBI:83063 )
Unsaturated fatty acids (LMFA01030124 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 24740205)
Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Source

Exogenous

Exogenous (HMDB: HMDB0061864)

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
Water Solubility	3.6e-05 g/L	ALOGPS
logP	7.1	ALOGPS
logP	6.42	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	5.02	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	88.52 m³·mol⁻¹	ChemAxon
Polarizability	36.58 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]+	175.434	30932474
DeepCCS	[M-H]-	171.576	30932474
DeepCCS	[M-2H]-	208.164	30932474
DeepCCS	[M+Na]+	184.249	30932474
AllCCS	[M+H]+	177.3	32859911
AllCCS	[M+H-H2O]+	174.3	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	181.0	32859911
AllCCS	[M-H]-	178.4	32859911
AllCCS	[M+Na-2H]-	180.0	32859911
AllCCS	[M+HCOO]-	181.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	9.88 minutes	32390414
Predicted by Siyang on May 30, 2022	25.1412 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3130.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	708.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	270.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	447.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	629.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1101.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	748.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2323.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	697.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1872.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	871.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	544.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	648.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	654.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihomolinoleic acid	CCCCC\C=C/C=C\CCCCCCCCC(O)=O	3441.9	Standard polar	33892256
Dihomolinoleic acid	CCCCC\C=C/C=C\CCCCCCCCC(O)=O	2162.3	Standard non polar	33892256
Dihomolinoleic acid	CCCCC\C=C/C=C\CCCCCCCCC(O)=O	2221.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihomolinoleic acid,1TMS,isomer #1	CCCCC/C=C\C=C/CCCCCCCCC(=O)O[Si](C)(C)C	2288.8	Semi standard non polar	33892256
Dihomolinoleic acid,1TBDMS,isomer #1	CCCCC/C=C\C=C/CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2524.5	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 - Dihomolinoleic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 10V, Positive-QTOF	splash10-03di-0090000000-7af10dfaf0b4f00e3821	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 20V, Positive-QTOF	splash10-06zi-4590000000-dc4772eeaeaf2e6c4605	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 40V, Positive-QTOF	splash10-00ko-8930000000-0eb508271def470f3a8e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 10V, Negative-QTOF	splash10-004i-0090000000-f1e9e4b543f7d4f48bf8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 20V, Negative-QTOF	splash10-01ti-0090000000-665523c6142ff4e39c96	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 40V, Negative-QTOF	splash10-0a4l-9230000000-21005723af76ec5733c7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 10V, Positive-QTOF	splash10-01q9-4590000000-5805569743dbf711a9fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 20V, Positive-QTOF	splash10-05mk-9510000000-d66d9ade15210b5ad3c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 40V, Positive-QTOF	splash10-0apj-9000000000-acfe7e05ea26fee958c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 10V, Negative-QTOF	splash10-004i-0090000000-03fd7d53d39127d02766	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 20V, Negative-QTOF	splash10-01t9-1090000000-96b6f2a16f2aa6a1afa5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihomolinoleic acid 40V, Negative-QTOF	splash10-0006-9310000000-5ea5d86bf1df8fbb1ca4	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Saliva

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	Adult (>18 years old)	Both	Normal	24740205	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445926

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282799

PDB ID

Not Available

ChEBI ID

83063

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

Tucci P, Porta G, Agostini M, Antonov A, Garabadgiu AV, Melino G, Willis AE: Rapamycin regulates biochemical metabolites. Cell Cycle. 2013 Aug 1;12(15):2454-67. doi: 10.4161/cc.25450. Epub 2013 Jun 28. [PubMed:23839040 ]
Chimenti MS, Tucci P, Candi E, Perricone R, Melino G, Willis AE: Metabolic profiling of human CD4+ cells following treatment with methotrexate and anti-TNF-alpha infliximab. Cell Cycle. 2013 Sep 15;12(18):3025-36. doi: 10.4161/cc.26067. Epub 2013 Aug 19. [PubMed:23974102 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Dihomolinoleic acid (HMDB0061864)

MOL for HMDB0061864 (Dihomolinoleic acid)

3D MOL for HMDB0061864 (Dihomolinoleic acid)

3D SDF for HMDB0061864 (Dihomolinoleic acid)

3D-SDF for HMDB0061864 (Dihomolinoleic acid)

PDB for HMDB0061864 (Dihomolinoleic acid)

3D PDB for HMDB0061864 (Dihomolinoleic acid)

SMILES for HMDB0061864 (Dihomolinoleic acid)

INCHI for HMDB0061864 (Dihomolinoleic acid)

Structure for HMDB0061864 (Dihomolinoleic acid)

3D Structure for HMDB0061864 (Dihomolinoleic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra