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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:43 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003231

Secondary Accession Numbers

HMDB0010377
HMDB03231
HMDB10377

Metabolite Identification

Common Name

Vaccenic acid

Description

Vaccenic acid is a naturally occurring trans fatty acid. It is the predominant kind of trans-fatty acid found in human milk, in the fat of ruminants, and in dairy products such as milk, butter, and yogurt. Trans fat in human milk may depend on trans fat content in food. Its IUPAC name is (11E)-11-octadecenoic acid, and its lipid shorthand name is 18:1 trans-11. The name was derived from the Latin vacca (cow). Vaccenic acid 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. Vaccenic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

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

HMDB0003231
     RDKit          3D
Vaccenic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.0973    0.3363   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0221    1.4828   -0.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5948    1.8374   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9840    0.6075    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    0.8236    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0596   -0.4595    1.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412   -0.4117    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.6832    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686    0.7528    2.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -0.5006    2.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -1.5830    1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020   -1.0921    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -0.6891    1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364   -0.1882   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -1.2597   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -0.9377   -2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1748    0.1913   -3.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745    1.5123   -2.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725    2.2440   -2.7514 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100    2.0047   -1.5686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691    0.2305   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    0.5710   -2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8041   -0.6266   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6147    1.2118    0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5533    2.3416   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6510    2.6245    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    2.2005   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -0.2552   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    0.3967    1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    1.6957    1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9695    1.0571   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6898   -0.7935    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101   -1.2437    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3290    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    1.5392    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    1.6045    2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    1.0970    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -0.2068    3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -0.9026    3.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -2.4024    2.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -1.9711    1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010   -1.9472   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.2918   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372    0.1836    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9900   -1.5404    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    0.6488   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466    0.1965    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222   -2.2151   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -1.5617   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.8983   -2.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178   -0.7860   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624    0.2650   -3.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -0.0815   -3.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068    2.6650   -0.8641 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  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
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END


  Mrv1652303312018262D          

 20 19  0  0  0  0            999 V2000
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 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>
HMDB0003231

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC\C=C\CCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+

> <INCHI_KEY>
UWHZIFQPPBDJPM-BQYQJAHWSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.468

> <EXACT_MASS>
282.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.623267166360385

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11E)-octadec-11-enoic acid

> <ALOGPS_LOGP>
7.67

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.40219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-vaccenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003231
     RDKit          3D
Vaccenic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.0973    0.3363   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0221    1.4828   -0.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5948    1.8374   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9840    0.6075    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    0.8236    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0596   -0.4595    1.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412   -0.4117    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.6832    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686    0.7528    2.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -0.5006    2.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -1.5830    1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020   -1.0921    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -0.6891    1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364   -0.1882   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -1.2597   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -0.9377   -2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1748    0.1913   -3.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745    1.5123   -2.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725    2.2440   -2.7514 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100    2.0047   -1.5686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691    0.2305   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    0.5710   -2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8041   -0.6266   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6147    1.2118    0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5533    2.3416   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6510    2.6245    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    2.2005   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -0.2552   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    0.3967    1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    1.6957    1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9695    1.0571   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6898   -0.7935    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101   -1.2437    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3290    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    1.5392    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    1.6045    2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    1.0970    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -0.2068    3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -0.9026    3.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -2.4024    2.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -1.9711    1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010   -1.9472   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.2918   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372    0.1836    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9900   -1.5404    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    0.6488   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466    0.1965    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222   -2.2151   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -1.5617   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.8983   -2.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178   -0.7860   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624    0.2650   -3.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -0.0815   -3.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068    2.6650   -0.8641 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  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
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 31-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAR-20         0                                  
HETATM    1  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.239   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.905   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.572   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.238   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.096   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.429   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.763   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
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                                                            
CONECT   10    1   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    HMDB0003231
HETATM    1  C1  UNL     1      -7.097   0.336  -1.640  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.022   1.483  -0.667  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.595   1.837  -0.302  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.984   0.607   0.321  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.538   0.824   0.738  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.060  -0.459   1.331  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.641  -0.412   1.791  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.923   0.683   1.665  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.469   0.753   2.103  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.104  -0.501   2.601  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.295  -1.583   1.605  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.202  -1.092   0.459  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.523  -0.689   1.011  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.436  -0.188  -0.110  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.656  -1.260  -1.106  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.578  -0.938  -2.223  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.175   0.191  -3.087  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.074   1.512  -2.459  1.00  0.00           C  
HETATM   19  O1  UNL     1       4.073   2.244  -2.751  1.00  0.00           O  
HETATM   20  O2  UNL     1       6.010   2.005  -1.569  1.00  0.00           O  
HETATM   21  H1  UNL     1      -8.169   0.230  -1.925  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.493   0.571  -2.548  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.804  -0.627  -1.190  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.615   1.212   0.229  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.553   2.342  -1.153  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.651   2.624   0.478  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.025   2.201  -1.162  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.973  -0.255  -0.372  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.545   0.397   1.248  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.469   1.696   1.383  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.969   1.057  -0.193  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.690  -0.794   2.169  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.110  -1.244   0.547  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.308  -1.329   2.250  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.443   1.539   1.209  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.626   1.605   2.831  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.060   1.097   1.201  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.087  -0.207   3.066  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.532  -0.903   3.504  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.875  -2.402   2.111  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.415  -1.971   1.087  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.301  -1.947  -0.261  1.00  0.00           H  
HETATM   43  H23 UNL     1       1.654  -0.292  -0.058  1.00  0.00           H  
HETATM   44  H24 UNL     1       3.437   0.184   1.701  1.00  0.00           H  
HETATM   45  H25 UNL     1       3.990  -1.540   1.545  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.866   0.649  -0.577  1.00  0.00           H  
HETATM   47  H27 UNL     1       5.347   0.197   0.367  1.00  0.00           H  
HETATM   48  H28 UNL     1       5.022  -2.215  -0.625  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.672  -1.562  -1.572  1.00  0.00           H  
HETATM   50  H30 UNL     1       5.690  -1.898  -2.821  1.00  0.00           H  
HETATM   51  H31 UNL     1       6.618  -0.786  -1.794  1.00  0.00           H  
HETATM   52  H32 UNL     1       5.962   0.265  -3.904  1.00  0.00           H  
HETATM   53  H33 UNL     1       4.223  -0.082  -3.618  1.00  0.00           H  
HETATM   54  H34 UNL     1       5.707   2.665  -0.864  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   32   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0003231
     RDKit          3D
Vaccenic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.0973    0.3363   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0221    1.4828   -0.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5948    1.8374   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9840    0.6075    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    0.8236    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0596   -0.4595    1.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412   -0.4117    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9235    0.6832    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4686    0.7528    2.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040   -0.5006    2.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -1.5830    1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020   -1.0921    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -0.6891    1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364   -0.1882   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -1.2597   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5779   -0.9377   -2.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1748    0.1913   -3.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745    1.5123   -2.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0725    2.2440   -2.7514 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100    2.0047   -1.5686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691    0.2305   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4934    0.5710   -2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8041   -0.6266   -1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6147    1.2118    0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5533    2.3416   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6510    2.6245    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    2.2005   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732   -0.2552   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    0.3967    1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    1.6957    1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9695    1.0571   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6898   -0.7935    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101   -1.2437    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3290    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    1.5392    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    1.6045    2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    1.0970    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -0.2068    3.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -0.9026    3.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -2.4024    2.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -1.9711    1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010   -1.9472   -0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.2918   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372    0.1836    1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9900   -1.5404    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    0.6488   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466    0.1965    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222   -2.2151   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -1.5617   -1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.8983   -2.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178   -0.7860   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624    0.2650   -3.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -0.0815   -3.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068    2.6650   -0.8641 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  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
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(11E)-Octadecenoic acid	ChEBI
(e)-11-Octadecenoic acid	ChEBI
11(e)-Vaccenic acid	ChEBI
18:1 trans-11	ChEBI
C18:1 trans-11	ChEBI
Octadec-11(e)-enoic acid	ChEBI
trans-11-Octadecenoic acid	ChEBI
trans-11-Octadecensaeure	ChEBI
trans-Octadec-11-enoic acid	ChEBI
TVA	ChEBI
(11E)-Octadecenoate	Generator
(e)-11-Octadecenoate	Generator
11(e)-Vaccenate	Generator
Octadec-11(e)-enoate	Generator
trans-11-Octadecenoate	Generator
trans-Octadec-11-enoate	Generator
Vaccenate	Generator
(e)-Octadec-11-enoate	HMDB
11-Octadecenoic acid, (e)-isomer	HMDB
11-Octadecenoic acid	HMDB
trans-Vaccenic acid	HMDB
FA(18:1(11Z))	HMDB
FA(18:1n7)	HMDB
Vaccenic acid	ChEBI

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.468

Monoisotopic Molecular Weight

282.255880335

IUPAC Name

(11E)-octadec-11-enoic acid

Traditional Name

trans-vaccenic acid

CAS Registry Number

693-72-1

SMILES

CCCCCC\C=C\CCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+

InChI Key

UWHZIFQPPBDJPM-BQYQJAHWSA-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

vaccenic acid (CHEBI:28727 )
Unsaturated fatty acids (C08367 )
Monounsaturated fatty acids (C08367 )
Unsaturated fatty acids (LMFA01030077 )

Ontology

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	44 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.67	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.95	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	15	ChemAxon
Refractivity	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.62 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]+	177.656	30932474
DeepCCS	[M-H]-	173.636	30932474
DeepCCS	[M-2H]-	210.822	30932474
DeepCCS	[M+Na]+	186.709	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.6	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	179.4	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	182.9	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.	10.69 minutes	32390414
Predicted by Siyang on May 30, 2022	24.6221 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.82 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3164.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	679.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	266.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	396.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	616.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1075.3 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	866.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2302.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	663.5 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	1942.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	848.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	520.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	711.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	638.3 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vaccenic acid	CCCCCC\C=C\CCCCCCCCCC(O)=O	3141.9	Standard polar	33892256
Vaccenic acid	CCCCCC\C=C\CCCCCCCCCC(O)=O	2093.7	Standard non polar	33892256
Vaccenic acid	CCCCCC\C=C\CCCCCCCCCC(O)=O	2152.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vaccenic acid,1TMS,isomer #1	CCCCCC/C=C/CCCCCCCCCC(=O)O[Si](C)(C)C	2218.9	Semi standard non polar	33892256
Vaccenic acid,1TBDMS,isomer #1	CCCCCC/C=C/CCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2477.0	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Saliva

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	10.7 +/- 5 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	186.5 +/- 45.8 uM	Adult (>18 years old)	Not Specified	Normal	27329611	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	29808030	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	6.390 +/- 4.279 uM	Adult (>18 years old)	Both	11-beta-hydroxylase deficiency	18953024 21359215	details
Blood	Detected and Quantified	115.3 +/- 25.6 uM	Adult (>18 years old)	Not Specified	Isovaleric acidemia	27329611	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	obese	26505825	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Not Specified	Premature neonates	23210743	details

Associated Disorders and Diseases

Disease References

11-beta-Hydroxylase deficiency
Wishart DS, Knox C, Guo AC, Eisner R, Young N, Gautam B, Hau DD, Psychogios N, Dong E, Bouatra S, Mandal R, Sinelnikov I, Xia J, Jia L, Cruz JA, Lim E, Sobsey CA, Shrivastava S, Huang P, Liu P, Fang L, Peng J, Fradette R, Cheng D, Tzur D, Clements M, Lewis A, De Souza A, Zuniga A, Dawe M, Xiong Y, Clive D, Greiner R, Nazyrova A, Shaykhutdinov R, Li L, Vogel HJ, Forsythe I: HMDB: a knowledgebase for the human metabolome. Nucleic Acids Res. 2009 Jan;37(Database issue):D603-10. doi: 10.1093/nar/gkn810. Epub 2008 Oct 25. [PubMed:18953024 ] Psychogios N, Hau DD, Peng J, Guo AC, Mandal R, Bouatra S, Sinelnikov I, Krishnamurthy R, Eisner R, Gautam B, Young N, Xia J, Knox C, Dong E, Huang P, Hollander Z, Pedersen TL, Smith SR, Bamforth F, Greiner R, McManus B, Newman JW, Goodfriend T, Wishart DS: The human serum metabolome. PLoS One. 2011 Feb 16;6(2):e16957. doi: 10.1371/journal.pone.0016957. [PubMed:21359215 ]
Isovaleric acidemia
Dercksen M, Kulik W, Mienie LJ, Reinecke CJ, Wanders RJ, Duran M: Polyunsaturated fatty acid status in treated isovaleric acidemia patients. Eur J Clin Nutr. 2016 Oct;70(10):1123-1126. doi: 10.1038/ejcn.2016.100. Epub 2016 Jun 22. [PubMed:27329611 ]
Obesity
Haro C, Montes-Borrego M, Rangel-Zuniga OA, Alcala-Diaz JF, Gomez-Delgado F, Perez-Martinez P, Delgado-Lista J, Quintana-Navarro GM, Tinahones FJ, Landa BB, Lopez-Miranda J, Camargo A, Perez-Jimenez F: Two Healthy Diets Modulate Gut Microbial Community Improving Insulin Sensitivity in a Human Obese Population. J Clin Endocrinol Metab. 2016 Jan;101(1):233-42. doi: 10.1210/jc.2015-3351. Epub 2015 Oct 27. [PubMed:26505825 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]

Associated OMIM IDs

202010 (11-beta-Hydroxylase deficiency)
243500 (Isovaleric acidemia)
601665 (Obesity)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

28727

Food Biomarker Ontology

Not Available

VMH ID

VACC

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Schatowitz B, Gercken G: Simultaneous determination of C2-C22 non-esterified fatty acids and other metabolically relevant carboxylic acids in biological material by gas chromatography of their benzyl esters. J Chromatogr. 1988 Mar 18;425(2):257-68. [PubMed:3372640 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Vaccenic acid (HMDB0003231)

MOL for HMDB0003231 (Vaccenic acid)

3D MOL for HMDB0003231 (Vaccenic acid)

3D SDF for HMDB0003231 (Vaccenic acid)

3D-SDF for HMDB0003231 (Vaccenic acid)

PDB for HMDB0003231 (Vaccenic acid)

3D PDB for HMDB0003231 (Vaccenic acid)

SMILES for HMDB0003231 (Vaccenic acid)

INCHI for HMDB0003231 (Vaccenic acid)

Structure for HMDB0003231 (Vaccenic acid)

3D Structure for HMDB0003231 (Vaccenic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized