MiMeDB: Showing metabocard for Vaccenic acid (MMDBc0000504)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:39:16 UTC

Update Date

2022-08-31 06:07:43 UTC

Metabolite ID

MMDBc0000504

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>
MMDBc0000504

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₈H₃₄O₂

Average Mass

282.468

Monoisotopic Mass

282.255880335

IUPAC Name

(11E)-octadec-11-enoic acid

Traditional Name

trans-vaccenic acid

CAS Registry Number

Not Available

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 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001i-0090000000-dee621bf09f57d88e5ed	2018-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-001i-9340000000-654e2ea72d5477e26606	2018-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0aou-9000000000-413d3363f22e7baf1df7	2018-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-001i-0090000000-2a569bab7642a2f75401	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-dd6c9ec9fb483004fb56	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-6d641aebf861b449bc93	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0090000000-36b21b13adac790098f8	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00rj-4490000000-16982dc88f830f9024c2	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0096-9830000000-7359fa780da86e1ebab3	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-1b80c5a75129c09b94ae	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01qi-0090000000-6bb63cb21fc095c3aa5c	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9230000000-c86275a736982cfe3139	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-4290000000-ef21daa5591bbeb17f87	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-067j-9310000000-8cc733ca58b618258ca0	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-9000000000-60e1d3c5c8de0e9f209c	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-8b8562cadde7e7a8ba4f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-1090000000-827ccf4b0fb321cd543d	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9220000000-9024da2ccb79132d937a	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0apl-9200000000-f39f178414756ab6ad8a	2018-05-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2018-05-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2021-10-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2021-10-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2018-05-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Placenta

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001105	Adenosine triphosphate	Adenosine monophosphate	Not Available	Fatty-Acid- Coenzyme A Ligase	VMH	15292367
MMDBr0002369	Vaccenic acid	Vaccenic acid	Not Available	Fatty Acid Transport via Diffusion	VMH	11788354 12864740
MMDBr0005343	Adenosine triphosphate	Adenosine monophosphate	Solute carrier family 27 (fatty acid transporter), member 1	Uptake of Vaccenic Acid	VMH	16868315 17901542 16357361 16357361 17495600
MMDBr0005726	Water	Cholesterol	Carboxyl ester lipase	Hydrolysis of 1-Vaccenoyl-Cholesterol, Cholesterol-Ester (18:1, Delta 11)	VMH	30371894
MMDBr0006725	Vaccenic acid	Vaccenic acid	Not Available	Intracellular Transport of Vaccenic Acid	VMH	30371894
MMDBr0009207	Adenosine triphosphate	Adenosine monophosphate	Not Available	Long-Chain-Fatty-Acid Coenzyme A Ligase	VMH	30371894
MMDBr0009208	Water	Coenzyme A	Acyl-coa thioesterase 1	Palmitoyl Coenzyme A Hydrolase	VMH	30371894
MMDBr0009209	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family a (abc1), member 1	HMR_0261	VMH	30371894
MMDBr0009975	Adenosine triphosphate	Adenosine monophosphate	Not Available	Long-Chain-Fatty-Acid Coenzyme A Ligase	VMH	30371894
MMDBr0017500	11-Octadecenoyl Coenzyme A	Vaccenic acid	Thioesterase 1/protease 1/lysophospholipase L1	Hydrolysis	RHEA	34755880
MMDBr0017501	11-Octadecenoyl Coenzyme A	Vaccenic acid	Thioesterase 1/protease 1/lysophospholipase L1	Hydrolysis	RHEA	34755880
MMDBr0018182	Water	Hydrogen Ion	Thioesterase 1/protease 1/lysophospholipase L1	Lipid (ester bond) hydrolysis	PathBank	31602464
MMDBr0038702	Vaccenic acid	11E-Octadecenoyl-CoA	Long-chain-fatty-acid--CoA ligase 1	Hydrolysis; Ligation	RHEA	34755880
MMDBr0038938	Vaccenic acid	N-(trans-11-Octadecenoyl)-4R-hydroxysphinganine	Alkaline ceramidase YPC1	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
11-beta-hydroxylase deficiency	Slight Decrease	Association	Human Blood	HMDB	18953024
11-beta-hydroxylase deficiency	Slight Decrease	Association	Human Blood	HMDB	21359215
Isovaleric acidemia	Slight Decrease	Association	Human Blood	HMDB	27329611

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	2	Human stool; Human ; Human feces; Human saliva; Human mucosa	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Proteobacteria	2	Human ; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	6.390	4.279	uM	Adult (>18 years old)	Both	11-beta-hydroxylase deficiency	HMDB	18953024
Human Blood	Detected and Quantified	6.390	4.279	uM	Adult (>18 years old)	Both	11-beta-hydroxylase deficiency	HMDB	21359215
Human Blood	Detected and Quantified	115.3	25.6	uM	Adult (>18 years old)	Not Specified	Isovaleric acidemia	HMDB	27329611
Human Blood	Detected and Quantified	10.7	5	uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	186.5	45.8	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	27329611
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0003231

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

References

Synthesis Reference

Not Available

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. doi: 10.1016/0378-4347(88)80030-6. [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 (MMDBc0000504)

MOL for #<Metabolite:0x000055c79c648728>

3D MOL for #<Metabolite:0x000055c79c648728>

3D SDF for #<Metabolite:0x000055c79c648728>

3D-SDF for #<Metabolite:0x000055c79c648728>

PDB for #<Metabolite:0x000055c79c648728>

3D PDB for #<Metabolite:0x000055c79c648728>

SMILES for #<Metabolite:0x000055c79c648728>

INCHI for #<Metabolite:0x000055c79c648728>

Structure for #<Metabolite:0x000055c79c648728>

3D Structure for #<Metabolite:0x000055c79c648728>