NP-MRD: Showing NP-Card for Vaccenic acid (NP0000040)

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Record Information

Version

1.0

Created at

2006-05-22 15:12:43 UTC

Updated at

2021-06-29 00:47:42 UTC

NP-MRD ID

NP0000040

Secondary Accession Numbers

None

Natural Product 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>
NP0000040

> <DATABASE_NAME>
NP-MRD

> <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

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 Mass

282.4680 Da

Monoisotopic Mass

282.25588 Da

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Varshavi.d26			2021-09-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Varshavi.d26			2021-09-06	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	V.dorna83			2021-08-15	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	DTU Food
Abramis brama	FooDB	DTU Food
Acipenseridae	FooDB	DTU Food
Actinidia chinensis	FooDB	DTU Food
Agaricus bisporus	FooDB	DTU Food
Agaricus blazei	LOTUS Database	35616633
Agave	FooDB	FooDB
Agelas conifera	LOTUS Database	35616633
Allamanda cathartica	LOTUS Database	35616633
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	FooDB
Allium cepa L.	FooDB	DTU Food
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	DTU Food
Allium schoenoprasum	FooDB	DTU Food
Allium tuberosum	FooDB	FooDB
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Amphimedon compressa	LOTUS Database	35616633
Anacardium occidentale	FooDB	DTU Food
Ananas comosus	FooDB	DTU Food
Anarhichas lupus	FooDB	DTU Food
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	DTU Food
Anethum graveolens	FooDB	DTU Food
Angelica keiskei	FooDB	FooDB
Anguilliformes	FooDB	DTU Food
Anisophyllea laurina	LOTUS Database	35616633
Annona cherimola	FooDB	DTU Food
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	DTU Food
Apium graveolens	FooDB	DTU Food
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	DTU Food
Apium graveolens var. secalinum	FooDB	DTU Food
Arachis hypogaea	FooDB	DTU Food
Arctium lappa	FooDB	FooDB
Armoracia rusticana	FooDB	DTU Food
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	USDA
Asclepias syriaca	LOTUS Database	35616633
Asparagus officinalis	FooDB	DTU Food
Astacidea	FooDB	DTU Food
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	DTU Food
Averrhoa carambola	FooDB	DTU Food
Basella alba	FooDB	FooDB
Belone belone	FooDB	DTU Food
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	DTU Food
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	DTU Food
Bison bison	FooDB	FooDB
Borago officinalis	FooDB	FooDB
Bos taurus	FooDB	DTU Food
Bos taurus X Bison bison	FooDB	FooDB
Brachyura	FooDB	DTU Food
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	DTU Food
Brassica napus var. napus	FooDB	DTU Food
Brassica oleracea	FooDB	DTU Food
Brassica oleracea var. botrytis	FooDB	DTU Food
Brassica oleracea var. capitata	FooDB	FooDB
Brassica oleracea var. gemmifera	FooDB	DTU Food
Brassica oleracea var. gongylodes	FooDB	DTU Food
Brassica oleracea var. italica	FooDB	DTU Food
Brassica oleracea var. sabauda	FooDB	DTU Food
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	DTU Food
Brassica rapa ssp. chinensis	FooDB	DTU Food
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	DTU Food
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Canarium ovatum	FooDB	FooDB
Cantharellus cibarius	FooDB	DTU Food
Capparis spinosa	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Capsicum annuum	FooDB	DTU Food
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	DTU Food
Caridea	FooDB	DTU Food
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	DTU Food
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	DTU Food
Castanea	FooDB	DTU Food
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	DTU Food
Cichorium endivia	FooDB	DTU Food
Cichorium intybus	FooDB	DTU Food
Cinnamomum	FooDB	DTU Food
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	DTU Food
Citrullus lanatus	FooDB	DTU Food
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	DTU Food
Citrus aurantiifolia	FooDB	DTU Food
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	DTU Food
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	DTU Food
Citrus reticulata	FooDB	DTU Food
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	DTU Food
Clupeinae	FooDB	DTU Food
Cocos nucifera	FooDB	DTU Food
Coffea arabica L.	FooDB	DTU Food
Coffea canephora	FooDB	DTU Food
Colocasia esculenta	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	DTU Food
Corchorus olitorius	FooDB	FooDB
Coregonus	FooDB	DTU Food
Coriandrum sativum L.	FooDB	DTU Food
Corylus	FooDB	DTU Food
Corylus avellana	FooDB	FooDB
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	DTU Food
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	DTU Food
Cucurbita	FooDB	DTU Food
Cucurbita maxima	FooDB	DTU Food
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Curcuma longa	FooDB	USDA
Cyclopteridae	FooDB	DTU Food
Cydonia oblonga	FooDB	DTU Food
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	DTU Food
Daucus carota	FooDB	FooDB
Daucus carota ssp. sativus	FooDB	DTU Food
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	DTU Food
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	DTU Food
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	DTU Food
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Empetrum nigrum	FooDB	FooDB
Engraulidae	FooDB	DTU Food
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	FooDB
Eriobotrya japonica	FooDB	DTU Food
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Esox lucius	FooDB	DTU Food
Eucheuma	FooDB	DTU Food
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	USDA
Fagopyrum esculentum	FooDB	DTU Food
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	USDA
Ficus carica	FooDB	DTU Food
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	DTU Food
Fragaria x ananassa	FooDB	DTU Food
Gadiformes	FooDB	DTU Food
Gadus	FooDB	DTU Food
Gadus macrocephalus	FooDB	USDA
Gallus gallus	FooDB	DTU Food
Garcinia mangostana	FooDB	FooDB
Gastropoda	FooDB	DTU Food
Gaylussacia baccata	FooDB	FooDB
Ginkgo biloba	FooDB	FooDB
Glycine max	FooDB	DTU Food
Gossypium	FooDB	DTU Food
Grifola frondosa	FooDB	FooDB
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	DTU Food
Helianthus tuberosus	FooDB	DTU Food
Hibiscus sabbariffa	FooDB	FooDB
Hippoglossus	FooDB	USDA
Hippoglossus hippoglossus	FooDB	DTU Food
Hippoglossus stenolepis	FooDB	USDA
Hippophae rhamnoides	FooDB	FooDB
Homo sapiens	LOTUS Database	35616633
Hordeum vulgare	FooDB	DTU Food
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	DTU Food
Juglans	FooDB	DTU Food
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	DTU Food
Juglans regia	FooDB	FooDB
Lablab purpureus	FooDB	FooDB
Lactobacillus plantarum	Firmicutes	KNApSAcK
Lactuca sativa	FooDB	DTU Food
Lagenaria siceraria	FooDB	FooDB
Lagopus muta	FooDB	DTU Food
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lens culinaris	FooDB	DTU Food
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	DTU Food
Leporidae	FooDB	DTU Food
Leptolyngbya tenuis	LOTUS Database	35616633
Lepus timidus	FooDB	DTU Food
Levisticum officinale	FooDB	FooDB
Limanda limanda	FooDB	DTU Food
Linum usitatissimum	FooDB	DTU Food
Litchi chinensis	FooDB	DTU Food
Lota lota	FooDB	DTU Food
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	FooDB
Macadamia tetraphylla	FooDB	FooDB
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	DTU Food
Malus pumila	FooDB	DTU Food
Mammea americana	FooDB	FooDB
Mangifera indica	KNApSAcK Database	22123792
Manihot esculenta	FooDB	DTU Food
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	DTU Food
Melanitta fusca	FooDB	FooDB
Melanogrammus aeglefinus	FooDB	DTU Food
Meleagris gallopavo	FooDB	DTU Food
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Merlangius merlangus	FooDB	DTU Food
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Micromesistius poutassou	FooDB	DTU Food
Microstomus kitt	FooDB	DTU Food
Molva molva	FooDB	DTU Food
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	USDA
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Musa acuminata	FooDB	FooDB
Musa x paradisiaca	FooDB	DTU Food
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	DTU Food
Myrmekioderma rea	LOTUS Database	35616633
Mytilidae	FooDB	DTU Food
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Nephropidae	FooDB	DTU Food
Nephrops norvegicus	FooDB	DTU Food
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Ocimum basilicum	FooDB	FooDB
Octopus vulgaris	FooDB	DTU Food
Odocoileus	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	DTU Food
Oncorhynchus gorbuscha	FooDB	USDA
Oncorhynchus mykiss	FooDB	DTU Food
Oncorhynchus nerka	FooDB	USDA
Opuntia	FooDB	DTU Food
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	USDA
Origanum X majoricum	FooDB	USDA
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	USDA
Oryza sativa	FooDB	DTU Food
Ovis aries	FooDB	DTU Food
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	DTU Food
Papaver	FooDB	DTU Food
Passiflora edulis	FooDB	DTU Food
Pastinaca sativa	FooDB	DTU Food
Pediomelum esculentum	FooDB	FooDB
Perciformes	FooDB	DTU Food
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	DTU Food
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	DTU Food
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	DTU Food
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Phoenix dactylifera	FooDB	DTU Food
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	DTU Food
Physalis	FooDB	DTU Food
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	DTU Food
Pinus edulis	FooDB	FooDB
Pinus radiata	LOTUS Database	35616633
Piper nigrum L.	FooDB	DTU Food
Pistacia vera	FooDB	DTU Food
Pisum sativum	FooDB	DTU Food
Pleuronectidae	FooDB	DTU Food
Pleuronectiformes	FooDB	DTU Food
Pleurotus ostreatus	FooDB	DTU Food
Pollachius	FooDB	DTU Food
Polygonum alpinum	FooDB	FooDB
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	USDA
Prunus armeniaca	FooDB	DTU Food
Prunus avium	FooDB	FooDB
Prunus avium L.	FooDB	DTU Food
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	DTU Food
Prunus dulcis	FooDB	DTU Food
Prunus persica	FooDB	DTU Food
Prunus persica var. nucipersica	FooDB	DTU Food
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	DTU Food
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	DTU Food
Pyrus communis	FooDB	DTU Food
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Ranidae	FooDB	DTU Food
Raphanus sativus	FooDB	FooDB
Raphanus sativus var. longipinnatus	FooDB	DTU Food
Raphanus sativus var. sativus	FooDB	FooDB
Reinhardtius hippoglossoides	FooDB	DTU Food
Rheum rhabarbarum	FooDB	DTU Food
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	DTU Food
Ribes rubrum	FooDB	DTU Food
Ribes uva-crispa	FooDB	DTU Food
Rosa	FooDB	DTU Food
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	FooDB
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	DTU Food
Rumex articus	FooDB	FooDB
Saccharina japonica	FooDB	DTU Food
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salmonidae	FooDB	DTU Food
Salvelinus	FooDB	DTU Food
Salvelinus namaycush	FooDB	DTU Food
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	DTU Food
Sander lucioperca	FooDB	DTU Food
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scombridae	FooDB	DTU Food
Scophthalmus maximus	FooDB	DTU Food
Scorzonera hispanica	FooDB	DTU Food
Sebastes	FooDB	USDA
Sebastes alutus	FooDB	DTU Food
Sebastes viviparus	FooDB	DTU Food
Secale cereale	FooDB	DTU Food
Sechium edule	FooDB	DTU Food
Sesamum indicum	FooDB	DTU Food
Sesbania bispinosa	FooDB	FooDB
Siluriformes	FooDB	DTU Food
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
Solanum lycopersicum	FooDB	DTU Food
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	FooDB
Solanum melongena	FooDB	DTU Food
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	FooDB	DTU Food
Soleidae	FooDB	USDA
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spinacia oleracea	FooDB	DTU Food
Squalus acanthias	FooDB	DTU Food
Sterculia tragacantha	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Suberites massa	LOTUS Database	35616633
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	DTU Food
Syzygium aromaticum	FooDB	USDA
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	DTU Food
Taraxacum officinale	FooDB	DTU Food
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thunnus	FooDB	DTU Food
Thunnus albacares	FooDB	USDA
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Tripneustes ventricosus	LOTUS Database	35616633
Trisopterus esmarkii	FooDB	DTU Food
Triticum	FooDB	DTU Food
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	DTU Food
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	DTU Food
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	FooDB
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	DTU Food
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	DTU Food
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	FooDB
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	DTU Food
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	DTU Food
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Vitis	FooDB	DTU Food
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	FooDB
Xanthosoma sagittifolium	FooDB	FooDB
Xiphias gladius	FooDB	USDA
Zea mays L.	FooDB	DTU Food
Zingiber officinale	FooDB	DTU Food
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

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 )

Physical Properties

State

Liquid

Experimental 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

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

External Links

HMDB ID

HMDB0003231

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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 ]
Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. [PubMed:11913692 ]
Lock AL, Corl BA, Barbano DM, Bauman DE, Ip C: The anticarcinogenic effect of trans-11 18:1 is dependent on its conversion to cis-9, trans-11 CLA by delta9-desaturase in rats. J Nutr. 2004 Oct;134(10):2698-704. doi: 10.1093/jn/134.10.2698. [PubMed:15465769 ]
Reynolds CM, Loscher CE, Moloney AP, Roche HM: Cis-9, trans-11-conjugated linoleic acid but not its precursor trans-vaccenic acid attenuate inflammatory markers in the human colonic epithelial cell line Caco-2. Br J Nutr. 2008 Jul;100(1):13-7. doi: 10.1017/S0007114508894329. [PubMed:18275620 ]
Bassett CM, Edel AL, Patenaude AF, McCullough RS, Blackwood DP, Chouinard PY, Paquin P, Lamarche B, Pierce GN: Dietary vaccenic acid has antiatherogenic effects in LDLr-/- mice. J Nutr. 2010 Jan;140(1):18-24. doi: 10.3945/jn.109.105163. Epub 2009 Nov 18. [PubMed:19923390 ]

Showing NP-Card for Vaccenic acid (NP0000040)

MOL for NP0000040 (Vaccenic acid)

3D MOL for NP0000040 (Vaccenic acid)

3D SDF for NP0000040 (Vaccenic acid)

3D-SDF for NP0000040 (Vaccenic acid)

PDB for NP0000040 (Vaccenic acid)

3D PDB for NP0000040 (Vaccenic acid)

SMILES for NP0000040 (Vaccenic acid)

INCHI for NP0000040 (Vaccenic acid)

Structure for NP0000040 (Vaccenic acid)

3D Structure for NP0000040 (Vaccenic acid)