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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-11-20 21:43:09 UTC

Update Date

2021-09-07 17:05:39 UTC

HMDB ID

HMDB0240219

Secondary Accession Numbers

None

Metabolite Identification

Common Name

cis-Vaccenic acid

Description

cis-11-Octadecenoic acid, also known as (Z)-octadec-11-enoic acid or asclepic 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. cis-11-Octadecenoic 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

HMDB0240219
     RDKit          3D
cis-Vaccenic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    4.6293    1.7860   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637    0.2921   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -0.0800   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899   -1.5205   -0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -2.1601    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1184   -1.7176    1.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3885   -0.3210    1.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4709    0.5299    2.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0549    0.2006    2.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.0111    1.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736    0.7242    1.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.6606    1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -1.1701    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1422   -0.3516   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6530   -0.3397   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.5010   -1.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7427    0.5502   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1463    1.1333   -0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2189    0.4106    0.3914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4491    2.5005   -0.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163    2.3162   -1.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    2.1871   -1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798    2.0077   -2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9303   -0.2611   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1570   -0.0156   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    0.1377   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510    0.6372   -0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7824   -1.6985   -0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -2.0543   -1.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3285   -3.2889    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252   -2.1094    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859   -2.3569    2.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -2.0891    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4544   -0.0105    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373    1.5669    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694   -0.8370    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946    0.6100    3.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657    0.9234    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3340    2.0776    1.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482    1.3943    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    1.0346    2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -0.6889    1.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -1.4148    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9544   -2.1911   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -1.2938   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    0.6786   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172   -0.8400   -1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465   -1.3556   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9356    0.1391    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8959    1.5676   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947    0.0821   -2.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1127    1.2147   -2.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2072   -0.4382   -2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9378    3.0506    0.1381 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


  Mrv1652309042000412D          

 20 19  0  0  0  0            999 V2000
   -3.7393   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1677   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5958   -0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8821   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615   -0.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457   -0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319   -0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162   -0.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8023   -0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621   -0.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3765   -0.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1685   -0.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 16  1  0  0  0  0
 10 20  1  0  0  0  0
 20 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240219

> <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-FPLPWBNLSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.09733266607341

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11Z)-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>
cis-vaccenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240219
     RDKit          3D
cis-Vaccenic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    4.6293    1.7860   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637    0.2921   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -0.0800   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899   -1.5205   -0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -2.1601    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1184   -1.7176    1.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3885   -0.3210    1.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4709    0.5299    2.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0549    0.2006    2.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.0111    1.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736    0.7242    1.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.6606    1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -1.1701    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1422   -0.3516   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6530   -0.3397   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.5010   -1.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7427    0.5502   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1463    1.1333   -0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2189    0.4106    0.3914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4491    2.5005   -0.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163    2.3162   -1.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    2.1871   -1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798    2.0077   -2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9303   -0.2611   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1570   -0.0156   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    0.1377   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510    0.6372   -0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7824   -1.6985   -0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -2.0543   -1.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3285   -3.2889    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252   -2.1094    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859   -2.3569    2.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -2.0891    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4544   -0.0105    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373    1.5669    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694   -0.8370    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946    0.6100    3.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657    0.9234    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3340    2.0776    1.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482    1.3943    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    1.0346    2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -0.6889    1.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -1.4148    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9544   -2.1911   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -1.2938   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    0.6786   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172   -0.8400   -1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465   -1.3556   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9356    0.1391    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8959    1.5676   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947    0.0821   -2.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1127    1.2147   -2.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2072   -0.4382   -2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9378    3.0506    0.1381 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                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -6.980  -1.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.315  -0.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.646  -1.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.981  -0.386   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -12.312  -1.154   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0     -10.981   1.154   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.647  -0.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.312  -1.150   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.980  -0.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.647  -1.144   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.895  -0.367   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.355  -0.367   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.019  -1.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.900  -1.136   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.564  -0.367   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.231  -1.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.233  -0.363   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.569  -1.131   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.903  -0.359   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.315  -0.371   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   20                                                       
CONECT   11   12   16                                                       
CONECT   12   11   13                                                       
CONECT   13   12   20                                                       
CONECT   14   15   17                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0240219
HETATM    1  C1  UNL     1       4.629   1.786  -1.572  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.564   0.292  -1.340  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.106  -0.080  -1.155  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.890  -1.521  -0.912  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.507  -2.160   0.255  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.118  -1.718   1.631  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.389  -0.321   1.908  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.471   0.530   2.270  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.055   0.201   2.446  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.169   1.011   1.519  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.274   0.724   1.677  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.734  -0.661   1.434  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.470  -1.170   0.047  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.142  -0.352  -1.029  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.653  -0.340  -0.875  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.243   0.501  -1.985  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.743   0.550  -1.906  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.146   1.133  -0.622  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.219   0.411   0.391  1.00  0.00           O  
HETATM   20  O2  UNL     1      -6.449   2.500  -0.540  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.716   2.316  -1.214  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.545   2.187  -1.082  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.680   2.008  -2.678  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.930  -0.261  -2.249  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.157  -0.016  -0.465  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.610   0.138  -2.168  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.651   0.637  -0.488  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.782  -1.699  -0.997  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.294  -2.054  -1.837  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.329  -3.289   0.259  1.00  0.00           H  
HETATM   31  H11 UNL     1       4.625  -2.109   0.111  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.786  -2.357   2.322  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.106  -2.089   1.910  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.454  -0.010   1.798  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.837   1.567   2.446  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.769  -0.837   2.485  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.795   0.610   3.483  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.466   0.923   0.458  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.334   2.078   1.795  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.848   1.394   0.988  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.630   1.035   2.704  1.00  0.00           H  
HETATM   42  H22 UNL     1      -2.833  -0.689   1.592  1.00  0.00           H  
HETATM   43  H23 UNL     1      -1.320  -1.415   2.136  1.00  0.00           H  
HETATM   44  H24 UNL     1      -1.954  -2.191  -0.002  1.00  0.00           H  
HETATM   45  H25 UNL     1      -0.418  -1.294  -0.194  1.00  0.00           H  
HETATM   46  H26 UNL     1      -1.740   0.679  -0.945  1.00  0.00           H  
HETATM   47  H27 UNL     1      -1.917  -0.840  -1.993  1.00  0.00           H  
HETATM   48  H28 UNL     1      -4.047  -1.356  -0.930  1.00  0.00           H  
HETATM   49  H29 UNL     1      -3.936   0.139   0.097  1.00  0.00           H  
HETATM   50  H30 UNL     1      -3.896   1.568  -1.881  1.00  0.00           H  
HETATM   51  H31 UNL     1      -3.895   0.082  -2.952  1.00  0.00           H  
HETATM   52  H32 UNL     1      -6.113   1.215  -2.717  1.00  0.00           H  
HETATM   53  H33 UNL     1      -6.207  -0.438  -2.093  1.00  0.00           H  
HETATM   54  H34 UNL     1      -5.938   3.051   0.138  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

HMDB0240219
     RDKit          3D
cis-Vaccenic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    4.6293    1.7860   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637    0.2921   -1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -0.0800   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899   -1.5205   -0.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -2.1601    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1184   -1.7176    1.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3885   -0.3210    1.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4709    0.5299    2.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0549    0.2006    2.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.0111    1.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736    0.7242    1.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.6606    1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -1.1701    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1422   -0.3516   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6530   -0.3397   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.5010   -1.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7427    0.5502   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1463    1.1333   -0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2189    0.4106    0.3914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4491    2.5005   -0.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163    2.3162   -1.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454    2.1871   -1.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798    2.0077   -2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9303   -0.2611   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1570   -0.0156   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    0.1377   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510    0.6372   -0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7824   -1.6985   -0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -2.0543   -1.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3285   -3.2889    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252   -2.1094    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859   -2.3569    2.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1062   -2.0891    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4544   -0.0105    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373    1.5669    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694   -0.8370    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946    0.6100    3.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657    0.9234    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3340    2.0776    1.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482    1.3943    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6299    1.0346    2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -0.6889    1.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -1.4148    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9544   -2.1911   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182   -1.2938   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    0.6786   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172   -0.8400   -1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465   -1.3556   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9356    0.1391    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8959    1.5676   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947    0.0821   -2.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1127    1.2147   -2.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2072   -0.4382   -2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9378    3.0506    0.1381 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
(Z)-11-Octadecenoic acid	ChEBI
(Z)-Octadec-11-enoic acid	ChEBI
Asclepic acid	ChEBI
cis-Octadec-11-enoic acid	ChEBI
VACCENIC ACID	ChEBI
(Z)-11-Octadecenoate	Generator
(Z)-Octadec-11-enoate	Generator
Asclepate	Generator
cis-Octadec-11-enoate	Generator
VACCENate	Generator
cis-11-Octadecenoate	Generator
cis-11-Octadecenoic acid	ChEBI
(11Z)-Octadecenoate	HMDB
(11Z)-Octadecenoic acid	HMDB
11-Octadecenoate	HMDB
11-Octadecenoic acid	HMDB
11Z-Octadecenoate	HMDB
11Z-Octadecenoic acid	HMDB
cis-Vaccenate	Generator

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.4614

Monoisotopic Molecular Weight

282.255880332

IUPAC Name

(11Z)-octadec-11-enoic acid

Traditional Name

cis-vaccenic acid

CAS Registry Number

506-17-2

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-FPLPWBNLSA-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:50464 )
Unsaturated fatty acids (LMFA01030076 )

Ontology

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	174.946	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000268

Predicted Molecular Properties

Property	Value	Source
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	37.1 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
DarkChem	[M+H]+	177.106	31661259
DarkChem	[M-H]-	178.523	31661259
DeepCCS	[M+H]+	177.823	30932474
DeepCCS	[M-H]-	173.804	30932474
DeepCCS	[M-2H]-	210.99	30932474
DeepCCS	[M+Na]+	186.887	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. 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
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
cis-Vaccenic acid	CCCCCC\C=C/CCCCCCCCCC(O)=O	3141.9	Standard polar	33892256
cis-Vaccenic acid	CCCCCC\C=C/CCCCCCCCCC(O)=O	2093.7	Standard non polar	33892256
cis-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
cis-Vaccenic acid,1TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)O[Si](C)(C)C	2218.9	Semi standard non polar	33892256
cis-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

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Vaccenic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9740000000-12d0456cbe2e20785a59	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Vaccenic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9541000000-161e2d96dfa373186655	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Vaccenic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Vaccenic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0apl-9200000000-f39f178414756ab6ad8a	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-001i-0090000000-dee621bf09f57d88e5ed	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-001i-9340000000-654e2ea72d5477e26606	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0aou-9000000000-413d3363f22e7baf1df7	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid LC-ESI-QFT , negative-QTOF	splash10-001i-0090000000-58579e8fd3d4191bcfad	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid LC-ESI-QTOF 35V, negative-QTOF	splash10-001i-0090000000-c103acdc552ec63933b3	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid n/a 19V, negative-QTOF	splash10-03di-0090000000-65d62db890dca1a5d687	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - cis-Vaccenic acid 35V, Negative-QTOF	splash10-001i-0090000000-da9002214663921b23ee	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 10V, Positive-QTOF	splash10-00lr-0090000000-1f781254725896ac3b8d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 20V, Positive-QTOF	splash10-0079-5590000000-f37f297862ce49aba569	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 40V, Positive-QTOF	splash10-006x-9830000000-9d6de2e63255b7b0f435	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 10V, Negative-QTOF	splash10-001i-0090000000-431aee5e7f472babb97b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 20V, Negative-QTOF	splash10-001r-1090000000-0721ddce5ca61545b4dd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 40V, Negative-QTOF	splash10-0a4l-9230000000-504045e17f7775e10a62	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 10V, Negative-QTOF	splash10-001i-0090000000-8b8562cadde7e7a8ba4f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 20V, Negative-QTOF	splash10-01q9-1090000000-827ccf4b0fb321cd543d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 40V, Negative-QTOF	splash10-0006-9220000000-9024da2ccb79132d937a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 10V, Positive-QTOF	splash10-00lr-4290000000-ef21daa5591bbeb17f87	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 20V, Positive-QTOF	splash10-067j-9310000000-8cc733ca58b618258ca0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Vaccenic acid 40V, Positive-QTOF	splash10-0aou-9000000000-60e1d3c5c8de0e9f209c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

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

Associated Disorders and Diseases

Disease References

Colorectal cancer

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

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB04801

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002952

KNApSAcK ID

C00000347

Chemspider ID

4445888

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282761

PDB ID

Not Available

ChEBI ID

50464

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for cis-Vaccenic acid (HMDB0240219)

MOL for HMDB0240219 (cis-Vaccenic acid)

3D MOL for HMDB0240219 (cis-Vaccenic acid)

3D SDF for HMDB0240219 (cis-Vaccenic acid)

3D-SDF for HMDB0240219 (cis-Vaccenic acid)

PDB for HMDB0240219 (cis-Vaccenic acid)

3D PDB for HMDB0240219 (cis-Vaccenic acid)

SMILES for HMDB0240219 (cis-Vaccenic acid)

INCHI for HMDB0240219 (cis-Vaccenic acid)

Structure for HMDB0240219 (cis-Vaccenic acid)

3D Structure for HMDB0240219 (cis-Vaccenic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra