MiMeDB: Showing metabocard for 11Z-Octadecenoic acid (MMDBc0060335)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2023-02-09 19:21:23 UTC

Update Date

2024-10-10 01:28:23 UTC

Metabolite ID

MMDBc0060335

Metabolite Identification

Common Name

11Z-Octadecenoic 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. Based on a literature review a significant number of articles have been published on cis-11-Octadecenoic acid.

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>
MMDBc0060335

> <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-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

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

Molecular Formula

C₁₈H₃₄O₂

Average Mass

282.4614

Monoisotopic Mass

282.255880332

IUPAC Name

(11Z)-octadec-11-enoic acid

Traditional Name

cis-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-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 )

Functional Ontology

Not Available

Physical Properties

State

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	37.1 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9740000000-12d0456cbe2e20785a59	2017-08-28	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9541000000-161e2d96dfa373186655	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
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	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-001i-9340000000-654e2ea72d5477e26606	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0aou-9000000000-413d3363f22e7baf1df7	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-0090000000-58579e8fd3d4191bcfad	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative	splash10-001i-0090000000-c103acdc552ec63933b3	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 19V, negative	splash10-03di-0090000000-65d62db890dca1a5d687	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-001i-0090000000-da9002214663921b23ee	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-0090000000-1f781254725896ac3b8d	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-5590000000-f37f297862ce49aba569	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006x-9830000000-9d6de2e63255b7b0f435	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-431aee5e7f472babb97b	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001r-1090000000-0721ddce5ca61545b4dd	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9230000000-504045e17f7775e10a62	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-8b8562cadde7e7a8ba4f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-1090000000-827ccf4b0fb321cd543d	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9220000000-9024da2ccb79132d937a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-4290000000-ef21daa5591bbeb17f87	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-067j-9310000000-8cc733ca58b618258ca0	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-9000000000-60e1d3c5c8de0e9f209c	2021-09-25	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0apl-9200000000-f39f178414756ab6ad8a	2015-03-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2012-12-05	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0240219

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

References

Synthesis Reference

Not Available

General References

Showing metabocard for 11Z-Octadecenoic acid (MMDBc0060335)

MOL for #<Metabolite:0x00007f46eef53868>

3D MOL for #<Metabolite:0x00007f46eef53868>

3D SDF for #<Metabolite:0x00007f46eef53868>

3D-SDF for #<Metabolite:0x00007f46eef53868>

PDB for #<Metabolite:0x00007f46eef53868>

3D PDB for #<Metabolite:0x00007f46eef53868>

SMILES for #<Metabolite:0x00007f46eef53868>

INCHI for #<Metabolite:0x00007f46eef53868>

Structure for #<Metabolite:0x00007f46eef53868>

3D Structure for #<Metabolite:0x00007f46eef53868>