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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 01:08:29 UTC

Update Date

2021-09-24 01:08:29 UTC

HMDB ID

HMDB0303337

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Octadecenoic acid

Description

petroselaidic acid, also known as 6E-octadecenoic acid or octadec-6t-ensaeure, 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 very few articles have been published on petroselaidic acid.

Structure

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

HMDB0303337
     RDKit          3D
6-Octadecenoic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.5569    0.7158   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267    1.4561   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488    1.5169   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    0.1076    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786   -0.0025    1.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7561    0.6353    1.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    0.0326   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535   -1.4230    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -1.9582   -1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -1.2560   -1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791   -1.4206   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504   -0.6933   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -1.3842   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8600   -0.6844   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7614   -0.8813    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728   -0.2176    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9203    1.2387   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3439    1.9814    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794    1.4022    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0910    3.3432    0.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4959    1.1634   -1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6510    0.7619    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4813   -0.3620   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610    0.8715   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5720    2.4729   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9128    2.0402    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    2.0887   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -0.4078   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -0.4078    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5925    0.4276    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -1.0689    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7997    1.7184    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.4572    1.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    0.2623   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508    0.5731   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938   -1.6118    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774   -2.0064    0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981   -3.0659   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509   -1.8326   -2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -1.6711   -2.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375   -0.1936   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -2.4667    0.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504   -0.8407    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226    0.3653   -0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -2.4525   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6450    0.3789   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -1.1750   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370   -0.5492    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9645   -1.9705    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7752   -0.3893    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4940   -0.6731   -0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3487    1.4239   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9463    1.6752   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0940    3.9558    1.6806 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 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


  Mrv1652303202021142D          

 20 19  0  0  0  0            999 V2000
   -1.4300   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1450   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5747   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2896   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1444   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0046   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7194   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5738   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4364   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7194    0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7187   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4364   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  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
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303337

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCC\C=C\CCCCC(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/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12+

> <INCHI_KEY>
CNVZJPUDSLNTQU-OUKQBFOZSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.65679002943827

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E)-octadec-6-enoic acid

> <ALOGPS_LOGP>
7.72

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.885821319747302

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.4022

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
petroselenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303337
     RDKit          3D
6-Octadecenoic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.5569    0.7158   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267    1.4561   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488    1.5169   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    0.1076    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786   -0.0025    1.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7561    0.6353    1.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    0.0326   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535   -1.4230    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -1.9582   -1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -1.2560   -1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791   -1.4206   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504   -0.6933   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -1.3842   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8600   -0.6844   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7614   -0.8813    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728   -0.2176    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9203    1.2387   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3439    1.9814    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794    1.4022    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0910    3.3432    0.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4959    1.1634   -1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6510    0.7619    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4813   -0.3620   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610    0.8715   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5720    2.4729   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9128    2.0402    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    2.0887   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -0.4078   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -0.4078    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5925    0.4276    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -1.0689    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7997    1.7184    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.4572    1.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    0.2623   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508    0.5731   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938   -1.6118    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774   -2.0064    0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981   -3.0659   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509   -1.8326   -2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -1.6711   -2.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375   -0.1936   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -2.4667    0.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504   -0.8407    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226    0.3653   -0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -2.4525   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6450    0.3789   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -1.1750   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370   -0.5492    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9645   -1.9705    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7752   -0.3893    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4940   -0.6731   -0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3487    1.4239   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9463    1.6752   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0940    3.9558    1.6806 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 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                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -2.669  -0.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.335  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.004  -1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.001  -0.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.338  -0.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.335  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.673  -1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.386   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.007  -0.386   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.003  -1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.342  -1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -0.386   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.676  -0.386   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.671  -1.155   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -12.015  -1.155   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0     -10.676   1.155   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.007  -0.386   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.339  -1.155   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.675  -0.386   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.015  -1.155   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17                                                       
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0303337
HETATM    1  C1  UNL     1       7.557   0.716  -0.870  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.327   1.456  -1.356  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.349   1.517  -0.177  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.037   0.108   0.202  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.079  -0.003   1.359  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.756   0.635   1.092  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.038   0.033  -0.089  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.753  -1.423   0.075  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.046  -1.958  -1.139  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.255  -1.256  -1.370  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.179  -1.421  -0.184  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.450  -0.693  -0.513  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.566  -1.384  -0.542  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.860  -0.684  -0.868  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.761  -0.881   0.339  1.00  0.00           C  
HETATM   16  C16 UNL     1      -7.073  -0.218   0.073  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.920   1.239  -0.171  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.344   1.981   0.964  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.079   1.402   2.024  1.00  0.00           O  
HETATM   20  O2  UNL     1      -6.091   3.343   0.854  1.00  0.00           O  
HETATM   21  H1  UNL     1       8.496   1.163  -1.279  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.651   0.762   0.235  1.00  0.00           H  
HETATM   23  H3  UNL     1       7.481  -0.362  -1.128  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.861   0.871  -2.194  1.00  0.00           H  
HETATM   25  H5  UNL     1       6.572   2.473  -1.706  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.913   2.040   0.634  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.475   2.089  -0.526  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.625  -0.408  -0.700  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.989  -0.408   0.440  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.593   0.428   2.249  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.925  -1.069   1.597  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.800   1.718   0.935  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.113   0.457   1.982  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.602   0.262  -0.995  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.051   0.573  -0.160  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.094  -1.612   0.956  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.677  -2.006   0.300  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.898  -3.066  -1.051  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.651  -1.833  -2.066  1.00  0.00           H  
HETATM   40  H20 UNL     1      -0.786  -1.671  -2.280  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.138  -0.194  -1.580  1.00  0.00           H  
HETATM   42  H22 UNL     1      -1.385  -2.467   0.060  1.00  0.00           H  
HETATM   43  H23 UNL     1      -0.750  -0.841   0.683  1.00  0.00           H  
HETATM   44  H24 UNL     1      -2.423   0.365  -0.715  1.00  0.00           H  
HETATM   45  H25 UNL     1      -3.577  -2.453  -0.335  1.00  0.00           H  
HETATM   46  H26 UNL     1      -4.645   0.379  -1.007  1.00  0.00           H  
HETATM   47  H27 UNL     1      -5.266  -1.175  -1.769  1.00  0.00           H  
HETATM   48  H28 UNL     1      -5.237  -0.549   1.234  1.00  0.00           H  
HETATM   49  H29 UNL     1      -5.964  -1.970   0.495  1.00  0.00           H  
HETATM   50  H30 UNL     1      -7.775  -0.389   0.926  1.00  0.00           H  
HETATM   51  H31 UNL     1      -7.494  -0.673  -0.867  1.00  0.00           H  
HETATM   52  H32 UNL     1      -6.349   1.424  -1.118  1.00  0.00           H  
HETATM   53  H33 UNL     1      -7.946   1.675  -0.410  1.00  0.00           H  
HETATM   54  H34 UNL     1      -6.094   3.956   1.681  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   34   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   13   44
CONECT   13   14   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

HMDB0303337
     RDKit          3D
6-Octadecenoic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.5569    0.7158   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267    1.4561   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488    1.5169   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    0.1076    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786   -0.0025    1.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7561    0.6353    1.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    0.0326   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535   -1.4230    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -1.9582   -1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -1.2560   -1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791   -1.4206   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4504   -0.6933   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -1.3842   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8600   -0.6844   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7614   -0.8813    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0728   -0.2176    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9203    1.2387   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3439    1.9814    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794    1.4022    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0910    3.3432    0.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4959    1.1634   -1.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6510    0.7619    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4813   -0.3620   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610    0.8715   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5720    2.4729   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9128    2.0402    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    2.0887   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -0.4078   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -0.4078    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5925    0.4276    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -1.0689    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7997    1.7184    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.4572    1.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    0.2623   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508    0.5731   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938   -1.6118    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6774   -2.0064    0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981   -3.0659   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509   -1.8326   -2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -1.6711   -2.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375   -0.1936   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -2.4667    0.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504   -0.8407    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226    0.3653   -0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -2.4525   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6450    0.3789   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -1.1750   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370   -0.5492    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9645   -1.9705    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7752   -0.3893    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4940   -0.6731   -0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3487    1.4239   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9463    1.6752   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0940    3.9558    1.6806 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 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
6E-Octadecenoic acid	ChEBI
Octadec-6t-enoic acid	ChEBI
Octadec-6t-ensaeure	ChEBI
trans-6-Octadecenoic acid	ChEBI
trans-Delta(6)-Octadecenoic acid	ChEBI
trans-Octadec-6-enoic acid	ChEBI
6E-Octadecenoate	Generator
Octadec-6t-enoate	Generator
trans-6-Octadecenoate	Generator
trans-delta(6)-Octadecenoate	Generator
trans-Δ(6)-octadecenoate	Generator
trans-Δ(6)-octadecenoic acid	Generator
trans-Octadec-6-enoate	Generator
Petroselaidate	Generator
Petroselenic acid	MeSH
Petroselinic acid	MeSH
Petroselinic acid, (e)-isomer	MeSH
Petroselinic acid, (Z)-isomer	MeSH
Petroselinic acid, sodium salt, (Z)-isomer	MeSH
6-Octadecenoate	Generator

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.4614

Monoisotopic Molecular Weight

282.255880332

IUPAC Name

(6E)-octadec-6-enoic acid

Traditional Name

petroselenic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC\C=C\CCCCC(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/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12+

InChI Key

CNVZJPUDSLNTQU-OUKQBFOZSA-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

octadec-6-enoic acid (CHEBI:30829 )
Unsaturated fatty acids (LMFA01030067 )

Ontology

Not Available

Exogenous (HMDB: HMDB0303337)

Food

Herb and spice

Herb

Dill (FooDB: FOOD00013)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.72	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.89	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	37.66 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
AllCCS	[M+H]+	179.569	32859911
AllCCS	[M+H-H2O]+	176.578	32859911
AllCCS	[M+Na]+	183.137	32859911
AllCCS	[M+NH4]+	182.341	32859911
AllCCS	[M-H]-	179.428	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	182.877	32859911
DeepCCS	[M+H]+	175.524	30932474
DeepCCS	[M-H]-	171.505	30932474
DeepCCS	[M-2H]-	208.857	30932474
DeepCCS	[M+Na]+	184.631	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	24.6874 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.9 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2543.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	461.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	246.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	228.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	171.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	766.1 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	775.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1607.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	535.3 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	1846.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	481.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	624.8 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	9.3 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 10V, Positive-QTOF	splash10-00lr-0090000000-2974141038ed15c88780	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 20V, Positive-QTOF	splash10-01bi-3690000000-5adf754223a5d1b0454c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 40V, Positive-QTOF	splash10-006x-8930000000-46a003c6ec476363e14b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 10V, Negative-QTOF	splash10-001i-0090000000-f0e7bcdc491383b7e254	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 20V, Negative-QTOF	splash10-001r-1090000000-5c0f89f012fa34d58535	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 40V, Negative-QTOF	splash10-0a4i-9230000000-d4a51bb41317cdba5d11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 10V, Positive-QTOF	splash10-00lr-2190000000-431e9d46ab1b353c03e4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 20V, Positive-QTOF	splash10-05nb-9520000000-a105cfcc2e8bdbf85fe6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 40V, Positive-QTOF	splash10-0a4m-9000000000-4f913ba39936bf42fbe3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 10V, Negative-QTOF	splash10-001i-0090000000-8b8562cadde7e7a8ba4f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 20V, Negative-QTOF	splash10-01q9-1090000000-de0b9a5a9fd4731b57b1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Octadecenoic acid 40V, Negative-QTOF	splash10-0006-9120000000-53ca828fdedf1b6b5354	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030008

KNApSAcK ID

Not Available

Chemspider ID

4445881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282754

PDB ID

Not Available

ChEBI ID

30829

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 6-Octadecenoic acid (HMDB0303337)

MOL for HMDB0303337 (6-Octadecenoic acid)

3D MOL for HMDB0303337 (6-Octadecenoic acid)

3D SDF for HMDB0303337 (6-Octadecenoic acid)

3D-SDF for HMDB0303337 (6-Octadecenoic acid)

PDB for HMDB0303337 (6-Octadecenoic acid)

3D PDB for HMDB0303337 (6-Octadecenoic acid)

SMILES for HMDB0303337 (6-Octadecenoic acid)

INCHI for HMDB0303337 (6-Octadecenoic acid)

Structure for HMDB0303337 (6-Octadecenoic acid)

3D Structure for HMDB0303337 (6-Octadecenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra