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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:17:41 UTC

Update Date

2021-09-24 12:17:41 UTC

HMDB ID

HMDB0304770

Secondary Accession Numbers

None

Metabolite Identification

Common Name

trans-4-Octadecenoic acid

Description

4-octadecenoic 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 very few articles have been published on 4-octadecenoic acid.

Structure

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

HMDB0304770
     RDKit          3D
trans-4-Octadecenoic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.5668   -0.9136    1.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8518    0.1054    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7534    0.4262   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5587    1.0535    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    0.3341    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585    1.1196    1.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    1.3924    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    0.1595   -0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4081   -0.7919    0.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -1.9677   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734   -1.6068   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -0.9388   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1024   -0.6007   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787    0.0605   -1.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.2982   -0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8516    0.9299    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9151    1.3278   -0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5409    0.2272   -1.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6548    0.1799   -2.5977 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803   -0.9000   -0.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6563   -1.4831    1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.4407    2.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4638   -1.6256    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8006   -0.1553   -0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1910    1.0535    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2032    1.0891   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -0.5001   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7928    2.0840    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8631    1.3026   -0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676   -0.6803    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.2680    2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    0.5880    2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    2.1216    2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    1.8986    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161    2.0635   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536    0.5141   -1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -0.4317   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271   -0.3164    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818   -1.1862    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344   -2.4866   -0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5664   -2.7014    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473   -2.5532   -1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4073   -1.0135   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256   -0.0923   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -1.6760   -0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3791   -1.5391   -2.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5640    0.0321   -2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    0.3356   -2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -0.0354    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3245    0.2049    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5477    1.7920    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455    1.8934   -0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614    2.0713   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8263   -0.7189   -0.0301 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  1  0
 13 14  1  0
 14 15  2  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
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 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


  Mrv1652304032018352D          

 22 21  0  0  0  0            999 V2000
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    4.8099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    2.7474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304770

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCCCCCCCCCC)=C(\[H])CCC(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/h14-15H,2-13,16-17H2,1H3,(H,19,20)/b15-14+

> <INCHI_KEY>
OBNDIDKDLXSSCB-CCEZHUSRSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.468

> <EXACT_MASS>
282.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.652449111111764

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-octadec-4-enoic acid

> <ALOGPS_LOGP>
7.80

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.881543944064292

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.40219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-octadecylenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304770
     RDKit          3D
trans-4-Octadecenoic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.5668   -0.9136    1.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8518    0.1054    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7534    0.4262   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5587    1.0535    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    0.3341    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585    1.1196    1.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    1.3924    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    0.1595   -0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4081   -0.7919    0.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -1.9677   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734   -1.6068   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -0.9388   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1024   -0.6007   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787    0.0605   -1.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.2982   -0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8516    0.9299    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9151    1.3278   -0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5409    0.2272   -1.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6548    0.1799   -2.5977 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803   -0.9000   -0.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6563   -1.4831    1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.4407    2.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4638   -1.6256    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8006   -0.1553   -0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1910    1.0535    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2032    1.0891   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -0.5001   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7928    2.0840    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8631    1.3026   -0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676   -0.6803    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.2680    2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    0.5880    2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    2.1216    2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    1.8986    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161    2.0635   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536    0.5141   -1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -0.4317   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271   -0.3164    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818   -1.1862    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344   -2.4866   -0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5664   -2.7014    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473   -2.5532   -1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4073   -1.0135   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256   -0.0923   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -1.6760   -0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3791   -1.5391   -2.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5640    0.0321   -2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    0.3356   -2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -0.0354    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3245    0.2049    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5477    1.7920    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455    1.8934   -0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614    2.0713   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8263   -0.7189   -0.0301 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  1  0
 13 14  1  0
 14 15  2  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
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 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                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.221   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.554   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.888   7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.888   8.978   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.222   9.748   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.222  11.288   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      31.555   8.978   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      26.221   8.978   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      27.554   5.128   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0304770
HETATM    1  C1  UNL     1      -6.567  -0.914   1.567  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.852   0.105   0.523  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.753   0.426  -0.406  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.559   1.054   0.192  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.788   0.334   1.216  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.558   1.120   1.714  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.642   1.392   0.561  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.161   0.159  -0.144  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.408  -0.792   0.745  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.042  -1.968  -0.051  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.973  -1.607  -1.188  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.228  -0.939  -0.675  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.102  -0.601  -1.836  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.379   0.061  -1.420  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.651   0.298  -0.156  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.852   0.930   0.355  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.915   1.328  -0.589  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.541   0.227  -1.344  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.655   0.180  -2.598  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.080  -0.900  -0.683  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.656  -1.483   1.357  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.543  -0.441   2.561  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.464  -1.626   1.562  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.801  -0.155  -0.064  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.191   1.053   1.055  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.203   1.089  -1.219  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.469  -0.500  -0.990  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.793   2.084   0.614  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.863   1.303  -0.673  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.468  -0.680   0.920  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.413   0.268   2.158  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.087   0.588   2.542  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.968   2.122   2.028  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.717   1.899   0.953  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.116   2.064  -0.172  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.554   0.514  -1.013  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.017  -0.432  -0.577  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.427  -0.316   1.280  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.182  -1.186   1.471  1.00  0.00           H  
HETATM   40  H20 UNL     1      -0.834  -2.487  -0.496  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.566  -2.701   0.584  1.00  0.00           H  
HETATM   42  H22 UNL     1       1.247  -2.553  -1.735  1.00  0.00           H  
HETATM   43  H23 UNL     1       0.407  -1.014  -1.918  1.00  0.00           H  
HETATM   44  H24 UNL     1       1.926  -0.092  -0.062  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.783  -1.676  -0.039  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.379  -1.539  -2.354  1.00  0.00           H  
HETATM   47  H27 UNL     1       2.564   0.032  -2.559  1.00  0.00           H  
HETATM   48  H28 UNL     1       5.044   0.336  -2.223  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.860  -0.035   0.540  1.00  0.00           H  
HETATM   50  H30 UNL     1       6.325   0.205   1.092  1.00  0.00           H  
HETATM   51  H31 UNL     1       5.548   1.792   1.037  1.00  0.00           H  
HETATM   52  H32 UNL     1       7.746   1.893  -0.061  1.00  0.00           H  
HETATM   53  H33 UNL     1       6.561   2.071  -1.351  1.00  0.00           H  
HETATM   54  H34 UNL     1       8.826  -0.719  -0.030  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   44   45
CONECT   13   14   46   47
CONECT   14   15   15   48
CONECT   15   16   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0304770
     RDKit          3D
trans-4-Octadecenoic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.5668   -0.9136    1.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8518    0.1054    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7534    0.4262   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5587    1.0535    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    0.3341    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585    1.1196    1.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    1.3924    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1605    0.1595   -0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4081   -0.7919    0.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -1.9677   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734   -1.6068   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -0.9388   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1024   -0.6007   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787    0.0605   -1.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.2982   -0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8516    0.9299    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9151    1.3278   -0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5409    0.2272   -1.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6548    0.1799   -2.5977 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803   -0.9000   -0.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6563   -1.4831    1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.4407    2.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4638   -1.6256    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8006   -0.1553   -0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1910    1.0535    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2032    1.0891   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -0.5001   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7928    2.0840    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8631    1.3026   -0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676   -0.6803    0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.2680    2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    0.5880    2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    2.1216    2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    1.8986    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161    2.0635   -0.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536    0.5141   -1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -0.4317   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271   -0.3164    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818   -1.1862    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344   -2.4866   -0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5664   -2.7014    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473   -2.5532   -1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4073   -1.0135   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9256   -0.0923   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -1.6760   -0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3791   -1.5391   -2.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5640    0.0321   -2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439    0.3356   -2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -0.0354    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3245    0.2049    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5477    1.7920    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455    1.8934   -0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614    2.0713   -1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8263   -0.7189   -0.0301 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  1  0
 13 14  1  0
 14 15  2  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
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 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
4-Octadecenoate	Generator
trans-4-Octadecenoate	Generator
4-Octadecylenate	Generator

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.468

Monoisotopic Molecular Weight

282.255880335

IUPAC Name

(4E)-octadec-4-enoic acid

Traditional Name

4-octadecylenic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCCCCCCC)=C(\[H])CCC(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/h14-15H,2-13,16-17H2,1H3,(H,19,20)/b15-14+

InChI Key

OBNDIDKDLXSSCB-CCEZHUSRSA-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

Unsaturated fatty acids (LMFA01030064 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304770)

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	7.8	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.88	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	37.65 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]+	180.686	30932474
DeepCCS	[M-H]-	178.328	30932474
DeepCCS	[M-2H]-	211.214	30932474
DeepCCS	[M+Na]+	186.779	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	24.2879 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.86 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3146.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	655.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	262.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	382.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	609.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1048.6 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	878.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2263.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	651.2 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	1903.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	839.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	518.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	741.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	622.3 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

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 10V, Positive-QTOF	splash10-014i-0090000000-007b5f19b38e7ba18cf9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 20V, Positive-QTOF	splash10-01bi-3590000000-5cd6d5c6d3991929a826	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 40V, Positive-QTOF	splash10-006x-8930000000-277de12e9e20e10c42c3	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 10V, Negative-QTOF	splash10-001i-0090000000-1b80c5a75129c09b94ae	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 20V, Negative-QTOF	splash10-01qi-0090000000-594a087f3d32d156a36b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 40V, Negative-QTOF	splash10-0a4l-9240000000-046842602b908af90093	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 10V, Positive-QTOF	splash10-00lr-2190000000-4fc5ec9ac266774d8ff8	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 20V, Positive-QTOF	splash10-05u2-9360000000-3488a9980f8ce3218f92	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 40V, Positive-QTOF	splash10-0apm-9100000000-afd387618fee19fcc39c	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 10V, Negative-QTOF	splash10-001i-0090000000-8b8562cadde7e7a8ba4f	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 20V, Negative-QTOF	splash10-001i-1090000000-03b99ec59d3653997080	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4-Octadecenoic acid 40V, Negative-QTOF	splash10-06r7-8290000000-82e804da5c34c6fdfd39	2021-10-22	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

FDB098132

KNApSAcK ID

Not Available

Chemspider ID

4445879

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282752

PDB ID

Not Available

ChEBI ID

Not Available

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 trans-4-Octadecenoic acid (HMDB0304770)

MOL for HMDB0304770 (trans-4-Octadecenoic acid)

3D MOL for HMDB0304770 (trans-4-Octadecenoic acid)

3D SDF for HMDB0304770 (trans-4-Octadecenoic acid)

3D-SDF for HMDB0304770 (trans-4-Octadecenoic acid)

PDB for HMDB0304770 (trans-4-Octadecenoic acid)

3D PDB for HMDB0304770 (trans-4-Octadecenoic acid)

SMILES for HMDB0304770 (trans-4-Octadecenoic acid)

INCHI for HMDB0304770 (trans-4-Octadecenoic acid)

Structure for HMDB0304770 (trans-4-Octadecenoic acid)

3D Structure for HMDB0304770 (trans-4-Octadecenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra