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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:18:24 UTC

Update Date

2022-03-07 03:17:59 UTC

HMDB ID

HMDB0062784

Secondary Accession Numbers

HMDB62784

Metabolite Identification

Common Name

Octadecadienoate

Description

Octadecadienoate belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Octadecadienoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0062784
     RDKit          3D
Octadecadienoate
 52 51  0  0  0  0  0  0  0  0999 V2000
   -6.5017    3.5237   -1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3476    3.1573   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1153    2.3165    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975    1.0059   -0.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258    0.2827   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963   -1.0321   -0.9144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -1.6301   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -0.7181   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645   -1.3523   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628   -0.3740   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -0.9319   -0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -2.2493   -0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245   -2.7703   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -1.7946   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610   -1.1543    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5995   -0.4300    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3018   -0.6105    2.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240    0.0999    3.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6406   -0.1054    4.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0698    0.9743    3.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263    3.0372   -2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5380    3.1973   -1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3844    4.6403   -1.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2065    4.1159    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2360    2.6950    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.8083   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    2.0124    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1844    1.2236   -1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    0.4580   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    0.1115    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    0.9881   -0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -1.7269   -0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833   -0.9151   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -1.7713    0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -2.5993   -0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622    0.2665   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2171   -0.6278   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -2.3317   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913   -1.5134    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -0.2613   -1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9602    0.6232   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -0.1533   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456   -0.9930    0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256   -2.9951   -0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -2.1268   -1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -3.0575    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698   -3.6774   -0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -1.6816   -1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723   -0.2984   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4032    0.2834    1.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323   -1.3183    2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970    1.9532    3.8431 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  2  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
 17 51  1  0
 20 52  1  0
M  END


  Mrv0541 09041213012D          

 24 23  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
   16.1901    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    3.9849    0.0000 C   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
   17.6190    3.5724    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
   15.4756    4.8099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    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  2  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
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062784

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCCCCCCCCCC)=C(\[H])/C(/[H])=C(\[H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h14-17H,2-13H2,1H3,(H,19,20)/b15-14+,17-16+

> <INCHI_KEY>
ADHNUPOJJCKWRT-JLXBFWJWSA-N

> <FORMULA>
C18H32O2

> <MOLECULAR_WEIGHT>
280.4455

> <EXACT_MASS>
280.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.91156719024099

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E)-octadeca-2,4-dienoic acid

> <ALOGPS_LOGP>
7.80

> <JCHEM_LOGP>
6.781621940666667

> <ALOGPS_LOGS>
-6.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.944465468321387

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
88.49549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.89e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-octadeca-2,4-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062784
     RDKit          3D
Octadecadienoate
 52 51  0  0  0  0  0  0  0  0999 V2000
   -6.5017    3.5237   -1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3476    3.1573   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1153    2.3165    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975    1.0059   -0.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258    0.2827   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963   -1.0321   -0.9144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -1.6301   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -0.7181   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645   -1.3523   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628   -0.3740   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -0.9319   -0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -2.2493   -0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245   -2.7703   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -1.7946   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610   -1.1543    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5995   -0.4300    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3018   -0.6105    2.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240    0.0999    3.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6406   -0.1054    4.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0698    0.9743    3.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263    3.0372   -2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5380    3.1973   -1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3844    4.6403   -1.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2065    4.1159    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2360    2.6950    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.8083   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    2.0124    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1844    1.2236   -1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    0.4580   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    0.1115    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    0.9881   -0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -1.7269   -0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833   -0.9151   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -1.7713    0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -2.5993   -0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622    0.2665   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2171   -0.6278   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -2.3317   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913   -1.5134    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -0.2613   -1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9602    0.6232   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -0.1533   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456   -0.9930    0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256   -2.9951   -0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -2.1268   -1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -3.0575    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698   -3.6774   -0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -1.6816   -1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723   -0.2984   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4032    0.2834    1.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323   -1.3183    2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970    1.9532    3.8431 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  2  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
 17 51  1  0
 20 52  1  0
M  END

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.000   0.000   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   23                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0062784
HETATM    1  C1  UNL     1      -6.502   3.524  -1.574  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.348   3.157  -0.119  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.115   2.316   0.142  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.197   1.006  -0.690  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.926   0.283  -0.279  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.696  -1.032  -0.914  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.405  -1.630  -0.403  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.256  -0.718  -0.742  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.065  -1.352  -0.269  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.163  -0.374  -0.647  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.474  -0.932  -0.175  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.807  -2.249  -0.785  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.124  -2.770  -0.174  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.209  -1.795  -0.430  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.861  -1.154   0.392  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.600  -0.430   1.297  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.302  -0.611   2.636  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.024   0.100   3.612  1.00  0.00           C  
HETATM   19  O1  UNL     1       6.641  -0.105   4.837  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.070   0.974   3.504  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.726   3.037  -2.223  1.00  0.00           H  
HETATM   22  H2  UNL     1      -7.538   3.197  -1.879  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.384   4.640  -1.724  1.00  0.00           H  
HETATM   24  H4  UNL     1      -6.207   4.116   0.458  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.236   2.695   0.333  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.220   2.808  -0.246  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.032   2.012   1.171  1.00  0.00           H  
HETATM   28  H8  UNL     1      -5.184   1.224  -1.751  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.106   0.458  -0.370  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.068   0.112   0.835  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.086   0.988  -0.443  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.556  -1.727  -0.715  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.583  -0.915  -2.035  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.511  -1.771   0.695  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.189  -2.599  -0.921  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.262   0.267  -0.301  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.217  -0.628  -1.860  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.149  -2.332  -0.764  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.091  -1.513   0.806  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.248  -0.261  -1.743  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.960   0.623  -0.249  1.00  0.00           H  
HETATM   42  H22 UNL     1       3.262  -0.153  -0.467  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.446  -0.993   0.945  1.00  0.00           H  
HETATM   44  H24 UNL     1       2.026  -2.995  -0.677  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.976  -2.127  -1.885  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.968  -3.057   0.860  1.00  0.00           H  
HETATM   47  H27 UNL     1       4.370  -3.677  -0.787  1.00  0.00           H  
HETATM   48  H28 UNL     1       5.513  -1.682  -1.484  1.00  0.00           H  
HETATM   49  H29 UNL     1       6.272  -0.298  -0.650  1.00  0.00           H  
HETATM   50  H30 UNL     1       7.403   0.283   1.172  1.00  0.00           H  
HETATM   51  H31 UNL     1       5.532  -1.318   2.836  1.00  0.00           H  
HETATM   52  H32 UNL     1       7.997   1.953   3.843  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   17   50
CONECT   17   18   51
CONECT   18   19   19   20
CONECT   20   52
END

HMDB0062784
     RDKit          3D
Octadecadienoate
 52 51  0  0  0  0  0  0  0  0999 V2000
   -6.5017    3.5237   -1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3476    3.1573   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1153    2.3165    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1975    1.0059   -0.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258    0.2827   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963   -1.0321   -0.9144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -1.6301   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -0.7181   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645   -1.3523   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628   -0.3740   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740   -0.9319   -0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -2.2493   -0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245   -2.7703   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -1.7946   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8610   -1.1543    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5995   -0.4300    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3018   -0.6105    2.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240    0.0999    3.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6406   -0.1054    4.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0698    0.9743    3.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263    3.0372   -2.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5380    3.1973   -1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3844    4.6403   -1.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2065    4.1159    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2360    2.6950    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.8083   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    2.0124    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1844    1.2236   -1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    0.4580   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0684    0.1115    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    0.9881   -0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5560   -1.7269   -0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833   -0.9151   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -1.7713    0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -2.5993   -0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622    0.2665   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2171   -0.6278   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -2.3317   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913   -1.5134    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -0.2613   -1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9602    0.6232   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -0.1533   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456   -0.9930    0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256   -2.9951   -0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -2.1268   -1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9676   -3.0575    0.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698   -3.6774   -0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -1.6816   -1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723   -0.2984   -0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4032    0.2834    1.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323   -1.3183    2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970    1.9532    3.8431 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  2  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
 17 51  1  0
 20 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Octadecadienoic acid	Generator
7 trans,9 cis-Octadecadienoic acid	MeSH
2,4-Octadecadienoate	Generator

Chemical Formula

C₁₈H₃₂O₂

Average Molecular Weight

280.4455

Monoisotopic Molecular Weight

280.240230268

IUPAC Name

(2E,4E)-octadeca-2,4-dienoic acid

Traditional Name

(2E,4E)-octadeca-2,4-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCCCCCCC)=C(\[H])/C(/[H])=C(\[H])C(O)=O

InChI Identifier

InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h14-17H,2-13H2,1H3,(H,19,20)/b15-14+,17-16+

InChI Key

ADHNUPOJJCKWRT-JLXBFWJWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
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 (LMFA01030306 )

Ontology

Not Available

Not Available

Not Available

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	7.9e-05 g/l	ALOGPS
LogP	7.80	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.8	ALOGPS
logP	6.78	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	4.94	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	14	ChemAxon
Refractivity	88.5 m³·mol⁻¹	ChemAxon
Polarizability	36.91 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
DeepCCS	[M+H]+	193.009	30932474
DeepCCS	[M-H]-	189.557	30932474
DeepCCS	[M-2H]-	225.116	30932474
DeepCCS	[M+Na]+	201.403	30932474
AllCCS	[M+H]+	177.3	32859911
AllCCS	[M+H-H2O]+	174.2	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	177.9	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octadecadienoate	[H]\C(CCCCCCCCCCCCC)=C(\[H])/C(/[H])=C(\[H])C(O)=O	3210.6	Standard polar	33892256
Octadecadienoate	[H]\C(CCCCCCCCCCCCC)=C(\[H])/C(/[H])=C(\[H])C(O)=O	2080.6	Standard non polar	33892256
Octadecadienoate	[H]\C(CCCCCCCCCCCCC)=C(\[H])/C(/[H])=C(\[H])C(O)=O	2212.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Octadecadienoate,1TMS,isomer #1	CCCCCCCCCCCCC/C=C/C=C/C(=O)O[Si](C)(C)C	2341.5	Semi standard non polar	33892256
Octadecadienoate,1TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/C=C/C(=O)O[Si](C)(C)C(C)(C)C	2593.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Octadecadienoate GC-MS (1 TMS)	splash10-001i-9611000000-a0176d00895851c050ea	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecadienoate GC-MS (1 TMS)	splash10-003s-9810000000-dfc50ae92f0fc26ab75a	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecadienoate GC-MS (1 TMS)	splash10-0043-8911000000-4468b81ce48db399629c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecadienoate GC-MS (1 TMS)	splash10-0059-9800000000-c33a2992f85265149d5e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecadienoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ou-7940000000-c601d057830c7c96958e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecadienoate GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9451000000-8f32ce8826cc9830479d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecadienoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 10V, Positive-QTOF	splash10-03di-0090000000-3748c907c3f27314fd9b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 20V, Positive-QTOF	splash10-044s-3390000000-82296711ddea3a91ad29	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 40V, Positive-QTOF	splash10-00kf-8920000000-5359de1ce4520733df7f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 10V, Negative-QTOF	splash10-004i-0090000000-c7ab366a6a25c17ff9c6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 20V, Negative-QTOF	splash10-01ti-0090000000-7dee51510be9d0b938c7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 40V, Negative-QTOF	splash10-06rx-9360000000-185285f22bbe2b6ca832	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 10V, Negative-QTOF	splash10-004i-0090000000-0d2c0523ee5882f045e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 20V, Negative-QTOF	splash10-004i-0090000000-a18a8803e71efc546b25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 40V, Negative-QTOF	splash10-0006-3690000000-9713a18e79773a70aa3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 10V, Positive-QTOF	splash10-01q9-1190000000-c7a1a8d234c301e1229d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 20V, Positive-QTOF	splash10-074j-8590000000-e68da5c92519434e3a98	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecadienoate 40V, Positive-QTOF	splash10-0apm-9200000000-429512b8bb93b6a5ab5a	2021-09-23	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Octadecadienoic acid

METLIN ID

Not Available

PubChem Compound

5312457

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Octadecadienoate (HMDB0062784)

MOL for HMDB0062784 (Octadecadienoate)

3D MOL for HMDB0062784 (Octadecadienoate)

3D SDF for HMDB0062784 (Octadecadienoate)

3D-SDF for HMDB0062784 (Octadecadienoate)

PDB for HMDB0062784 (Octadecadienoate)

3D PDB for HMDB0062784 (Octadecadienoate)

SMILES for HMDB0062784 (Octadecadienoate)

INCHI for HMDB0062784 (Octadecadienoate)

Structure for HMDB0062784 (Octadecadienoate)

3D Structure for HMDB0062784 (Octadecadienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra