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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:05 UTC

Update Date

2022-03-07 02:52:46 UTC

HMDB ID

HMDB0030964

Secondary Accession Numbers

HMDB30964

Metabolite Identification

Common Name

Linolenelaidic acid

Description

Linolenelaidic acid, also known as linolenelaidate, 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. Based on a literature review a significant number of articles have been published on Linolenelaidic acid.

Structure

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

HMDB0030964
     RDKit          3D
Linolenelaidic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    7.4878   -0.8111   -1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4184    0.2373   -1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423   -0.0793   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2372   -1.1437    0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744   -1.4649    1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265   -0.4303    0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    0.3308    1.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5443    1.3586    1.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    1.2995    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.0350   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    0.7527    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457   -0.6317    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640   -0.7488   -1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    0.1809   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5216    0.2145   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    0.5774    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2284    0.6386    0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904   -0.6614    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3007   -1.7442    0.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2961   -0.6368    0.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3404   -0.5003   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8438   -0.8334   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8230   -1.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0486    0.2697   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    1.2425   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    0.5609   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1197   -1.8073    0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3468   -1.5520    2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353   -2.4257    0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.3594   -0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835    0.2404    2.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    2.3440    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990    1.2593    2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    1.4965   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1866    1.0146   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445    0.9316    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    1.5377    0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8084   -1.3229    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4200   -0.9009    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1775   -0.7133   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546   -1.8429   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7685    1.2779   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666    0.0328   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0622   -0.7548   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0673    1.0271   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3901   -0.2173    1.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913    1.5641    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3893    1.0096    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7034    1.3659   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8059   -0.3946   -0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

Structure #1
  Mrv0541 02241206202D          

 20 19  0  0  0  0            999 V2000
    0.8546    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030964

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC=CCC=CCC=CCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)

> <INCHI_KEY>
DTOSIQBPPRVQHS-UHFFFAOYSA-N

> <FORMULA>
C18H30O2

> <MOLECULAR_WEIGHT>
278.4296

> <EXACT_MASS>
278.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.75131956937435

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadeca-9,12,15-trienoic acid

> <ALOGPS_LOGP>
6.62

> <JCHEM_LOGP>
6.059955137666666

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
89.63539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.66e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octadeca-9,12,15-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030964
     RDKit          3D
Linolenelaidic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    7.4878   -0.8111   -1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4184    0.2373   -1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423   -0.0793   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2372   -1.1437    0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744   -1.4649    1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265   -0.4303    0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    0.3308    1.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5443    1.3586    1.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    1.2995    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.0350   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    0.7527    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457   -0.6317    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640   -0.7488   -1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    0.1809   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5216    0.2145   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    0.5774    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2284    0.6386    0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904   -0.6614    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3007   -1.7442    0.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2961   -0.6368    0.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3404   -0.5003   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8438   -0.8334   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8230   -1.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0486    0.2697   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    1.2425   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    0.5609   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1197   -1.8073    0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3468   -1.5520    2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353   -2.4257    0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.3594   -0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835    0.2404    2.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    2.3440    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990    1.2593    2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    1.4965   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1866    1.0146   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445    0.9316    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    1.5377    0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8084   -1.3229    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4200   -0.9009    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1775   -0.7133   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546   -1.8429   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7685    1.2779   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666    0.0328   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0622   -0.7548   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0673    1.0271   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3901   -0.2173    1.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913    1.5641    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3893    1.0096    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7034    1.3659   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8059   -0.3946   -0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.595  11.701   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.262  10.931   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.262   9.391   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.072   8.621   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.072   7.081   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.262   6.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+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                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0030964
HETATM    1  C1  UNL     1       7.488  -0.811  -1.170  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.418   0.237  -1.364  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.242  -0.079  -0.499  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.237  -1.144   0.285  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.074  -1.465   1.145  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.027  -0.430   0.935  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.598   0.331   1.924  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.544   1.359   1.671  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.181   1.300   0.245  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.001   1.035  -0.186  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.168   0.753   0.650  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.746  -0.632   0.396  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.164  -0.749  -1.011  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.143   0.181  -1.549  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.522   0.215  -1.048  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.706   0.577   0.376  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.228   0.639   0.663  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.890  -0.661   0.490  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.301  -1.744   0.252  1.00  0.00           O  
HETATM   20  O2  UNL     1      -8.296  -0.637   0.609  1.00  0.00           O  
HETATM   21  H1  UNL     1       8.340  -0.500  -1.837  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.844  -0.833  -0.133  1.00  0.00           H  
HETATM   23  H3  UNL     1       7.138  -1.823  -1.453  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.049   0.270  -2.405  1.00  0.00           H  
HETATM   25  H5  UNL     1       6.824   1.242  -1.134  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.368   0.561  -0.493  1.00  0.00           H  
HETATM   27  H7  UNL     1       6.120  -1.807   0.298  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.347  -1.552   2.216  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.635  -2.426   0.760  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.641  -0.359  -0.082  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.984   0.240   2.926  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.078   2.344   1.817  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.699   1.259   2.345  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.964   1.497  -0.519  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.187   1.015  -1.282  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.044   0.932   1.728  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.938   1.538   0.345  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.808  -1.323   0.527  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.420  -0.901   1.185  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.178  -0.713  -1.617  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.455  -1.843  -1.235  1.00  0.00           H  
HETATM   42  H22 UNL     1      -2.768   1.278  -1.465  1.00  0.00           H  
HETATM   43  H23 UNL     1      -3.167   0.033  -2.705  1.00  0.00           H  
HETATM   44  H24 UNL     1      -5.062  -0.755  -1.281  1.00  0.00           H  
HETATM   45  H25 UNL     1      -5.067   1.027  -1.644  1.00  0.00           H  
HETATM   46  H26 UNL     1      -4.390  -0.217   1.112  1.00  0.00           H  
HETATM   47  H27 UNL     1      -4.291   1.564   0.595  1.00  0.00           H  
HETATM   48  H28 UNL     1      -6.389   1.010   1.716  1.00  0.00           H  
HETATM   49  H29 UNL     1      -6.703   1.366  -0.037  1.00  0.00           H  
HETATM   50  H30 UNL     1      -8.806  -0.395  -0.238  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    4   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7    7   30
CONECT    7    8   31
CONECT    8    9   32   33
CONECT    9   10   10   34
CONECT   10   11   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   19   20
CONECT   20   50
END

HMDB0030964
     RDKit          3D
Linolenelaidic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    7.4878   -0.8111   -1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4184    0.2373   -1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423   -0.0793   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2372   -1.1437    0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744   -1.4649    1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0265   -0.4303    0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    0.3308    1.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5443    1.3586    1.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    1.2995    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.0350   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679    0.7527    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457   -0.6317    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640   -0.7488   -1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    0.1809   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5216    0.2145   -1.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064    0.5774    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2284    0.6386    0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904   -0.6614    0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3007   -1.7442    0.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2961   -0.6368    0.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3404   -0.5003   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8438   -0.8334   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8230   -1.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0486    0.2697   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236    1.2425   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    0.5609   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1197   -1.8073    0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3468   -1.5520    2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353   -2.4257    0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.3594   -0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835    0.2404    2.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    2.3440    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990    1.2593    2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    1.4965   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1866    1.0146   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445    0.9316    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    1.5377    0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8084   -1.3229    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4200   -0.9009    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1775   -0.7133   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4546   -1.8429   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7685    1.2779   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666    0.0328   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0622   -0.7548   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0673    1.0271   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3901   -0.2173    1.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913    1.5641    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3893    1.0096    1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7034    1.3659   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8059   -0.3946   -0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linolenelaidate	Generator
(9E,12E,15E)-9,12,15-Octadecatrienoate	HMDB
(9E,12E,15E)-9,12,15-Octadecatrienoic acid	HMDB
Elaidolinolenic acid	HMDB
Octadeca-9,12,15-trienoate	Generator

Chemical Formula

C₁₈H₃₀O₂

Average Molecular Weight

278.4296

Monoisotopic Molecular Weight

278.224580204

IUPAC Name

octadeca-9,12,15-trienoic acid

Traditional Name

octadeca-9,12,15-trienoic acid

CAS Registry Number

28290-79-1

SMILES

CCC=CCC=CCC=CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)

InChI Key

DTOSIQBPPRVQHS-UHFFFAOYSA-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030964)
Membrane (HMDB: HMDB0030964)

Biofluid or Excreta

Urine (HMDB: HMDB0030964)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030964)

Source

Endogenous

Endogenous (HMDB: HMDB0030964)

Animal

Animal (HMDB: HMDB0030964)

Exogenous

Food

Food (HMDB: HMDB0030964)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030964)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030964)

Cellular process

Cell signaling (HMDB: HMDB0030964)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030964)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030964)

Nutrient

Nutrient (HMDB: HMDB0030964)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030964)

Emulsifier (HMDB: HMDB0030964)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	29.5 - 30 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.12 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.46	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00027 g/L	ALOGPS
logP	6.62	ALOGPS
logP	6.06	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.99	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	13	ChemAxon
Refractivity	89.64 m³·mol⁻¹	ChemAxon
Polarizability	34.75 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.181	31661259
DarkChem	[M-H]-	176.875	31661259
DeepCCS	[M+H]+	169.333	30932474
DeepCCS	[M-H]-	165.362	30932474
DeepCCS	[M-2H]-	202.84	30932474
DeepCCS	[M+Na]+	178.523	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	178.4	32859911
AllCCS	[M+Na]+	179.2	32859911
AllCCS	[M-H]-	176.9	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	180.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linolenelaidic acid	CCC=CCC=CCC=CCCCCCCCC(O)=O	3410.4	Standard polar	33892256
Linolenelaidic acid	CCC=CCC=CCC=CCCCCCCCC(O)=O	2036.2	Standard non polar	33892256
Linolenelaidic acid	CCC=CCC=CCC=CCCCCCCCC(O)=O	2154.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Linolenelaidic acid,1TMS,isomer #1	CCC=CCC=CCC=CCCCCCCCC(=O)O[Si](C)(C)C	2212.0	Semi standard non polar	33892256
Linolenelaidic acid,1TBDMS,isomer #1	CCC=CCC=CCC=CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2453.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Linolenelaidic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052e-6950000000-27037263e74c8119ead0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linolenelaidic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00ds-6931000000-657fa0cc66a206a36409	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linolenelaidic acid 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linolenelaidic acid LC-ESI-QTOF , negative-QTOF	splash10-004i-0090000000-52a7bd13b96756162f93	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linolenelaidic acid LC-ESI-QTOF , negative-QTOF	splash10-004i-0290000000-d21f7619608b77a07a5c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linolenelaidic acid 20V, Negative-QTOF	splash10-004i-0290000000-d21f7619608b77a07a5c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linolenelaidic acid 10V, Negative-QTOF	splash10-004i-0090000000-52a7bd13b96756162f93	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Negative-QTOF	splash10-004i-0090000000-2c8589c5d08d8c4782d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Negative-QTOF	splash10-057i-0090000000-f55152ce1b46a77a0fdf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Negative-QTOF	splash10-0a4l-9230000000-58b2d129efc47d6f2858	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Negative-QTOF	splash10-004i-0090000000-12da14b99ffff5280158	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Negative-QTOF	splash10-056r-1090000000-d080ea128304563043e5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Negative-QTOF	splash10-0006-9410000000-e063dc1f49167283e26d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Positive-QTOF	splash10-03di-0090000000-b8724c7de296f2ed9648	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Positive-QTOF	splash10-02wc-5690000000-a08736b39427cdc3b463	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Positive-QTOF	splash10-014l-7920000000-096b63c4e210fb9b34ee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Positive-QTOF	splash10-01t9-3590000000-875b4a247401e04bb876	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Positive-QTOF	splash10-05o1-9610000000-9dee0c8ef42b21eeb46e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Positive-QTOF	splash10-05po-9100000000-1de719f1f7474b200cb6	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB002947

KNApSAcK ID

Not Available

Chemspider ID

837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

860

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1110711

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Linolenelaidic acid (HMDB0030964)

MOL for HMDB0030964 (Linolenelaidic acid)

3D MOL for HMDB0030964 (Linolenelaidic acid)

3D SDF for HMDB0030964 (Linolenelaidic acid)

3D-SDF for HMDB0030964 (Linolenelaidic acid)

PDB for HMDB0030964 (Linolenelaidic acid)

3D PDB for HMDB0030964 (Linolenelaidic acid)

SMILES for HMDB0030964 (Linolenelaidic acid)

INCHI for HMDB0030964 (Linolenelaidic acid)

Structure for HMDB0030964 (Linolenelaidic acid)

3D Structure for HMDB0030964 (Linolenelaidic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra