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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-05-22 20:46:11 UTC

Update Date

2022-03-07 02:49:30 UTC

HMDB ID

HMDB0006270

Secondary Accession Numbers

HMDB06270

Metabolite Identification

Common Name

Linoelaidic acid

Description

Linoelaidic acid is an isomer of linoleic acid, or conjugated linoleic acid (CLA), a derivative of a fatty acid linoleic acid. Conjugated linoleic acid (CLA) isomers, a group of positional and geometric isomers of linoleic acid [18:2(n-6)], have been studied extensively due to their ability to modulate cancer, atherosclerosis, obesity, immune function and diabetes in a variety of experimental models. CLA's ability to modulate human obesity remains controversial because data from clinical trials using mixed isomers are conflicting. (PMID 10759137 ). Trans fatty acids are characteristically produced during industrial hydrogenation of plant oils.

Structure

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

HMDB0006270
     RDKit          3D
Linoelaidic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.5911    1.8760    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9858    0.9684   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8763   -0.4160   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2922   -1.3677   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965   -0.9413   -1.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024   -0.8916   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    0.2103   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    0.2668    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1026    0.6788    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0867   -0.1153    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    0.2934    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -0.7284   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067   -0.4415   -0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209   -0.4037    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5663   -0.1012   -0.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6724   -0.0408    0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525    0.2601   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0685    0.3289    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8247    0.1423    2.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3449    0.5941    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2101    2.6305   -0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1818    1.2471    1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7367    2.3671    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7022    0.8952   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0133    1.3716   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2291   -0.4301    0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8794   -0.7629    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9453   -1.5796   -2.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1374   -2.3533   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5153   -1.7172   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390    0.0153   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -1.7985    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425    1.1088   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4298   -0.6824    1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495    1.0010    1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738    1.6501    0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2492   -1.0682    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497    1.3065    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9277    0.2742    1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.7155    0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1425   -0.7093   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -1.2330   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2554    0.5190   -1.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -1.4198    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.3723    1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4731    0.9187   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7969   -0.7973   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118   -0.9889    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4254    0.7972    1.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8895    1.2516   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -0.5150   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5751    1.0403   -0.3640 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END

LMFA01030123
  Mrv1652303312018262D          

 20 19  0  0  0  0            999 V2000
   12.1444    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4299    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8590    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5734    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2879    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0024    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7169    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4314    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1459    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8604    5.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1459    6.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7155    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0010    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2866    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5722    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8577    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1433    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7144    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  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
  9 11  2  0  0  0  0
 12  2  2  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  1  0  0  0  0
 20 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006270

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C\C\C=C\CCCCCCCC(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/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6+,10-9+

> <INCHI_KEY>
OYHQOLUKZRVURQ-AVQMFFATSA-N

> <FORMULA>
C18H32O2

> <MOLECULAR_WEIGHT>
280.4455

> <EXACT_MASS>
280.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
35.44594461144679

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E,12E)-octadeca-9,12-dienoic acid

> <ALOGPS_LOGP>
7.06

> <JCHEM_LOGP>
6.421876794333333

> <ALOGPS_LOGS>
-6.26

> <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>
88.5188

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
linoelaidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006270
     RDKit          3D
Linoelaidic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.5911    1.8760    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9858    0.9684   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8763   -0.4160   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2922   -1.3677   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965   -0.9413   -1.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024   -0.8916   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    0.2103   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    0.2668    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1026    0.6788    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0867   -0.1153    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    0.2934    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -0.7284   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067   -0.4415   -0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209   -0.4037    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5663   -0.1012   -0.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6724   -0.0408    0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525    0.2601   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0685    0.3289    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8247    0.1423    2.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3449    0.5941    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2101    2.6305   -0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1818    1.2471    1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7367    2.3671    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7022    0.8952   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0133    1.3716   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2291   -0.4301    0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8794   -0.7629    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9453   -1.5796   -2.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1374   -2.3533   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5153   -1.7172   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390    0.0153   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -1.7985    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425    1.1088   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4298   -0.6824    1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495    1.0010    1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738    1.6501    0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2492   -1.0682    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497    1.3065    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9277    0.2742    1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.7155    0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1425   -0.7093   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -1.2330   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2554    0.5190   -1.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -1.4198    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.3723    1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4731    0.9187   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7969   -0.7973   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118   -0.9889    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4254    0.7972    1.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8895    1.2516   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -0.5150   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5751    1.0403   -0.3640 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END

HEADER    PROTEIN                                 31-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LMFA01030123                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAR-20         0                                  
HETATM    1  C   UNK     0      22.670   9.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.336  10.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.003  10.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.337   9.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.671  10.565   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.004   9.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.338  10.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.672   9.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.006  10.565   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      33.339   9.795   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      32.006  12.105   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      20.002   9.796   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.669  10.565   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.335   9.796   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.001  10.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.668   9.796   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.334  10.565   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.001   9.796   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.667  10.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.333   9.796   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1   12                                                       
CONECT    3    1    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   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    2   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                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0006270
HETATM    1  C1  UNL     1      -7.591   1.876   0.321  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.986   0.968  -0.758  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.876  -0.416  -0.163  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.292  -1.368  -1.154  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.896  -0.941  -1.597  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.002  -0.892  -0.412  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.377   0.210  -0.013  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.480   0.267   1.173  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.103   0.679   0.810  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.087  -0.115   1.049  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.284   0.293   0.688  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.812  -0.728  -0.292  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.207  -0.441  -0.752  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.221  -0.404   0.338  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.566  -0.101  -0.320  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.672  -0.041   0.708  1.00  0.00           C  
HETATM   17  C17 UNL     1       7.953   0.260  -0.028  1.00  0.00           C  
HETATM   18  C18 UNL     1       9.068   0.329   0.941  1.00  0.00           C  
HETATM   19  O1  UNL     1       8.825   0.142   2.157  1.00  0.00           O  
HETATM   20  O2  UNL     1      10.345   0.594   0.498  1.00  0.00           O  
HETATM   21  H1  UNL     1      -8.210   2.631  -0.205  1.00  0.00           H  
HETATM   22  H2  UNL     1      -8.182   1.247   1.015  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.737   2.367   0.824  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.702   0.895  -1.608  1.00  0.00           H  
HETATM   25  H5  UNL     1      -6.013   1.372  -1.066  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.229  -0.430   0.741  1.00  0.00           H  
HETATM   27  H7  UNL     1      -7.879  -0.763   0.106  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.945  -1.580  -2.003  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.137  -2.353  -0.625  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.515  -1.717  -2.299  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.939   0.015  -2.146  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.861  -1.799   0.143  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.542   1.109  -0.596  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.430  -0.682   1.713  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.949   1.001   1.891  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.974   1.650   0.344  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.249  -1.068   1.510  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.250   1.306   0.269  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.928   0.274   1.618  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.740  -1.715   0.176  1.00  0.00           H  
HETATM   41  H21 UNL     1       1.143  -0.709  -1.177  1.00  0.00           H  
HETATM   42  H22 UNL     1       3.502  -1.233  -1.469  1.00  0.00           H  
HETATM   43  H23 UNL     1       3.255   0.519  -1.302  1.00  0.00           H  
HETATM   44  H24 UNL     1       4.298  -1.420   0.788  1.00  0.00           H  
HETATM   45  H25 UNL     1       4.051   0.372   1.093  1.00  0.00           H  
HETATM   46  H26 UNL     1       5.473   0.919  -0.757  1.00  0.00           H  
HETATM   47  H27 UNL     1       5.797  -0.797  -1.137  1.00  0.00           H  
HETATM   48  H28 UNL     1       6.712  -0.989   1.251  1.00  0.00           H  
HETATM   49  H29 UNL     1       6.425   0.797   1.392  1.00  0.00           H  
HETATM   50  H30 UNL     1       7.890   1.252  -0.531  1.00  0.00           H  
HETATM   51  H31 UNL     1       8.195  -0.515  -0.785  1.00  0.00           H  
HETATM   52  H32 UNL     1      10.575   1.040  -0.364  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    7   32
CONECT    7    8   33
CONECT    8    9   34   35
CONECT    9   10   10   36
CONECT   10   11   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   19   20
CONECT   20   52
END

HMDB0006270
     RDKit          3D
Linoelaidic acid
 52 51  0  0  0  0  0  0  0  0999 V2000
   -7.5911    1.8760    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9858    0.9684   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8763   -0.4160   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2922   -1.3677   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965   -0.9413   -1.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024   -0.8916   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    0.2103   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    0.2668    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1026    0.6788    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0867   -0.1153    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841    0.2934    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -0.7284   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067   -0.4415   -0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209   -0.4037    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5663   -0.1012   -0.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6724   -0.0408    0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525    0.2601   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0685    0.3289    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8247    0.1423    2.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3449    0.5941    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2101    2.6305   -0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1818    1.2471    1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7367    2.3671    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7022    0.8952   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0133    1.3716   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2291   -0.4301    0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8794   -0.7629    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9453   -1.5796   -2.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1374   -2.3533   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5153   -1.7172   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390    0.0153   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606   -1.7985    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425    1.1088   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4298   -0.6824    1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495    1.0010    1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738    1.6501    0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2492   -1.0682    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497    1.3065    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9277    0.2742    1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.7155    0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1425   -0.7093   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -1.2330   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2554    0.5190   -1.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -1.4198    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.3723    1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4731    0.9187   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7969   -0.7973   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118   -0.9889    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4254    0.7972    1.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8895    1.2516   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949   -0.5150   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5751    1.0403   -0.3640 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
18:2, N-6,9 all-trans	ChEBI
9E,12E-Octadecadienoic acid	ChEBI
C18:2, N-6,9 all-trans	ChEBI
trans-9,trans-12-Linoleic acid	ChEBI
9E,12E-Octadecadienoate	Generator
trans-9,trans-12-Linoleate	Generator
Linoelaidate	Generator
(9E,12E)-9,12-Octadecadienoate	HMDB
(9E,12E)-9,12-Octadecadienoic acid	HMDB
9,12-Octadecadienoic acid	MeSH, HMDB
Linoleic acid	MeSH, HMDB
Linoleic acid, (Z,Z)-isomer, 14C-labeled	MeSH, HMDB
Linolelaidic acid	MeSH, HMDB
cis,cis-9,12-Octadecadienoic acid	MeSH, HMDB
Linoleic acid, (e,e)-isomer	MeSH, HMDB
Linoleic acid, (Z,Z)-isomer	MeSH, HMDB
Linoleic acid, ammonium salt, (Z,Z)-isomer	MeSH, HMDB
Linoleic acid, potassium salt, (Z,Z)-isomer	MeSH, HMDB
Linoelaidic acid, (e,Z)-isomer	MeSH, HMDB
9 trans,12 trans Octadecadienoic acid	MeSH, HMDB
Linoleic acid, sodium salt, (e,e)-isomer	MeSH, HMDB
Linoleic acid, sodium salt, (Z,Z)-isomer	MeSH, HMDB
Acid, 9,12-octadecadienoic	MeSH, HMDB
trans,trans-9,12-Octadecadienoic acid	MeSH, HMDB
Linoleic acid, (Z,e)-isomer	MeSH, HMDB
9,12 Octadecadienoic acid	MeSH, HMDB
Linoleic acid, calcium salt, (Z,Z)-isomer	MeSH, HMDB
9-trans,12-trans-Octadecadienoic acid	MeSH, HMDB
Linoleate	MeSH, HMDB, Generator

Chemical Formula

C₁₈H₃₂O₂

Average Molecular Weight

280.4455

Monoisotopic Molecular Weight

280.240230268

IUPAC Name

(9E,12E)-octadeca-9,12-dienoic acid

Traditional Name

linoelaidic acid

CAS Registry Number

506-21-8

SMILES

CCCCC\C=C\C\C=C\CCCCCCCC(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/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6+,10-9+

InChI Key

OYHQOLUKZRVURQ-AVQMFFATSA-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

omega-6 fatty acid (CHEBI:75108 )
octadecadienoic acid (CHEBI:75108 )
Unsaturated fatty acids (LMFA01030123 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 25961003)

Cellular substructure

Excreta

Biofluid or Excreta

Feces (PMID: 22411374)
Urine (HMDB: HMDB0006270)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006270)

Source

Endogenous

Endogenous (HMDB: HMDB0006270)

Plant

Plant (HMDB: HMDB0006270)
Cucurbitaceae (HMDB: HMDB0006270)

Animal

Animal (HMDB: HMDB0006270)

Exogenous

Food

Food (HMDB: HMDB0006270)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Vegetable

Fruit vegetable

Green bell pepper (FooDB: FOOD00877)
Red bell pepper (FooDB: FOOD00880)

Gourd

Green zucchini (FooDB: FOOD00875)

Exogenous (HMDB: HMDB0006270)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006270)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006270)

Lipid metabolism pathway (HMDB: HMDB0006270)

Cellular process

Cell signaling (HMDB: HMDB0006270)

Biochemical process

Lipid transport (HMDB: HMDB0006270)

Role

Biological role

Energy source (HMDB: HMDB0006270)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006270)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	28 - 29 °C	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
Water Solubility	0.00015 g/L	ALOGPS
logP	7.06	ALOGPS
logP	6.42	ChemAxon
logS	-6.3	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	14	ChemAxon
Refractivity	88.52 m³·mol⁻¹	ChemAxon
Polarizability	35.45 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]+	178.462	31661259
DarkChem	[M-H]-	176.309	31661259
DeepCCS	[M+H]+	176.077	30932474
DeepCCS	[M-H]-	172.537	30932474
DeepCCS	[M-2H]-	208.602	30932474
DeepCCS	[M+Na]+	184.892	30932474
AllCCS	[M+H]+	177.4	32859911
AllCCS	[M+H-H2O]+	174.3	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	181.0	32859911
AllCCS	[M-H]-	178.5	32859911
AllCCS	[M+Na-2H]-	180.1	32859911
AllCCS	[M+HCOO]-	181.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linoelaidic acid	CCCCC\C=C\C\C=C\CCCCCCCC(O)=O	3266.3	Standard polar	33892256
Linoelaidic acid	CCCCC\C=C\C\C=C\CCCCCCCC(O)=O	2067.0	Standard non polar	33892256
Linoelaidic acid	CCCCC\C=C\C\C=C\CCCCCCCC(O)=O	2140.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Linoelaidic acid,1TMS,isomer #1	CCCCC/C=C/C/C=C/CCCCCCCC(=O)O[Si](C)(C)C	2216.7	Semi standard non polar	33892256
Linoelaidic acid,1TBDMS,isomer #1	CCCCC/C=C/C/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2459.4	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 - Linoelaidic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-9750000000-50d69948d56dd2ba6e42	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linoelaidic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0079-9631000000-cc93c24bbf14d81ae9b6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linoelaidic 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 - Linoelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 20V, Negative-QTOF	splash10-0udi-0009000000-4dd23c77f8e48c0ab9ec	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF , Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 30V, Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-004i-0090000000-dd6cf3859995c0ba8be8	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 20V, Negative-QTOF	splash10-004i-0090000000-fdabfebc98e900a3a52b	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF , Negative-QTOF	splash10-004i-0091000000-d8e32f26b102cfd39457	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid ESI-TOF 30V, Negative-QTOF	splash10-004i-0090000000-e1aa5a6fc5d53c0d0cb6	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid LC-ESI-TOF , negative-QTOF	splash10-004i-0090000000-dd6cf3859995c0ba8be8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid LC-ESI-TOF , negative-QTOF	splash10-004i-0090000000-fdabfebc98e900a3a52b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid LC-ESI-TOF , negative-QTOF	splash10-004i-0090000000-e1aa5a6fc5d53c0d0cb6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid 20V, Positive-QTOF	splash10-004i-0090000000-fdabfebc98e900a3a52b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid 10V, Positive-QTOF	splash10-004i-0090000000-dd6cf3859995c0ba8be8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Linoelaidic acid 30V, Positive-QTOF	splash10-004i-0090000000-e1aa5a6fc5d53c0d0cb6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 10V, Positive-QTOF	splash10-01q9-0190000000-76fe39ad6bbee3f769e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 20V, Positive-QTOF	splash10-0239-5690000000-9af1d7ecbc9ccf182d61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 40V, Positive-QTOF	splash10-006x-8930000000-0032f23abecb3b362ff2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 10V, Negative-QTOF	splash10-004i-0090000000-b26f2ec0d32875acf897	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 20V, Negative-QTOF	splash10-004r-1090000000-08e28514e79444592bb5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 40V, Negative-QTOF	splash10-0a4l-9230000000-d3f27ea65196f222f6cd	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 10V, Negative-QTOF	splash10-004i-0090000000-03fd7d53d39127d02766	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 20V, Negative-QTOF	splash10-01t9-1090000000-e5b6404e73269d5a2528	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoelaidic acid 40V, Negative-QTOF	splash10-0006-9210000000-da81d6d1d7b1e626e905	2021-09-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Both	Normal	22411374	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Lung cancer	25961003	details

Associated Disorders and Diseases

Disease References

Lung Cancer
Chen Y, Ma Z, Min L, Li H, Wang B, Zhong J, Dai L: Biomarker identification and pathway analysis by serum metabolomics of lung cancer. Biomed Res Int. 2015;2015:183624. doi: 10.1155/2015/183624. Epub 2015 Apr 16. [PubMed:25961003 ]

Associated OMIM IDs

211980 (Lung Cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023868

KNApSAcK ID

C00036669

Chemspider ID

4445609

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

2217974

Wikipedia Link

Linoelaidic_acid

METLIN ID

Not Available

PubChem Compound

5282457

PDB ID

Not Available

ChEBI ID

75108

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Gunstone, Frank D.; Lie Ken Jie, M. Fatty acids. 24. Synthesis of ten octadecadiynoic acids and of the related cis,cis- and trans,trans-octadecadienoic acids. Chemistry and Physics of Lipids (1970), 4(1), 1-14.

Material Safety Data Sheet (MSDS)

Not Available

General References

MacDonald HB: Conjugated linoleic acid and disease prevention: a review of current knowledge. J Am Coll Nutr. 2000 Apr;19(2 Suppl):111S-118S. [PubMed:10759137 ]

Showing metabocard for Linoelaidic acid (HMDB0006270)

MOL for HMDB0006270 (Linoelaidic acid)

3D MOL for HMDB0006270 (Linoelaidic acid)

3D SDF for HMDB0006270 (Linoelaidic acid)

3D-SDF for HMDB0006270 (Linoelaidic acid)

PDB for HMDB0006270 (Linoelaidic acid)

3D PDB for HMDB0006270 (Linoelaidic acid)

SMILES for HMDB0006270 (Linoelaidic acid)

INCHI for HMDB0006270 (Linoelaidic acid)

Structure for HMDB0006270 (Linoelaidic acid)

3D Structure for HMDB0006270 (Linoelaidic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra