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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-06-03 20:33:59 UTC

Update Date

2022-03-07 02:51:23 UTC

HMDB ID

HMDB0012328

Secondary Accession Numbers

HMDB12328

Metabolite Identification

Common Name

Palmitelaidic acid

Description

Palmitelaidic acid is a trans fatty acid (the trans isomer of palmitoleic acid). Trans fatty acids are known to cause changes in plasma lipids and lipoprotein phenotypes, but the mechanisms involved are unknown. The major dietary sources of trans fatty acids are partly hydrogenated vegetable oils, mainly elaidic acid (t-18:1D9). Additional sources are animal and dairy fats [palmitelaidic acid (t-16:1D9) and t-vaccenic acid (t-18:1D11)] and partly hydrogenated fish oils. (very-long-chain trans fatty acids, ie, >C22) (PMID: 9734731 ). Palmitelaidic acid has been reported as the predominant trans-16:1 isomer in cheeses made with goat and ewe milks (PMID: 11026624 ).

Structure

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

HMDB0012328
     RDKit          3D
Palmitelaidic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.5166    1.0396   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260    0.0330    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1301    0.7619   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9723   -0.1162    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.2720   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -2.1648   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4275   -1.3817   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -1.1636    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6735   -0.3709    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.1580   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    1.0254   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863    0.6218   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035    0.2682    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847   -0.0860    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2940    1.0043    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6844    0.4899    0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2988    0.4242    1.5274 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3362    0.0670   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1101    1.7266   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3836    0.4580   -0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    1.5763    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4312   -0.7759   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6799   -0.3782    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    1.6616    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098    1.1069   -1.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -0.4452    1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0519    0.5365    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550   -0.8529   -1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934   -1.8682   -0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -2.5953    0.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -2.9895   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -0.9584   -1.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -1.5764    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594    0.3589    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621   -1.1690    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962   -0.7258   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841    0.7371   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9178    2.0276   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1838    1.4700   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1478    1.5175   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273   -0.1999   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140   -0.5791    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745    1.1296    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197   -0.2994    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6029   -1.0085    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    1.8710    1.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476    1.3374   -0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016   -0.4313   -1.4688 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  2  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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 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
 18 48  1  0
M  END


  Mrv0541 02231217332D          

 18 17  0  0  0  0            999 V2000
   -2.7177    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    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
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012328

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC\C=C\CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7+

> <INCHI_KEY>
SECPZKHBENQXJG-BQYQJAHWSA-N

> <FORMULA>
C16H30O2

> <MOLECULAR_WEIGHT>
254.4082

> <EXACT_MASS>
254.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.37275717171883

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E)-hexadec-9-enoic acid

> <ALOGPS_LOGP>
6.71

> <JCHEM_LOGP>
5.894661121

> <ALOGPS_LOGS>
-5.76

> <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>
78.20019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.47e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-palmitoleic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012328
     RDKit          3D
Palmitelaidic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.5166    1.0396   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260    0.0330    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1301    0.7619   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9723   -0.1162    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.2720   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -2.1648   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4275   -1.3817   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -1.1636    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6735   -0.3709    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.1580   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    1.0254   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863    0.6218   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035    0.2682    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847   -0.0860    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2940    1.0043    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6844    0.4899    0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2988    0.4242    1.5274 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3362    0.0670   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1101    1.7266   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3836    0.4580   -0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    1.5763    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4312   -0.7759   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6799   -0.3782    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    1.6616    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098    1.1069   -1.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -0.4452    1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0519    0.5365    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550   -0.8529   -1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934   -1.8682   -0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -2.5953    0.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -2.9895   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -0.9584   -1.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -1.5764    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594    0.3589    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621   -1.1690    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962   -0.7258   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841    0.7371   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9178    2.0276   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1838    1.4700   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1478    1.5175   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273   -0.1999   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140   -0.5791    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745    1.1296    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197   -0.2994    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6029   -1.0085    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    1.8710    1.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476    1.3374   -0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016   -0.4313   -1.4688 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  2  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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 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
 18 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.073   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.739   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   18  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   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0012328
HETATM    1  C1  UNL     1      -7.517   1.040  -0.341  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.426   0.033   0.021  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.130   0.762  -0.051  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.972  -0.116   0.304  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.891  -1.272  -0.642  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.683  -2.165  -0.284  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.427  -1.382  -0.385  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.594  -1.164   0.609  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.673  -0.371   0.497  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.943   0.158  -0.835  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.125   1.025  -0.954  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.486   0.622  -0.643  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.904   0.268   0.719  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.385  -0.086   0.756  1.00  0.00           C  
HETATM   15  C15 UNL     1       6.294   1.004   0.317  1.00  0.00           C  
HETATM   16  C16 UNL     1       7.684   0.490   0.423  1.00  0.00           C  
HETATM   17  O1  UNL     1       8.299   0.424   1.527  1.00  0.00           O  
HETATM   18  O2  UNL     1       8.336   0.067  -0.712  1.00  0.00           O  
HETATM   19  H1  UNL     1      -7.110   1.727  -1.087  1.00  0.00           H  
HETATM   20  H2  UNL     1      -8.384   0.458  -0.703  1.00  0.00           H  
HETATM   21  H3  UNL     1      -7.818   1.576   0.568  1.00  0.00           H  
HETATM   22  H4  UNL     1      -6.431  -0.776  -0.738  1.00  0.00           H  
HETATM   23  H5  UNL     1      -6.680  -0.378   1.005  1.00  0.00           H  
HETATM   24  H6  UNL     1      -5.131   1.662   0.608  1.00  0.00           H  
HETATM   25  H7  UNL     1      -5.010   1.107  -1.115  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.035  -0.445   1.368  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.052   0.537   0.237  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.655  -0.853  -1.659  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.793  -1.868  -0.745  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.802  -2.595   0.724  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.671  -2.990  -1.000  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.178  -0.958  -1.347  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.822  -1.576   1.580  1.00  0.00           H  
HETATM   34  H16 UNL     1       0.759   0.359   1.303  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.462  -1.169   0.702  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.996  -0.726  -1.569  1.00  0.00           H  
HETATM   37  H19 UNL     1       0.084   0.737  -1.285  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.918   2.028  -0.399  1.00  0.00           H  
HETATM   39  H21 UNL     1       2.184   1.470  -2.031  1.00  0.00           H  
HETATM   40  H22 UNL     1       4.148   1.517  -0.940  1.00  0.00           H  
HETATM   41  H23 UNL     1       3.827  -0.200  -1.344  1.00  0.00           H  
HETATM   42  H24 UNL     1       3.414  -0.579   1.204  1.00  0.00           H  
HETATM   43  H25 UNL     1       3.774   1.130   1.432  1.00  0.00           H  
HETATM   44  H26 UNL     1       5.620  -0.299   1.832  1.00  0.00           H  
HETATM   45  H27 UNL     1       5.603  -1.008   0.197  1.00  0.00           H  
HETATM   46  H28 UNL     1       6.244   1.871   1.041  1.00  0.00           H  
HETATM   47  H29 UNL     1       6.148   1.337  -0.722  1.00  0.00           H  
HETATM   48  H30 UNL     1       7.902  -0.431  -1.469  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    8   32
CONECT    8    9   33
CONECT    9   10   34   35
CONECT   10   11   36   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   17   18
CONECT   18   48
END

HMDB0012328
     RDKit          3D
Palmitelaidic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
   -7.5166    1.0396   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260    0.0330    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1301    0.7619   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9723   -0.1162    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -1.2720   -0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -2.1648   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4275   -1.3817   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -1.1636    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6735   -0.3709    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.1580   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    1.0254   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863    0.6218   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035    0.2682    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847   -0.0860    0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2940    1.0043    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6844    0.4899    0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2988    0.4242    1.5274 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3362    0.0670   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1101    1.7266   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3836    0.4580   -0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    1.5763    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4312   -0.7759   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6799   -0.3782    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    1.6616    0.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0098    1.1069   -1.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -0.4452    1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0519    0.5365    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550   -0.8529   -1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934   -1.8682   -0.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -2.5953    0.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -2.9895   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -0.9584   -1.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -1.5764    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594    0.3589    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621   -1.1690    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962   -0.7258   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841    0.7371   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9178    2.0276   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1838    1.4700   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1478    1.5175   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273   -0.1999   -1.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140   -0.5791    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745    1.1296    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197   -0.2994    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6029   -1.0085    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    1.8710    1.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476    1.3374   -0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016   -0.4313   -1.4688 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  2  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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 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
 18 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9E)-Hexadecenoic acid	ChEBI
(e)-9-Hexadecenoicacid	ChEBI
9-trans-Hexadecenoic acid	ChEBI
t-16:1D9	ChEBI
t-9-Hexadecenoic acid	ChEBI
trans-9-Hexadecenoic acid	ChEBI
trans-Delta(9)-Hexadecenoic acid	ChEBI
trans-Palmitoleic acid	ChEBI
(9E)-Hexadecenoate	Generator
9-trans-Hexadecenoate	Generator
t-9-Hexadecenoate	Generator
trans-9-Hexadecenoate	Generator
trans-delta(9)-Hexadecenoate	Generator
trans-Δ(9)-hexadecenoate	Generator
trans-Δ(9)-hexadecenoic acid	Generator
trans-Palmitoleate	Generator
Palmitelaidate	Generator
Palmitoleic acid	MeSH
Palmitoleic acid, (Z)-isomer	MeSH
Palmitoleic acid, sodium salt, (Z)-isomer	MeSH
C16:1 trans-9	MeSH
Palmitoleate	MeSH
Palmitoleic acid, (e)-isomer	MeSH
Palmitoleic acid, potassium salt, (Z)-isomer	MeSH
(9E)-9-Hexadecenoate	HMDB
(9E)-9-Hexadecenoic acid	HMDB
(e)-9-Hexadecenoate	HMDB
(e)-9-Hexadecenoic acid	HMDB
(e)-Hexadec-9-enoate	HMDB
(e)-Hexadec-9-enoic acid	HMDB
trans-9-Palmitoleate	Generator
Palmitelaidic acid	MeSH

Chemical Formula

C₁₆H₃₀O₂

Average Molecular Weight

254.4082

Monoisotopic Molecular Weight

254.224580204

IUPAC Name

(9E)-hexadec-9-enoic acid

Traditional Name

trans-palmitoleic acid

CAS Registry Number

10030-73-6

SMILES

CCCCCC\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7+

InChI Key

SECPZKHBENQXJG-BQYQJAHWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:59265 )
monounsaturated fatty acid (CHEBI:59265 )
Unsaturated fatty acids (LMFA01030057 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21359215)
Saliva (HMDB: HMDB0012328)

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0012328)

Excreta

Biofluid or Excreta

Feces (PMID: 24029555)
Urine (HMDB: HMDB0012328)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012328)

Source

Exogenous

Exogenous (HMDB: HMDB0012328)

Food

Food (HMDB: HMDB0012328)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Endogenous

Endogenous (HMDB: HMDB0012328)

Animal

Animal (HMDB: HMDB0012328)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012328)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012328)

Lipid metabolism pathway (HMDB: HMDB0012328)

Cellular process

Cell signaling (HMDB: HMDB0012328)

Biochemical process

Lipid transport (HMDB: HMDB0012328)

Role

Biological role

Energy source (HMDB: HMDB0012328)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012328)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	363.00 to 364.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.13 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.635 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00045 g/L	ALOGPS
logP	6.71	ALOGPS
logP	5.89	ChemAxon
logS	-5.8	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	78.2 m³·mol⁻¹	ChemAxon
Polarizability	33.37 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]+	168.203	31661259
DarkChem	[M-H]-	170.307	31661259
DeepCCS	[M+H]+	170.663	30932474
DeepCCS	[M-H]-	166.643	30932474
DeepCCS	[M-2H]-	204.099	30932474
DeepCCS	[M+Na]+	179.874	30932474
AllCCS	[M+H]+	170.1	32859911
AllCCS	[M+H-H2O]+	166.9	32859911
AllCCS	[M+NH4]+	173.1	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	171.5	32859911
AllCCS	[M+Na-2H]-	172.9	32859911
AllCCS	[M+HCOO]-	174.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.29 minutes	32390414
Predicted by Siyang on May 30, 2022	22.3118 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.94 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2923.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	614.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	242.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	370.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	566.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	977.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	777.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2081.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	613.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1782.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	760.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	480.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	648.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	589.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Palmitelaidic acid	CCCCCC\C=C\CCCCCCCC(O)=O	2908.9	Standard polar	33892256
Palmitelaidic acid	CCCCCC\C=C\CCCCCCCC(O)=O	1900.8	Standard non polar	33892256
Palmitelaidic acid	CCCCCC\C=C\CCCCCCCC(O)=O	1956.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Palmitelaidic acid,1TMS,isomer #1	CCCCCC/C=C/CCCCCCCC(=O)O[Si](C)(C)C	2021.5	Semi standard non polar	33892256
Palmitelaidic acid,1TBDMS,isomer #1	CCCCCC/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2269.4	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 - Palmitelaidic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8910000000-20fcd1fc2d9e095b2c24	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palmitelaidic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9630000000-7eda678c0ecd65b2e479	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palmitelaidic 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 - Palmitelaidic acid ESI-TOF , Negative-QTOF	splash10-004i-0093020000-3713e3e16e9fc8ff9d4e	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-0udi-0091010000-7210516a6de9436dfaef	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 20V, Negative-QTOF	splash10-0udi-0091010000-7210516a6de9436dfaef	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 30V, Negative-QTOF	splash10-0udi-1590500110-437a071e7d08786be604	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF , Negative-QTOF	splash10-0udi-0090000000-15955555bad036fe5887	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-0udi-0091010000-7210516a6de9436dfaef	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 20V, Negative-QTOF	splash10-0udi-0090000000-dc1afa2b2526cfadca3b	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 10V, Negative-QTOF	splash10-0udi-0090000000-e0fb9e9cfc066f8f8275	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid ESI-TOF 30V, Negative-QTOF	splash10-0udi-1590500110-437a071e7d08786be604	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid LC-ESI-TOF , negative-QTOF	splash10-0udi-0090000000-dc1afa2b2526cfadca3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid LC-ESI-TOF , negative-QTOF	splash10-0udi-0090000000-e0fb9e9cfc066f8f8275	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid LC-ESI-TOF , negative-QTOF	splash10-0udi-1590500110-437a071e7d08786be604	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 10V, Positive-QTOF	splash10-0udi-0090000000-e0fb9e9cfc066f8f8275	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 30V, Positive-QTOF	splash10-0udi-1590300110-1fd83ca98726c802644e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 90V, Negative-QTOF	splash10-03xr-9100000000-753b931fdaad64d31b10	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 75V, Negative-QTOF	splash10-03di-9100000000-95d9bf8269a7484bde2b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 15V, Negative-QTOF	splash10-0udi-0090000000-ba595d75ac5ffd8e39a1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 30V, Negative-QTOF	splash10-0udi-0090000000-6798051e8e1a3c6902b0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Palmitelaidic acid 60V, Negative-QTOF	splash10-03xu-9400000000-97d42bdb3850c52e063b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitelaidic acid 10V, Positive-QTOF	splash10-0a4r-0190000000-b90e88fd05f27a8c6a11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitelaidic acid 20V, Positive-QTOF	splash10-0a4i-8890000000-9443f26541262f6a5367	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitelaidic acid 40V, Positive-QTOF	splash10-052f-9600000000-48491c01799873ccfd89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitelaidic acid 10V, Negative-QTOF	splash10-0udi-0090000000-66b803b008379629bb01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitelaidic acid 20V, Negative-QTOF	splash10-0zfr-1090000000-14c3fbae6fab6e807e87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitelaidic acid 40V, Negative-QTOF	splash10-0a4i-9320000000-9d124393fa8133067dd9	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	1.97 +/- 1.4 uM	Adult (>18 years old)	Both	Normal	21359215	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24029555	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details

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

FDB028947

KNApSAcK ID

C00052377

Chemspider ID

4445872

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282745

PDB ID

Not Available

ChEBI ID

59265

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1440291

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Mao YY, Bai JQ, Chen JH, Shou ZF, He Q, Wu JY, Chen Y, Cheng YY: A pilot study of GC/MS-based serum metabolic profiling of acute rejection in renal transplantation. Transpl Immunol. 2008 Apr;19(1):74-80. doi: 10.1016/j.trim.2008.01.006. Epub 2008 Feb 22. [PubMed:18346641 ]
Hodgson JM, Wahlqvist ML, Boxall JA, Balazs ND: Platelet trans fatty acids in relation to angiographically assessed coronary artery disease. Atherosclerosis. 1996 Feb;120(1-2):147-54. [PubMed:8645355 ]
Destaillats F, Wolff RL, Precht D, Molkentin J: Study of individual trans- and cis-16:1 isomers in cow, goat, and ewe cheese fats by gas-liquid chromatography with emphasis on the trans-delta3 isomer. Lipids. 2000 Sep;35(9):1027-32. [PubMed:11026624 ]
van Greevenbroek MM, Robertus-Teunissen MG, Erkelens DW, de Bruin TW: Lipoprotein secretion by intestinal Caco-2 cells is affected differently by trans and cis unsaturated fatty acids: effect of carbon chain length and position of the double bond. Am J Clin Nutr. 1998 Sep;68(3):561-7. [PubMed:9734731 ]
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 Palmitelaidic acid (HMDB0012328)

MOL for HMDB0012328 (Palmitelaidic acid)

3D MOL for HMDB0012328 (Palmitelaidic acid)

3D SDF for HMDB0012328 (Palmitelaidic acid)

3D-SDF for HMDB0012328 (Palmitelaidic acid)

PDB for HMDB0012328 (Palmitelaidic acid)

3D PDB for HMDB0012328 (Palmitelaidic acid)

SMILES for HMDB0012328 (Palmitelaidic acid)

INCHI for HMDB0012328 (Palmitelaidic acid)

Structure for HMDB0012328 (Palmitelaidic acid)

3D Structure for HMDB0012328 (Palmitelaidic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra