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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-03-23 05:23:29 UTC

Update Date

2022-03-07 03:17:57 UTC

HMDB ID

HMDB0062656

Secondary Accession Numbers

HMDB62656

Metabolite Identification

Common Name

Linoleamide

Description

Linoleamide, also known as 9,12-Octadecadienamide or Linoleic acid amide, is classified as a member of the Fatty amides. Fatty amides are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Linoleamide is considered to be practically insoluble (in water) and relatively neutral. Linoleamide is a fatty amide lipid molecule

Structure

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

HMDB0062656
     RDKit          3D
Linoleamide
 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.9664   -0.9506    2.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9481    0.1127    2.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330    0.9322    1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0909    0.1213   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -0.5960    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    0.3016    0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    0.3555    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -0.4561   -1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9787    0.4931   -2.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637    0.5571   -2.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.2824   -2.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    0.5930   -2.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801   -0.2430   -1.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8483    0.6068   -1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5413    1.4161   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715    0.5606    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -0.3668    1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9158   -1.2125    2.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -1.0996    3.1480 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -2.1257    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6763   -1.0010    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5247   -1.9480    1.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6012   -0.7324    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0107   -0.3087    2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530    0.8134    3.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5881    1.3817    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812    1.7584    1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9824    0.7939   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8351   -0.6486   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1145   -1.2823    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140   -1.3006   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    0.9463    1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8179    1.0567    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -1.2459   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3171   -1.0180   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038    1.1719   -2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    1.3004   -3.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694   -0.6797   -3.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -1.1719   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    1.2481   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.2390   -2.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9790   -0.7910   -2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863   -0.9690   -0.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1949    1.2730   -2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7048   -0.0654   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    2.1606   -0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    1.9708    0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9506    1.2210    1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2457    0.0274    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112    0.1728    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704   -1.0865    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -0.4114    2.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.5923    2.3796 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  3
 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
 19 52  1  0
 20 53  1  0
M  END


  Mrv1652303231706232D          

 24 23  0  0  0  0            999 V2000
    0.1401    5.0309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    3.3809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    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
    0.8546    2.1434    0.0000 H   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
    2.2836    1.3184    0.0000 H   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 N   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
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062656

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N

> <INCHI_IDENTIFIER>
InChI=1S/C18H33NO/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,(H2,19,20)/b7-6-,10-9-

> <INCHI_KEY>
SFIHQZFZMWZOJV-HZJYTTRNSA-N

> <FORMULA>
C18H33NO

> <MOLECULAR_WEIGHT>
279.468

> <EXACT_MASS>
279.256214687

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
36.43017547531111

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z,12Z)-octadeca-9,12-dienimidic acid

> <ALOGPS_LOGP>
7.03

> <JCHEM_LOGP>
3.7896252796715446

> <ALOGPS_LOGS>
-6.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.3088497717372012

> <JCHEM_PKA_STRONGEST_BASIC>
13.70326105076268

> <JCHEM_POLAR_SURFACE_AREA>
44.08

> <JCHEM_REFRACTIVITY>
101.27759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z,12Z)-octadeca-9,12-dienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062656
     RDKit          3D
Linoleamide
 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.9664   -0.9506    2.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9481    0.1127    2.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330    0.9322    1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0909    0.1213   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -0.5960    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    0.3016    0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    0.3555    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -0.4561   -1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9787    0.4931   -2.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637    0.5571   -2.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.2824   -2.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    0.5930   -2.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801   -0.2430   -1.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8483    0.6068   -1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5413    1.4161   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715    0.5606    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -0.3668    1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9158   -1.2125    2.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -1.0996    3.1480 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -2.1257    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6763   -1.0010    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5247   -1.9480    1.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6012   -0.7324    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0107   -0.3087    2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530    0.8134    3.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5881    1.3817    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812    1.7584    1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9824    0.7939   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8351   -0.6486   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1145   -1.2823    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140   -1.3006   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    0.9463    1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8179    1.0567    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -1.2459   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3171   -1.0180   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038    1.1719   -2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    1.3004   -3.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694   -0.6797   -3.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -1.1719   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    1.2481   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.2390   -2.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9790   -0.7910   -2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863   -0.9690   -0.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1949    1.2730   -2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7048   -0.0654   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    2.1606   -0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    1.9708    0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9506    1.2210    1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2457    0.0274    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112    0.1728    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704   -1.0865    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -0.4114    2.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.5923    2.3796 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  3
 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
 19 52  1  0
 20 53  1  0
M  END

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       0.262   9.391   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.595   8.621   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.929   9.391   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.929  10.931   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.263  11.701   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.263  13.241   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596  14.011   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   7.081   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       0.262   6.311   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       2.929   6.311   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       1.595   4.001   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       4.263   2.461   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      14.932   2.461   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0062656
HETATM    1  C1  UNL     1      -6.966  -0.951   2.064  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.948   0.113   2.311  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.633   0.932   1.086  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.091   0.121  -0.048  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.803  -0.596   0.305  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.728   0.302   0.691  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.602   0.355   0.042  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.242  -0.456  -1.151  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.979   0.493  -2.238  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.164   0.557  -2.851  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.300  -0.282  -2.549  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.479   0.593  -2.107  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.680  -0.243  -1.785  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.848   0.607  -1.351  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.541   1.416  -0.124  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.172   0.561   1.053  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.289  -0.367   1.408  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.916  -1.213   2.585  1.00  0.00           C  
HETATM   19  N1  UNL     1       3.768  -1.100   3.148  1.00  0.00           N  
HETATM   20  O1  UNL     1       5.829  -2.126   3.063  1.00  0.00           O  
HETATM   21  H1  UNL     1      -7.676  -1.001   2.915  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.525  -1.948   1.867  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.601  -0.732   1.160  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.011  -0.309   2.769  1.00  0.00           H  
HETATM   25  H5  UNL     1      -6.353   0.813   3.071  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.588   1.382   0.744  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.981   1.758   1.393  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.982   0.794  -0.922  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.835  -0.649  -0.325  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.115  -1.282   1.162  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.614  -1.301  -0.515  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.871   0.946   1.549  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.818   1.057   0.379  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.939  -1.246  -1.419  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.317  -1.018  -0.804  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.804   1.172  -2.528  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.278   1.300  -3.656  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.669  -0.680  -3.564  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.182  -1.172  -1.955  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.190   1.248  -1.270  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.728   1.239  -2.971  1.00  0.00           H  
HETATM   42  H22 UNL     1       3.979  -0.791  -2.703  1.00  0.00           H  
HETATM   43  H23 UNL     1       3.486  -0.969  -0.968  1.00  0.00           H  
HETATM   44  H24 UNL     1       5.195   1.273  -2.190  1.00  0.00           H  
HETATM   45  H25 UNL     1       5.705  -0.065  -1.144  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.754   2.161  -0.354  1.00  0.00           H  
HETATM   47  H27 UNL     1       5.474   1.971   0.171  1.00  0.00           H  
HETATM   48  H28 UNL     1       3.951   1.221   1.924  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.246   0.027   0.795  1.00  0.00           H  
HETATM   50  H30 UNL     1       6.211   0.173   1.680  1.00  0.00           H  
HETATM   51  H31 UNL     1       5.470  -1.087   0.579  1.00  0.00           H  
HETATM   52  H32 UNL     1       3.091  -0.411   2.780  1.00  0.00           H  
HETATM   53  H33 UNL     1       6.428  -2.592   2.380  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   19   52
CONECT   20   53
END

HMDB0062656
     RDKit          3D
Linoleamide
 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.9664   -0.9506    2.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9481    0.1127    2.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6330    0.9322    1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0909    0.1213   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032   -0.5960    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    0.3016    0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    0.3555    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -0.4561   -1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9787    0.4931   -2.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637    0.5571   -2.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.2824   -2.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    0.5930   -2.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801   -0.2430   -1.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8483    0.6068   -1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5413    1.4161   -0.1243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1715    0.5606    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -0.3668    1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9158   -1.2125    2.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -1.0996    3.1480 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -2.1257    3.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6763   -1.0010    2.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5247   -1.9480    1.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6012   -0.7324    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0107   -0.3087    2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530    0.8134    3.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5881    1.3817    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812    1.7584    1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9824    0.7939   -0.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8351   -0.6486   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1145   -1.2823    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140   -1.3006   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    0.9463    1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8179    1.0567    0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -1.2459   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3171   -1.0180   -0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8038    1.1719   -2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    1.3004   -3.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694   -0.6797   -3.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -1.1719   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    1.2481   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.2390   -2.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9790   -0.7910   -2.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4863   -0.9690   -0.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1949    1.2730   -2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7048   -0.0654   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    2.1606   -0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    1.9708    0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9506    1.2210    1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2457    0.0274    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112    0.1728    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4704   -1.0865    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -0.4114    2.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.5923    2.3796 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  3
 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
 19 52  1  0
 20 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,12-Octadecadienamide	ChEBI
Linoleic acid amide	ChEBI
Linoleoyl amide	ChEBI
Linoleate amide	Generator
(9Z,12Z)-Octadeca-9,12-dien-1-amide	MeSH

Chemical Formula

C₁₈H₃₃NO

Average Molecular Weight

279.468

Monoisotopic Molecular Weight

279.256214687

IUPAC Name

(9Z,12Z)-octadeca-9,12-dienimidic acid

Traditional Name

(9Z,12Z)-octadeca-9,12-dienimidic acid

CAS Registry Number

3072-13-7

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N

InChI Identifier

InChI=1S/C18H33NO/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,(H2,19,20)/b7-6-,10-9-

InChI Key

SFIHQZFZMWZOJV-HZJYTTRNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

Fatty amides

Alternative Parents

Substituents

Fatty amide
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty amide (CHEBI:82984 )
Primary amides (LMFA08010008 )

Ontology

Not Available

Feces (PMID: 27543620)

Source

Exogenous

Exogenous (HMDB: HMDB0062656)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0001 g/l	ALOGPS
LogP	6.71	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.03	ALOGPS
logP	3.79	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	0.31	ChemAxon
pKa (Strongest Basic)	13.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.08 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	101.28 m³·mol⁻¹	ChemAxon
Polarizability	36.43 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	178.761	31661259
DarkChem	[M-H]-	178.209	31661259
DeepCCS	[M+H]+	183.057	30932474
DeepCCS	[M-H]-	180.698	30932474
DeepCCS	[M-2H]-	213.721	30932474
DeepCCS	[M+Na]+	189.15	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.6	32859911
AllCCS	[M+NH4]+	180.5	32859911
AllCCS	[M+Na]+	181.3	32859911
AllCCS	[M-H]-	178.6	32859911
AllCCS	[M+Na-2H]-	180.2	32859911
AllCCS	[M+HCOO]-	182.1	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.	9.63 minutes	32390414
Predicted by Siyang on May 30, 2022	21.7553 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.9 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2988.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	513.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	221.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	303.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	652.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	942.3 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	653.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	102.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2056.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	658.4 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	1661.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	700.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	482.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	530.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	558.1 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linoleamide	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N	3411.2	Standard polar	33892256
Linoleamide	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N	2159.3	Standard non polar	33892256
Linoleamide	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N	2307.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Linoleamide,1TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N)O[Si](C)(C)C	2368.9	Semi standard non polar	33892256
Linoleamide,1TMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCCC(O)=N[Si](C)(C)C	2356.1	Semi standard non polar	33892256
Linoleamide,2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N[Si](C)(C)C)O[Si](C)(C)C	2366.6	Semi standard non polar	33892256
Linoleamide,2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N[Si](C)(C)C)O[Si](C)(C)C	2362.1	Standard non polar	33892256
Linoleamide,2TMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N[Si](C)(C)C)O[Si](C)(C)C	2461.8	Standard polar	33892256
Linoleamide,1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N)O[Si](C)(C)C(C)(C)C	2626.1	Semi standard non polar	33892256
Linoleamide,1TBDMS,isomer #2	CCCCC/C=C\C/C=C\CCCCCCCC(O)=N[Si](C)(C)C(C)(C)C	2615.7	Semi standard non polar	33892256
Linoleamide,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2856.4	Semi standard non polar	33892256
Linoleamide,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2667.9	Standard non polar	33892256
Linoleamide,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CCCCCCCC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2593.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Linoleamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7930000000-ba4278ec42b9b46b9835	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linoleamide GC-MS (1 TMS) - 70eV, Positive	splash10-01bi-7932000000-17765d909e40f6560350	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linoleamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linoleamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 10V, Positive-QTOF	splash10-01q9-0190000000-cdfe875ce3cc01a4ee80	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 20V, Positive-QTOF	splash10-03dr-3490000000-bf433b9c4757f7cd03bc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 40V, Positive-QTOF	splash10-000f-8910000000-d21aa47d864c4ebe98e2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 10V, Negative-QTOF	splash10-004i-0090000000-3be9c0addfd8a8ac1128	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 20V, Negative-QTOF	splash10-004l-3090000000-daf9eb9d6021ddd364de	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 40V, Negative-QTOF	splash10-0006-9000000000-ac5c646af0b3966c2466	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 10V, Positive-QTOF	splash10-001i-2490000000-463ccd06223121d7961f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 20V, Positive-QTOF	splash10-0089-8940000000-04524ab3820a7b08d60a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 40V, Positive-QTOF	splash10-05o4-9100000000-6621ba9eac9b350cecc5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 10V, Negative-QTOF	splash10-004i-0090000000-af3ddc4e5ed738c46a6c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 20V, Negative-QTOF	splash10-0006-9030000000-0bfc2578768dd64d1f5c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linoleamide 40V, Negative-QTOF	splash10-0006-9000000000-ab3043a29007f077b446	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

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	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6435901

PDB ID

Not Available

ChEBI ID

82984

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Linoleamide (HMDB0062656)

MOL for HMDB0062656 (Linoleamide)

3D MOL for HMDB0062656 (Linoleamide)

3D SDF for HMDB0062656 (Linoleamide)

3D-SDF for HMDB0062656 (Linoleamide)

PDB for HMDB0062656 (Linoleamide)

3D PDB for HMDB0062656 (Linoleamide)

SMILES for HMDB0062656 (Linoleamide)

INCHI for HMDB0062656 (Linoleamide)

Structure for HMDB0062656 (Linoleamide)

3D Structure for HMDB0062656 (Linoleamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra