MiMeDB: Showing metabocard for Linoleamide (MMDBc0000699)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:01 UTC

Update Date

2024-10-09 15:14:35 UTC

Metabolite ID

MMDBc0000699

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>
MMDBc0000699

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₈H₃₃NO

Average Mass

279.468

Monoisotopic Mass

279.256214687

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

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 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00018 g/L	ALOGPS
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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Bacteroidetes	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human mucosa; Human stool; Human supragingival plaque; Human feces; Human saliva; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0062656

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

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [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. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
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Showing metabocard for Linoleamide (MMDBc0000699)

MOL for #<Metabolite:0x00005645c598aad8>

3D MOL for #<Metabolite:0x00005645c598aad8>

3D SDF for #<Metabolite:0x00005645c598aad8>

3D-SDF for #<Metabolite:0x00005645c598aad8>

PDB for #<Metabolite:0x00005645c598aad8>

3D PDB for #<Metabolite:0x00005645c598aad8>

SMILES for #<Metabolite:0x00005645c598aad8>

INCHI for #<Metabolite:0x00005645c598aad8>

Structure for #<Metabolite:0x00005645c598aad8>

3D Structure for #<Metabolite:0x00005645c598aad8>