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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:02 UTC

Update Date

2022-03-07 02:52:46 UTC

HMDB ID

HMDB0030955

Secondary Accession Numbers

HMDB30955

Metabolite Identification

Common Name

Neoherculin

Description

Neoherculin belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Neoherculin has been detected, but not quantified in, herbs and spices. This could make neoherculin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Neoherculin.

Structure

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

HMDB0030955
     RDKit          3D
Neoherculin
 43 42  0  0  0  0  0  0  0  0999 V2000
    7.5653   -0.2727    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078    0.7037    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    0.3630    1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582   -0.9095    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570   -1.4195    0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6440   -1.9812   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -1.3178    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039   -0.0140    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    1.1154   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5575    0.8921   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312    1.7733    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507    1.6782   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6806    2.6332    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3680    0.7321   -0.7044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338    0.6402   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2984   -0.2593    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986   -1.6009    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7907   -0.3941    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3807   -1.2337    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6085   -0.3910   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716    0.1166    1.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7396    1.6542    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5301    1.1419    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332   -1.6182    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -2.1624   -0.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648   -3.0010   -0.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5771   -1.7858   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526   -0.0929    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    0.3114    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4178    1.3638   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    2.0263    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    0.0845   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0349    2.6110    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970    3.5937    0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9808    0.1974   -1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411    1.6574   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951    0.1760    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -1.4541    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6736   -1.8578   -1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -2.3744    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2160   -0.0784    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2325    0.2230   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0659   -1.4698    0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
M  END

  Mrv0541 05061305372D          

 18 17  0  0  0  0            999 V2000
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    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
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030955

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C/C=C/C=C\CC\C=C\C(\O)=N\CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h4-9,12-13,15H,10-11,14H2,1-3H3,(H,17,18)/b5-4-,7-6+,9-8-,13-12+

> <INCHI_KEY>
SBXYHCVXUCYYJT-JRNWQWJGSA-N

> <FORMULA>
C16H25NO

> <MOLECULAR_WEIGHT>
247.3758

> <EXACT_MASS>
247.193614427

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.349701840287118

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z,2E,6Z,8E,10Z)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenimidic acid

> <ALOGPS_LOGP>
5.52

> <JCHEM_LOGP>
4.8710073923333335

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.690625491834572

> <JCHEM_PKA_STRONGEST_BASIC>
6.023839741937433

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
84.10750000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z,2E,6Z,8E,10Z)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030955
     RDKit          3D
Neoherculin
 43 42  0  0  0  0  0  0  0  0999 V2000
    7.5653   -0.2727    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078    0.7037    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    0.3630    1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582   -0.9095    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570   -1.4195    0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6440   -1.9812   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -1.3178    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039   -0.0140    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    1.1154   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5575    0.8921   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312    1.7733    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507    1.6782   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6806    2.6332    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3680    0.7321   -0.7044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338    0.6402   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2984   -0.2593    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986   -1.6009    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7907   -0.3941    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3807   -1.2337    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6085   -0.3910   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716    0.1166    1.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7396    1.6542    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5301    1.1419    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332   -1.6182    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -2.1624   -0.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648   -3.0010   -0.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5771   -1.7858   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526   -0.0929    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    0.3114    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4178    1.3638   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    2.0263    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    0.0845   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0349    2.6110    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970    3.5937    0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9808    0.1974   -1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411    1.6574   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951    0.1760    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -1.4541    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6736   -1.8578   -1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -2.3744    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2160   -0.0784    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2325    0.2230   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0659   -1.4698    0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.860   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.090   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.550   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.780   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    1    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   16                                                       
CONECT   14   15   17                                                       
CONECT   15    2    3   14                                                  
CONECT   16   13   17   18                                                  
CONECT   17   14   16                                                       
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0030955
HETATM    1  C1  UNL     1       7.565  -0.273   0.923  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.508   0.704   1.266  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.225   0.363   1.016  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.958  -0.910   0.441  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.857  -1.419   0.138  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.644  -1.981  -0.195  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.512  -1.318   0.058  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.504  -0.014   0.683  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.887   1.115  -0.083  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.557   0.892  -0.352  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.431   1.773   0.168  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.851   1.678  -0.015  1.00  0.00           C  
HETATM   13  O1  UNL     1      -3.681   2.633   0.569  1.00  0.00           O  
HETATM   14  N1  UNL     1      -3.368   0.732  -0.704  1.00  0.00           N  
HETATM   15  C13 UNL     1      -4.834   0.640  -0.882  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.298  -0.259   0.237  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.599  -1.601   0.044  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.791  -0.394   0.298  1.00  0.00           C  
HETATM   19  H1  UNL     1       7.381  -1.234   1.480  1.00  0.00           H  
HETATM   20  H2  UNL     1       7.609  -0.391  -0.169  1.00  0.00           H  
HETATM   21  H3  UNL     1       8.572   0.117   1.290  1.00  0.00           H  
HETATM   22  H4  UNL     1       6.740   1.654   1.695  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.530   1.142   1.283  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.833  -1.618   0.327  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.512  -2.162  -0.839  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.465  -3.001  -0.670  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.577  -1.786  -0.211  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.853  -0.093   1.635  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.457   0.311   1.063  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.418   1.364  -1.029  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.006   2.026   0.572  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.957   0.085  -0.928  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.035   2.611   0.767  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.297   3.594   0.587  1.00  0.00           H  
HETATM   35  H17 UNL     1      -4.981   0.197  -1.893  1.00  0.00           H  
HETATM   36  H18 UNL     1      -5.241   1.657  -0.800  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.895   0.176   1.185  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.520  -1.454   0.316  1.00  0.00           H  
HETATM   39  H21 UNL     1      -4.674  -1.858  -1.029  1.00  0.00           H  
HETATM   40  H22 UNL     1      -5.087  -2.374   0.688  1.00  0.00           H  
HETATM   41  H23 UNL     1      -7.216  -0.078   1.293  1.00  0.00           H  
HETATM   42  H24 UNL     1      -7.233   0.223  -0.508  1.00  0.00           H  
HETATM   43  H25 UNL     1      -7.066  -1.470   0.146  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   22
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   11   32
CONECT   11   12   33
CONECT   12   13   14   14
CONECT   13   34
CONECT   14   15
CONECT   15   16   35   36
CONECT   16   17   18   37
CONECT   17   38   39   40
CONECT   18   41   42   43
END

HMDB0030955
     RDKit          3D
Neoherculin
 43 42  0  0  0  0  0  0  0  0999 V2000
    7.5653   -0.2727    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5078    0.7037    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    0.3630    1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9582   -0.9095    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570   -1.4195    0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6440   -1.9812   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125   -1.3178    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039   -0.0140    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    1.1154   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5575    0.8921   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312    1.7733    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507    1.6782   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6806    2.6332    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3680    0.7321   -0.7044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338    0.6402   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2984   -0.2593    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986   -1.6009    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7907   -0.3941    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3807   -1.2337    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6085   -0.3910   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716    0.1166    1.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7396    1.6542    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5301    1.1419    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332   -1.6182    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5115   -2.1624   -0.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648   -3.0010   -0.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5771   -1.7858   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526   -0.0929    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4565    0.3114    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4178    1.3638   -1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    2.0263    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    0.0845   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0349    2.6110    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970    3.5937    0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9808    0.1974   -1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411    1.6574   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951    0.1760    1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -1.4541    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6736   -1.8578   -1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -2.3744    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2160   -0.0784    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2325    0.2230   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0659   -1.4698    0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e,e,Z,e)-N-(2-Methylpropyl)-2,6,8,10-dodecatetraenamide	HMDB
a-Sanshool	HMDB
alpha-Sanshool	HMDB
Echinacein	HMDB
N-Isobutyl-2,6,8,10-dodecatetraenamide	HMDB
(2E,6Z,8E,10Z)-N-(2-Methylpropyl)dodeca-2,6,8,10-tetraenimidate	Generator

Chemical Formula

C₁₆H₂₅NO

Average Molecular Weight

247.3758

Monoisotopic Molecular Weight

247.193614427

IUPAC Name

(Z,2E,6Z,8E,10Z)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenimidic acid

Traditional Name

(Z,2E,6Z,8E,10Z)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenimidic acid

CAS Registry Number

504-97-2

SMILES

C\C=C/C=C/C=C\CC\C=C\C(\O)=N\CC(C)C

InChI Identifier

InChI=1S/C16H25NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h4-9,12-13,15H,10-11,14H2,1-3H3,(H,17,18)/b5-4-,7-6+,9-8-,13-12+

InChI Key

SBXYHCVXUCYYJT-JRNWQWJGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030955)

Source

Endogenous

Endogenous (HMDB: HMDB0030955)

Plant

Plant (HMDB: HMDB0030955)

Exogenous

Food

Food (HMDB: HMDB0030955)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030955)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030955)

Role

Biological role

Energy source (HMDB: HMDB0030955)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030955)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	69 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	5.52	ALOGPS
logP	4.87	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	6.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	84.11 m³·mol⁻¹	ChemAxon
Polarizability	31.35 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.344	30932474
DeepCCS	[M-H]-	170.986	30932474
DeepCCS	[M-2H]-	203.872	30932474
DeepCCS	[M+Na]+	179.437	30932474
AllCCS	[M+H]+	164.5	32859911
AllCCS	[M+H-H2O]+	161.1	32859911
AllCCS	[M+NH4]+	167.7	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	165.4	32859911
AllCCS	[M+Na-2H]-	166.4	32859911
AllCCS	[M+HCOO]-	167.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neoherculin	C\C=C/C=C/C=C\CC\C=C\C(\O)=N\CC(C)C	3126.9	Standard polar	33892256
Neoherculin	C\C=C/C=C/C=C\CC\C=C\C(\O)=N\CC(C)C	1989.8	Standard non polar	33892256
Neoherculin	C\C=C/C=C/C=C\CC\C=C\C(\O)=N\CC(C)C	2047.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neoherculin,1TMS,isomer #1	C/C=C\C=C\C=C/CC/C=C/C(=N/CC(C)C)O[Si](C)(C)C	2176.1	Semi standard non polar	33892256
Neoherculin,1TBDMS,isomer #1	C/C=C\C=C\C=C/CC/C=C/C(=N/CC(C)C)O[Si](C)(C)C(C)(C)C	2359.2	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 - Neoherculin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-7930000000-8b26f1b10670506ae8ec	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoherculin GC-MS (1 TMS) - 70eV, Positive	splash10-0ae9-5491000000-6929cb6d01ca7be823b2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neoherculin 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 - Neoherculin 10V, Positive-QTOF	splash10-00di-9030000000-8dc22f6aad15e67b2038	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 20V, Positive-QTOF	splash10-00di-9000000000-1fbb73876899ff795952	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 40V, Positive-QTOF	splash10-0a4i-9000000000-859c33e8eecd58944988	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 10V, Negative-QTOF	splash10-0002-1390000000-63733fb3622dfa686d38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 20V, Negative-QTOF	splash10-0002-4950000000-f8f8a60d337a829708a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 40V, Negative-QTOF	splash10-006y-9800000000-00bae9f3b53d76bd92c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 10V, Negative-QTOF	splash10-0002-0190000000-15732f3e8050aaff1cbd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 20V, Negative-QTOF	splash10-0002-4950000000-fc175533018ef6adc373	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 40V, Negative-QTOF	splash10-00xr-7900000000-8318bcbd4b5e349d4561	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 10V, Positive-QTOF	splash10-0002-3790000000-99d7a788b407c3b19025	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 20V, Positive-QTOF	splash10-00di-9100000000-6f6329ca405508397702	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neoherculin 40V, Positive-QTOF	splash10-004l-9100000000-e5ccaf7514e7b95ef0ef	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002933

KNApSAcK ID

C00057415

Chemspider ID

30776873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751109

PDB ID

Not Available

ChEBI ID

173761

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Neoherculin (HMDB0030955)

MOL for HMDB0030955 (Neoherculin)

3D MOL for HMDB0030955 (Neoherculin)

3D SDF for HMDB0030955 (Neoherculin)

3D-SDF for HMDB0030955 (Neoherculin)

PDB for HMDB0030955 (Neoherculin)

3D PDB for HMDB0030955 (Neoherculin)

SMILES for HMDB0030955 (Neoherculin)

INCHI for HMDB0030955 (Neoherculin)

Structure for HMDB0030955 (Neoherculin)

3D Structure for HMDB0030955 (Neoherculin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra