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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:39 UTC

Update Date

2022-03-07 02:52:28 UTC

HMDB ID

HMDB0030242

Secondary Accession Numbers

HMDB30242

Metabolite Identification

Common Name

(E)-Herclavine

Description

(E)-Herclavine belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid. Based on a literature review very few articles have been published on (E)-Herclavine.

Structure

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

HMDB0030242
     RDKit          3D
(E)-Herclavine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -8.0618    0.0196   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836   -0.8690   -1.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7391   -0.5591   -0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3514    0.6317   -0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    0.9702   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145    0.1215   -0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5722    0.4492   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293   -0.0741    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    0.2564    0.6864 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    1.5323    1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3408   -0.6706    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.7506   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7656   -0.5958    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700    0.3436    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182    0.2830    0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7339   -0.7447   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352   -0.7138   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507    0.3506    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1472    1.3981    0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839    1.3564    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4287   -1.0588   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7598   -1.3900   -1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9158    1.0255   -1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0595   -0.3553   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9426    0.0853    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0654    1.3343   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    1.9076    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.5770   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0246    0.0250   -1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -1.1777    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.3893    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958    1.9600    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    2.2373    0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    1.4382    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331   -1.4614   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    1.2168    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2136   -1.6154   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6647   -1.5449   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9500    0.3697    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7117    2.2407    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2323    2.1961    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -1.7340   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0624   -2.3255   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
M  END


  Mrv0541 05061305062D          

 22 23  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  2  0  0  0  0
 15 14  1  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 10  1  0  0  0  0
 17  8  2  0  0  0  0
 17  9  1  0  0  0  0
 17 14  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  1  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  2  0  0  0  0
 22  2  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030242

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(CCN(C)C(=O)\C=C\C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO2/c1-20(15-14-17-8-11-18(22-2)12-9-17)19(21)13-10-16-6-4-3-5-7-16/h3-13H,14-15H2,1-2H3/b13-10+

> <INCHI_KEY>
VANLAWLPWTVXIB-JLHYYAGUSA-N

> <FORMULA>
C19H21NO2

> <MOLECULAR_WEIGHT>
295.3755

> <EXACT_MASS>
295.157228921

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.67056535714122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
3.631958834333333

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.4489278743561558

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
90.50629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030242
     RDKit          3D
(E)-Herclavine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -8.0618    0.0196   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836   -0.8690   -1.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7391   -0.5591   -0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3514    0.6317   -0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    0.9702   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145    0.1215   -0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5722    0.4492   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293   -0.0741    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    0.2564    0.6864 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    1.5323    1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3408   -0.6706    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.7506   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7656   -0.5958    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700    0.3436    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182    0.2830    0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7339   -0.7447   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352   -0.7138   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507    0.3506    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1472    1.3981    0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839    1.3564    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4287   -1.0588   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7598   -1.3900   -1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9158    1.0255   -1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0595   -0.3553   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9426    0.0853    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0654    1.3343   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    1.9076    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.5770   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0246    0.0250   -1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -1.1777    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.3893    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958    1.9600    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    2.2373    0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    1.4382    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331   -1.4614   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    1.2168    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2136   -1.6154   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6647   -1.5449   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9500    0.3697    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7117    2.2407    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2323    2.1961    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -1.7340   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0624   -2.3255   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   22                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   16                                                       
CONECT    7    5   16                                                       
CONECT    8   11   17                                                       
CONECT    9   12   17                                                       
CONECT   10   13   16                                                       
CONECT   11    8   18                                                       
CONECT   12    9   18                                                       
CONECT   13   10   19                                                       
CONECT   14   15   17                                                       
CONECT   15   14   20                                                       
CONECT   16    6    7   10                                                  
CONECT   17    8    9   14                                                  
CONECT   18   11   12   22                                                  
CONECT   19   13   20   21                                                  
CONECT   20    1   15   19                                                  
CONECT   21   19                                                            
CONECT   22    2   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0030242
HETATM    1  C1  UNL     1      -8.062   0.020  -0.554  1.00  0.00           C  
HETATM    2  O1  UNL     1      -7.084  -0.869  -1.049  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.739  -0.559  -0.969  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.351   0.632  -0.400  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.999   0.970  -0.307  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.015   0.122  -0.783  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.572   0.449  -0.700  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.029  -0.074   0.598  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.436   0.256   0.686  1.00  0.00           N  
HETATM   10  C8  UNL     1       0.701   1.532   1.301  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.341  -0.671   0.183  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.816  -1.751  -0.320  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.766  -0.596   0.143  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.570   0.344   0.560  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.018   0.283   0.453  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.734  -0.745  -0.088  1.00  0.00           C  
HETATM   17  C14 UNL     1       7.135  -0.714  -0.148  1.00  0.00           C  
HETATM   18  C15 UNL     1       7.851   0.351   0.335  1.00  0.00           C  
HETATM   19  C16 UNL     1       7.147   1.398   0.886  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.784   1.356   0.938  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.429  -1.059  -1.345  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.760  -1.390  -1.436  1.00  0.00           C  
HETATM   23  H1  UNL     1      -7.916   1.025  -1.024  1.00  0.00           H  
HETATM   24  H2  UNL     1      -9.059  -0.355  -0.856  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.943   0.085   0.532  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.065   1.334  -0.012  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.711   1.908   0.142  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.511   1.577  -0.702  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.025   0.025  -1.565  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.121  -1.178   0.608  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.544   0.389   1.456  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.296   1.960   1.647  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.162   2.237   0.585  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.266   1.438   2.249  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.333  -1.461  -0.311  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.133   1.217   1.010  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.214  -1.615  -0.486  1.00  0.00           H  
HETATM   38  H16 UNL     1       7.665  -1.545  -0.583  1.00  0.00           H  
HETATM   39  H17 UNL     1       8.950   0.370   0.286  1.00  0.00           H  
HETATM   40  H18 UNL     1       7.712   2.241   1.268  1.00  0.00           H  
HETATM   41  H19 UNL     1       5.232   2.196   1.378  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.673  -1.734  -1.722  1.00  0.00           H  
HETATM   43  H21 UNL     1      -5.062  -2.326  -1.883  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   21
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   11
CONECT   10   32   33   34
CONECT   11   12   12   13
CONECT   13   14   14   35
CONECT   14   15   36
CONECT   15   16   16   20
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   41
CONECT   21   22   22   42
CONECT   22   43
END

HMDB0030242
     RDKit          3D
(E)-Herclavine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -8.0618    0.0196   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0836   -0.8690   -1.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7391   -0.5591   -0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3514    0.6317   -0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    0.9702   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145    0.1215   -0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5722    0.4492   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293   -0.0741    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    0.2564    0.6864 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    1.5323    1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3408   -0.6706    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -1.7506   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7656   -0.5958    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700    0.3436    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182    0.2830    0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7339   -0.7447   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1352   -0.7138   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507    0.3506    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1472    1.3981    0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839    1.3564    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4287   -1.0588   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7598   -1.3900   -1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9158    1.0255   -1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0595   -0.3553   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9426    0.0853    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0654    1.3343   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    1.9076    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    1.5770   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0246    0.0250   -1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -1.1777    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.3893    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958    1.9600    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    2.2373    0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2661    1.4382    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331   -1.4614   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    1.2168    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2136   -1.6154   -0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6647   -1.5449   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9500    0.3697    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7117    2.2407    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2323    2.1961    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -1.7340   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0624   -2.3255   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  2  0
 22  3  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₁NO₂

Average Molecular Weight

295.3755

Monoisotopic Molecular Weight

295.157228921

IUPAC Name

(2E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide

Traditional Name

(2E)-N-[2-(4-methoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide

CAS Registry Number

539-18-4

SMILES

COC1=CC=C(CCN(C)C(=O)\C=C\C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C19H21NO2/c1-20(15-14-17-8-11-18(22-2)12-9-17)19(21)13-10-16-6-4-3-5-7-16/h3-13H,14-15H2,1-2H3/b13-10+

InChI Key

VANLAWLPWTVXIB-JLHYYAGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Not Available

Direct Parent

Cinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid or derivatives
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Styrene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030242)

Cellular substructure

Membrane (HMDB: HMDB0030242)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030242)

Source

Endogenous

Endogenous (HMDB: HMDB0030242)

Plant

Plant (HMDB: HMDB0030242)

Exogenous

Food

Food (HMDB: HMDB0030242)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	76 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.74 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.008 g/L	ALOGPS
logP	3.99	ALOGPS
logP	3.63	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	1.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.51 m³·mol⁻¹	ChemAxon
Polarizability	33.67 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	175.02	31661259
DarkChem	[M-H]-	173.597	31661259
DeepCCS	[M+H]+	173.009	30932474
DeepCCS	[M-H]-	170.651	30932474
DeepCCS	[M-2H]-	203.831	30932474
DeepCCS	[M+Na]+	179.102	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	169.9	32859911
AllCCS	[M+NH4]+	176.7	32859911
AllCCS	[M+Na]+	177.6	32859911
AllCCS	[M-H]-	177.7	32859911
AllCCS	[M+Na-2H]-	177.6	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-Herclavine	COC1=CC=C(CCN(C)C(=O)\C=C\C2=CC=CC=C2)C=C1	3725.6	Standard polar	33892256
(E)-Herclavine	COC1=CC=C(CCN(C)C(=O)\C=C\C2=CC=CC=C2)C=C1	2288.7	Standard non polar	33892256
(E)-Herclavine	COC1=CC=C(CCN(C)C(=O)\C=C\C2=CC=CC=C2)C=C1	2710.8	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 - (E)-Herclavine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1900000000-d1dd3ebdc44ff0113640	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Herclavine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-Herclavine 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 - (E)-Herclavine 10V, Positive-QTOF	splash10-0002-0690000000-4d81b39023934a307797	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 20V, Positive-QTOF	splash10-0gc9-0910000000-cff3da41b193d1787e1e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 40V, Positive-QTOF	splash10-0udr-2900000000-86f7327b587ffed42edf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 10V, Negative-QTOF	splash10-0006-0190000000-83a03f1dc71e2ff39040	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 20V, Negative-QTOF	splash10-01r6-1970000000-7b89e8c3250b0f146099	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 40V, Negative-QTOF	splash10-0707-2900000000-6e44078bd455c71675ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 10V, Negative-QTOF	splash10-0006-0690000000-86deb9bd1164203f5a13	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 20V, Negative-QTOF	splash10-0udl-1930000000-f3b0e5a4b77eed3a2a10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 40V, Negative-QTOF	splash10-0zi0-7910000000-f185f1f6606ac548545a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 10V, Positive-QTOF	splash10-0002-0290000000-74441f1cfc8c8326d416	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 20V, Positive-QTOF	splash10-0fek-1920000000-58061d85a25fe78e19eb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-Herclavine 40V, Positive-QTOF	splash10-0udi-1910000000-6bb897871f6d81579251	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB002065

KNApSAcK ID

Not Available

Chemspider ID

4511953

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5356194

PDB ID

Not Available

ChEBI ID

174123

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1818281

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 (E)-Herclavine (HMDB0030242)

MOL for HMDB0030242 ((E)-Herclavine)

3D MOL for HMDB0030242 ((E)-Herclavine)

3D SDF for HMDB0030242 ((E)-Herclavine)

3D-SDF for HMDB0030242 ((E)-Herclavine)

PDB for HMDB0030242 ((E)-Herclavine)

3D PDB for HMDB0030242 ((E)-Herclavine)

SMILES for HMDB0030242 ((E)-Herclavine)

INCHI for HMDB0030242 ((E)-Herclavine)

Structure for HMDB0030242 ((E)-Herclavine)

3D Structure for HMDB0030242 ((E)-Herclavine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra