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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:58 UTC

Update Date

2022-03-07 02:53:32 UTC

HMDB ID

HMDB0032961

Secondary Accession Numbers

HMDB32961

Metabolite Identification

Common Name

Secodemethylclausenamide

Description

Secodemethylclausenamide belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Secodemethylclausenamide has been detected, but not quantified in, fruits. This could make secodemethylclausenamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Secodemethylclausenamide.

Structure

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

HMDB0032961
     RDKit          3D
Secodemethylclausenamide
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.1553   -0.0476    1.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2749   -0.0828   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.1301   -1.0781 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0593    0.3778   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.7489   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -0.3407    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.6579   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4607   -0.2867   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601    0.4144    0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.7421    1.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    0.3649    1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -0.3380   -0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -0.3520   -1.6065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882    0.5883    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    1.8903    0.0916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0091    0.1625    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    0.4232   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1000    0.0211   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042   -0.6471    0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9526   -0.9096    1.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340   -0.5064    1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3328    0.1052   -2.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    1.3074   -0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    0.5386   -1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.9729    0.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567   -1.6501   -0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267   -1.2085   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2058   -0.5404   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9010    0.6948    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    1.2947    2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869    0.6328    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204   -1.3750    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394    0.4343   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2435    0.5253    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    1.9515   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    0.9445   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7038    0.2194   -1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7477   -0.9557    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4290   -1.4351    2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0376   -0.7080    2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11  6  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

  Mrv0541 02241210552D          

 21 22  0  0  0  0            999 V2000
    1.4271   -0.7506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6046   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -0.3393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6136   -0.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6136   -2.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1803   -2.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2167   -2.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2167   -3.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248    0.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    1.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317    1.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3524    2.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739    3.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9747    2.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7526    2.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 11  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  4 12  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032961

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(C(O)C1=CC=CC=C1)C(=O)NCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO3/c19-15(14-9-5-2-6-10-14)16(20)17(21)18-12-11-13-7-3-1-4-8-13/h1-10,15-16,19-20H,11-12H2,(H,18,21)

> <INCHI_KEY>
BXCFCVVLKIBDIH-UHFFFAOYSA-N

> <FORMULA>
C17H19NO3

> <MOLECULAR_WEIGHT>
285.3377

> <EXACT_MASS>
285.136493479

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.02526605831244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-3-phenyl-N-(2-phenylethyl)propanamide

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.6953684770000002

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.115671171558514

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.07708889732437

> <JCHEM_PKA_STRONGEST_BASIC>
-3.557925705997481

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
80.75280000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-3-phenyl-N-(2-phenylethyl)propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032961
     RDKit          3D
Secodemethylclausenamide
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.1553   -0.0476    1.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2749   -0.0828   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.1301   -1.0781 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0593    0.3778   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.7489   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -0.3407    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.6579   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4607   -0.2867   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601    0.4144    0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.7421    1.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    0.3649    1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -0.3380   -0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -0.3520   -1.6065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882    0.5883    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    1.8903    0.0916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0091    0.1625    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    0.4232   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1000    0.0211   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042   -0.6471    0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9526   -0.9096    1.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340   -0.5064    1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3328    0.1052   -2.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    1.3074   -0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    0.5386   -1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.9729    0.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567   -1.6501   -0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267   -1.2085   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2058   -0.5404   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9010    0.6948    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    1.2947    2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869    0.6328    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204   -1.3750    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394    0.4343   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2435    0.5253    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    1.9515   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    0.9445   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7038    0.2194   -1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7477   -0.9557    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4290   -1.4351    2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0376   -0.7080    2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11  6  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       2.664  -1.401   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.129  -1.859   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.210  -0.633   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.784  -3.392   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.784  -1.859   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.012  -1.091   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.391  -1.859   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.391  -3.392   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.012  -4.159   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.203  -4.159   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.975  -3.392   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.405  -4.159   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.405  -5.692   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.606   0.851   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.090   1.247   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.490   2.729   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.979   3.113   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.391   4.594   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.311   5.692   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.819   5.306   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.405   3.822   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2   14                                                       
CONECT    4    5    9   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8                                                       
CONECT   10   11                                                            
CONECT   11    2   10   12                                                  
CONECT   12    4   11   13                                                  
CONECT   13   12                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0032961
HETATM    1  O1  UNL     1       0.155  -0.048   1.146  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.275  -0.083  -0.038  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.668   0.130  -1.078  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.059   0.378  -0.828  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.742  -0.749  -0.085  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.173  -0.341   0.095  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.137  -0.658  -0.851  1.00  0.00           C  
HETATM    8  C6  UNL     1       6.461  -0.287  -0.695  1.00  0.00           C  
HETATM    9  C7  UNL     1       6.860   0.414   0.413  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.924   0.742   1.367  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.604   0.365   1.199  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.701  -0.338  -0.258  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.049  -0.352  -1.607  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.588   0.588   0.554  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.498   1.890   0.092  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.009   0.162   0.473  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.773   0.423  -0.656  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.100   0.021  -0.722  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.704  -0.647   0.323  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.953  -0.910   1.446  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.634  -0.506   1.504  1.00  0.00           C  
HETATM   22  H1  UNL     1       0.333   0.105  -2.064  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.125   1.307  -0.219  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.606   0.539  -1.757  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.284  -0.973   0.879  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.757  -1.650  -0.735  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.827  -1.208  -1.723  1.00  0.00           H  
HETATM   28  H7  UNL     1       7.206  -0.540  -1.442  1.00  0.00           H  
HETATM   29  H8  UNL     1       7.901   0.695   0.515  1.00  0.00           H  
HETATM   30  H9  UNL     1       6.276   1.295   2.227  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.887   0.633   1.961  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.920  -1.375   0.125  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.739   0.434  -2.102  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.243   0.525   1.598  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.569   1.952  -0.885  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.308   0.945  -1.476  1.00  0.00           H  
HETATM   37  H16 UNL     1      -6.704   0.219  -1.597  1.00  0.00           H  
HETATM   38  H17 UNL     1      -7.748  -0.956   0.254  1.00  0.00           H  
HETATM   39  H18 UNL     1      -6.429  -1.435   2.267  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.038  -0.708   2.381  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7    7   11
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   31
CONECT   12   13   14   32
CONECT   13   33
CONECT   14   15   16   34
CONECT   15   35
CONECT   16   17   17   21
CONECT   17   18   36
CONECT   18   19   19   37
CONECT   19   20   38
CONECT   20   21   21   39
CONECT   21   40
END

HMDB0032961
     RDKit          3D
Secodemethylclausenamide
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.1553   -0.0476    1.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2749   -0.0828   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    0.1301   -1.0781 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0593    0.3778   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.7489   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -0.3407    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.6579   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4607   -0.2867   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601    0.4144    0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.7421    1.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6041    0.3649    1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -0.3380   -0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -0.3520   -1.6065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882    0.5883    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    1.8903    0.0916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0091    0.1625    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    0.4232   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1000    0.0211   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042   -0.6471    0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9526   -0.9096    1.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340   -0.5064    1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3328    0.1052   -2.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246    1.3074   -0.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    0.5386   -1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.9729    0.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567   -1.6501   -0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267   -1.2085   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2058   -0.5404   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9010    0.6948    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2758    1.2947    2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869    0.6328    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204   -1.3750    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394    0.4343   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2435    0.5253    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    1.9515   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    0.9445   -1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7038    0.2194   -1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7477   -0.9557    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4290   -1.4351    2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0376   -0.7080    2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11  6  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydroxy-3-phenyl-N-(2-phenylethyl)propanimidate	HMDB

Chemical Formula

C₁₇H₁₉NO₃

Average Molecular Weight

285.3377

Monoisotopic Molecular Weight

285.136493479

IUPAC Name

2,3-dihydroxy-3-phenyl-N-(2-phenylethyl)propanamide

Traditional Name

2,3-dihydroxy-3-phenyl-N-(2-phenylethyl)propanamide

CAS Registry Number

140848-74-4

SMILES

OC(C(O)C1=CC=CC=C1)C(=O)NCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C17H19NO3/c19-15(14-9-5-2-6-10-14)16(20)17(21)18-12-11-13-7-3-1-4-8-13/h1-10,15-16,19-20H,11-12H2,(H,18,21)

InChI Key

BXCFCVVLKIBDIH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Fatty amide
Fatty acyl
Monosaccharide
1,2-diol
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032961)
Cytoplasm (HMDB: HMDB0032961)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032961)

Source

Exogenous

Exogenous (HMDB: HMDB0032961)

Food

Food (HMDB: HMDB0032961)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0032961)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032961)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	151 - 152 °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	0.71 g/L	ALOGPS
logP	1.74	ALOGPS
logP	1.7	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	80.75 m³·mol⁻¹	ChemAxon
Polarizability	31.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.233	31661259
DarkChem	[M-H]-	163.767	31661259
DeepCCS	[M+H]+	164.836	30932474
DeepCCS	[M-H]-	162.478	30932474
DeepCCS	[M-2H]-	195.364	30932474
DeepCCS	[M+Na]+	170.929	30932474
AllCCS	[M+H]+	169.7	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	170.5	32859911
AllCCS	[M+Na-2H]-	170.5	32859911
AllCCS	[M+HCOO]-	170.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Secodemethylclausenamide	OC(C(O)C1=CC=CC=C1)C(=O)NCCC1=CC=CC=C1	3404.9	Standard polar	33892256
Secodemethylclausenamide	OC(C(O)C1=CC=CC=C1)C(=O)NCCC1=CC=CC=C1	2418.3	Standard non polar	33892256
Secodemethylclausenamide	OC(C(O)C1=CC=CC=C1)C(=O)NCCC1=CC=CC=C1	2507.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Secodemethylclausenamide,1TMS,isomer #1	C[Si](C)(C)OC(C(=O)NCCC1=CC=CC=C1)C(O)C1=CC=CC=C1	2395.7	Semi standard non polar	33892256
Secodemethylclausenamide,1TMS,isomer #2	C[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)NCCC1=CC=CC=C1	2407.3	Semi standard non polar	33892256
Secodemethylclausenamide,1TMS,isomer #3	C[Si](C)(C)N(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1	2444.6	Semi standard non polar	33892256
Secodemethylclausenamide,2TMS,isomer #1	C[Si](C)(C)OC(C(=O)NCCC1=CC=CC=C1)C(O[Si](C)(C)C)C1=CC=CC=C1	2376.1	Semi standard non polar	33892256
Secodemethylclausenamide,2TMS,isomer #2	C[Si](C)(C)OC(C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C)C(O)C1=CC=CC=C1	2426.0	Semi standard non polar	33892256
Secodemethylclausenamide,2TMS,isomer #3	C[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C	2401.3	Semi standard non polar	33892256
Secodemethylclausenamide,3TMS,isomer #1	C[Si](C)(C)OC(C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=CC=C1	2436.7	Semi standard non polar	33892256
Secodemethylclausenamide,3TMS,isomer #1	C[Si](C)(C)OC(C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=CC=C1	2488.9	Standard non polar	33892256
Secodemethylclausenamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)NCCC1=CC=CC=C1)C(O)C1=CC=CC=C1	2654.2	Semi standard non polar	33892256
Secodemethylclausenamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)NCCC1=CC=CC=C1	2672.1	Semi standard non polar	33892256
Secodemethylclausenamide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1	2680.8	Semi standard non polar	33892256
Secodemethylclausenamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)NCCC1=CC=CC=C1)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2841.5	Semi standard non polar	33892256
Secodemethylclausenamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C(O)C1=CC=CC=C1	2906.8	Semi standard non polar	33892256
Secodemethylclausenamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(C1=CC=CC=C1)C(O)C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2893.9	Semi standard non polar	33892256
Secodemethylclausenamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3122.1	Semi standard non polar	33892256
Secodemethylclausenamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C(=O)N(CCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3074.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Secodemethylclausenamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3900000000-08ca3f2a67cfa5d72d9c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secodemethylclausenamide GC-MS (2 TMS) - 70eV, Positive	splash10-004i-1901000000-cb220fd3e471672ec2e6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secodemethylclausenamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secodemethylclausenamide 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 - Secodemethylclausenamide 10V, Positive-QTOF	splash10-00di-0920000000-04dfe3661f72382a118a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 20V, Positive-QTOF	splash10-0kmi-0900000000-69af9f18e46c6a487b45	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 40V, Positive-QTOF	splash10-052f-8900000000-ee6c6fa67536245119ae	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 10V, Negative-QTOF	splash10-001i-0980000000-26d6db76378c2d2f10c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 20V, Negative-QTOF	splash10-05br-2910000000-6fc24c927fba4d3842ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 40V, Negative-QTOF	splash10-00b9-9600000000-c65bc226e0b31e89e085	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 10V, Negative-QTOF	splash10-00lr-1390000000-23cb72c537729d975aa2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 20V, Negative-QTOF	splash10-05po-8930000000-92033dbb0d70b1f5ffa7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 40V, Negative-QTOF	splash10-00kf-9800000000-5ff643898dc93b8bf770	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 10V, Positive-QTOF	splash10-0avr-0950000000-8ec1822945e7d8274f7b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 20V, Positive-QTOF	splash10-0aor-3920000000-4624123302a6c7d12882	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secodemethylclausenamide 40V, Positive-QTOF	splash10-0a6u-8900000000-cc25be3fbe165e69e7e3	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB010947

KNApSAcK ID

C00057051

Chemspider ID

35013520

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70378439

PDB ID

Not Available

ChEBI ID

172148

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 Secodemethylclausenamide (HMDB0032961)

MOL for HMDB0032961 (Secodemethylclausenamide)

3D MOL for HMDB0032961 (Secodemethylclausenamide)

3D SDF for HMDB0032961 (Secodemethylclausenamide)

3D-SDF for HMDB0032961 (Secodemethylclausenamide)

PDB for HMDB0032961 (Secodemethylclausenamide)

3D PDB for HMDB0032961 (Secodemethylclausenamide)

SMILES for HMDB0032961 (Secodemethylclausenamide)

INCHI for HMDB0032961 (Secodemethylclausenamide)

Structure for HMDB0032961 (Secodemethylclausenamide)

3D Structure for HMDB0032961 (Secodemethylclausenamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra