Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:57:14 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038621

Secondary Accession Numbers

HMDB38621

Metabolite Identification

Common Name

z-Clausenamide

Description

z-Clausenamide belongs to the class of organic compounds known as benzazocines. These are organic compounds containing the benzazocine ring system, which consists of a benzene ring bound to an azocine ring. z-Clausenamide has been detected, but not quantified in, fruits. This could make Z-clausenamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on z-Clausenamide.

Structure

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

HMDB0038621
     RDKit          3D
z-Clausenamide
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.1420    3.2034    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431    2.0169    0.1467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2977    0.8562    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025   -0.4349    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7653   -1.2290    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066   -2.5332    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.6119    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077   -3.3893    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4646   -2.0738    0.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.0035    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3703    0.2390    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    0.0364    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010   -0.0911    1.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653   -0.2749    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -0.3364    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026   -0.2165   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.0316   -0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    1.2413   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.0516   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0846    2.1831   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    3.3908   -0.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522    3.6354   -0.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801    3.9687    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179    2.9098    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3449    1.0597    0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8920   -1.0575    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -2.7027    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099   -4.6387    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -4.1964    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107   -1.9089    0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    0.6745    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654   -0.0384    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5316   -0.3707    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6796   -0.4798    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -0.2587   -1.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    0.0613   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413    0.6596   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    2.6901   -1.7416 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20  2  1  0
 10  5  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
M  END


  Mrv0541 05061310332D          

 21 23  0  0  0  0            999 V2000
    3.2549    0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    4.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651    4.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551    4.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493    3.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2708    4.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686    3.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4927    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4927    1.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250    3.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549    2.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
 10  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  1  1  0  0  0  0
 19 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038621

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1\C=C/C2=CC=CC=C2C(C(O)C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO2/c1-19-12-11-13-7-5-6-10-15(13)16(17(20)18(19)21)14-8-3-2-4-9-14/h2-12,16-17,20H,1H3/b12-11-

> <INCHI_KEY>
VRSSZILNAITUII-QXMHVHEDSA-N

> <FORMULA>
C18H17NO2

> <MOLECULAR_WEIGHT>
279.3331

> <EXACT_MASS>
279.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.669177261880264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3-methyl-6-phenyl-3,4,5,6-tetrahydro-3-benzazocin-4-one

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.458250717666666

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.21589104396621

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.698457635171142

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8054167600955635

> <JCHEM_POLAR_SURFACE_AREA>
40.54

> <JCHEM_REFRACTIVITY>
83.0437

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3-methyl-6-phenyl-5,6-dihydro-3-benzazocin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038621
     RDKit          3D
z-Clausenamide
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.1420    3.2034    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431    2.0169    0.1467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2977    0.8562    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025   -0.4349    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7653   -1.2290    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066   -2.5332    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.6119    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077   -3.3893    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4646   -2.0738    0.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.0035    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3703    0.2390    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    0.0364    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010   -0.0911    1.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653   -0.2749    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -0.3364    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026   -0.2165   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.0316   -0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    1.2413   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.0516   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0846    2.1831   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    3.3908   -0.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522    3.6354   -0.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801    3.9687    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179    2.9098    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3449    1.0597    0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8920   -1.0575    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -2.7027    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099   -4.6387    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -4.1964    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107   -1.9089    0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    0.6745    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654   -0.0384    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5316   -0.3707    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6796   -0.4798    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -0.2587   -1.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    0.0613   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413    0.6596   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    2.6901   -1.7416 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20  2  1  0
 10  5  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  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       6.076   1.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.256   9.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.682   7.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.783   8.954   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.732   2.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.732   3.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.399   1.488   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.092   6.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.372   7.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.399   4.568   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.024   1.169   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.564   1.169   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.935   2.258   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.435   6.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.935   3.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.024   4.887   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.564   4.887   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.653   3.798   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.653   2.258   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       4.153   6.309   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.076   4.387   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    3    4                                                       
CONECT    3    2    8                                                       
CONECT    4    2    9                                                       
CONECT    5    6    7                                                       
CONECT    6    5   10                                                       
CONECT    7    5   13                                                       
CONECT    8    3   14                                                       
CONECT    9    4   14                                                       
CONECT   10    6   15                                                       
CONECT   11   12   13                                                       
CONECT   12   11   19                                                       
CONECT   13    7   11   15                                                  
CONECT   14    8    9   16                                                  
CONECT   15   10   13   16                                                  
CONECT   16   14   15   17                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19   21                                                  
CONECT   19    1   12   18                                                  
CONECT   20   17                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0038621
HETATM    1  C1  UNL     1      -3.142   3.203   0.558  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.443   2.017   0.147  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.298   0.856   0.215  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.002  -0.435   0.240  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.765  -1.229   0.212  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.207  -2.533   0.122  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.348  -3.612   0.072  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.008  -3.389   0.112  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.465  -2.074   0.203  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.413  -1.003   0.252  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.370   0.239   0.346  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.839   0.036   0.286  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.601  -0.091   1.454  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.965  -0.275   1.423  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.608  -0.336   0.204  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.903  -0.216  -0.974  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.526  -0.032  -0.917  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.039   1.241  -0.713  1.00  0.00           C  
HETATM   19  O1  UNL     1       1.064   2.052  -1.046  1.00  0.00           O  
HETATM   20  C18 UNL     1      -1.085   2.183  -0.242  1.00  0.00           C  
HETATM   21  O2  UNL     1      -0.756   3.391  -0.148  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.652   3.635  -0.345  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.480   3.969   1.020  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.918   2.910   1.291  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.345   1.060   0.253  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.892  -1.057   0.295  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.273  -2.703   0.090  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.710  -4.639   0.001  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.730  -4.196   0.076  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.511  -1.909   0.236  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.173   0.675   1.374  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.065  -0.038   2.399  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.532  -0.371   2.340  1.00  0.00           H  
HETATM   34  H13 UNL     1       5.680  -0.480   0.133  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.365  -0.259  -1.951  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.954   0.061  -1.830  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.341   0.660  -1.606  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.750   2.690  -1.742  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   20
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   10
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11
CONECT   11   12   18   31
CONECT   12   13   13   17
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   36
CONECT   18   19   20   37
CONECT   19   38
CONECT   20   21   21
END

HMDB0038621
     RDKit          3D
z-Clausenamide
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.1420    3.2034    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431    2.0169    0.1467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2977    0.8562    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0025   -0.4349    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7653   -1.2290    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066   -2.5332    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.6119    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077   -3.3893    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4646   -2.0738    0.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.0035    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3703    0.2390    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    0.0364    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010   -0.0911    1.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653   -0.2749    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -0.3364    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026   -0.2165   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.0316   -0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    1.2413   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643    2.0516   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0846    2.1831   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    3.3908   -0.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522    3.6354   -0.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801    3.9687    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179    2.9098    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3449    1.0597    0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8920   -1.0575    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -2.7027    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099   -4.6387    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -4.1964    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107   -1.9089    0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    0.6745    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0654   -0.0384    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5316   -0.3707    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6796   -0.4798    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -0.2587   -1.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541    0.0613   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3413    0.6596   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7503    2.6901   -1.7416 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20  2  1  0
 10  5  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,6-dihydro-5-Hydroxy-3-methyl-6-phenyl-3-benzazocin-4(3H)-one, 9ci	HMDB

Chemical Formula

C₁₈H₁₇NO₂

Average Molecular Weight

279.3331

Monoisotopic Molecular Weight

279.125928793

IUPAC Name

5-hydroxy-3-methyl-6-phenyl-3,4,5,6-tetrahydro-3-benzazocin-4-one

Traditional Name

5-hydroxy-3-methyl-6-phenyl-5,6-dihydro-3-benzazocin-4-one

CAS Registry Number

136173-85-8

SMILES

CN1\C=C/C2=CC=CC=C2C(C(O)C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H17NO2/c1-19-12-11-13-7-5-6-10-15(13)16(17(20)18(19)21)14-8-3-2-4-9-14/h2-12,16-17,20H,1H3/b12-11-

InChI Key

VRSSZILNAITUII-QXMHVHEDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazocines. These are organic compounds containing the benzazocine ring system, which consists of a benzene ring bound to an azocine ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzazocines

Direct Parent

Benzazocines

Alternative Parents

Substituents

Benzazocine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Secondary alcohol
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038621)

Cellular substructure

Membrane (HMDB: HMDB0038621)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038621)

Source

Exogenous

Food

Food (HMDB: HMDB0038621)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038621)

Not Available

Nutrient (HMDB: HMDB0038621)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.72	ALOGPS
logP	2.46	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.04 m³·mol⁻¹	ChemAxon
Polarizability	29.67 Å³	ChemAxon
Number of Rings	3	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]+	166.718	31661259
DarkChem	[M-H]-	163.59	31661259
DeepCCS	[M+H]+	164.961	30932474
DeepCCS	[M-H]-	162.603	30932474
DeepCCS	[M-2H]-	195.489	30932474
DeepCCS	[M+Na]+	171.054	30932474
AllCCS	[M+H]+	166.6	32859911
AllCCS	[M+H-H2O]+	162.8	32859911
AllCCS	[M+NH4]+	170.1	32859911
AllCCS	[M+Na]+	171.1	32859911
AllCCS	[M-H]-	170.7	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	170.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
z-Clausenamide	CN1\C=C/C2=CC=CC=C2C(C(O)C1=O)C1=CC=CC=C1	4069.6	Standard polar	33892256
z-Clausenamide	CN1\C=C/C2=CC=CC=C2C(C(O)C1=O)C1=CC=CC=C1	2518.8	Standard non polar	33892256
z-Clausenamide	CN1\C=C/C2=CC=CC=C2C(C(O)C1=O)C1=CC=CC=C1	2525.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
z-Clausenamide,1TMS,isomer #1	CN1/C=C\C2=CC=CC=C2C(C2=CC=CC=C2)C(O[Si](C)(C)C)C1=O	2431.7	Semi standard non polar	33892256
z-Clausenamide,1TBDMS,isomer #1	CN1/C=C\C2=CC=CC=C2C(C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)C1=O	2646.1	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 - z-Clausenamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-2960000000-172af1c2592f2b8116db	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - z-Clausenamide GC-MS ( TMS) - 70eV, Positive	splash10-00bi-5973000000-1be45af0137ee10ef99e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - z-Clausenamide 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 - z-Clausenamide 10V, Positive-QTOF	splash10-001i-0090000000-e530c33fff76e41e2976	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 20V, Positive-QTOF	splash10-001i-1590000000-545f4779fb72be63ce23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 40V, Positive-QTOF	splash10-0fvl-4910000000-3951a560041842b9f36d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 10V, Negative-QTOF	splash10-004i-0090000000-d2d3486094f006e78cce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 20V, Negative-QTOF	splash10-004i-1090000000-280524c75ae3244c3231	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 40V, Negative-QTOF	splash10-0a4i-9100000000-4b68e0f7a32781b8fc13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 10V, Positive-QTOF	splash10-001i-0090000000-bd45e33ef120e75a6eb9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 20V, Positive-QTOF	splash10-000x-1890000000-e0a5ebd3a6b885e48f9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 40V, Positive-QTOF	splash10-0006-7910000000-6e7ed5ebf7fb23fda4f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 10V, Negative-QTOF	splash10-004i-0090000000-50cc1ea4c83b57b666b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 20V, Negative-QTOF	splash10-0fb9-0290000000-5384430f52cba0d8ba52	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - z-Clausenamide 40V, Negative-QTOF	splash10-00ou-1790000000-62283e9c6fdb1e2260fd	2021-09-23	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

FDB018015

KNApSAcK ID

C00055513

Chemspider ID

35014618

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751228

PDB ID

Not Available

ChEBI ID

173984

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 z-Clausenamide (HMDB0038621)

MOL for HMDB0038621 (z-Clausenamide)

3D MOL for HMDB0038621 (z-Clausenamide)

3D SDF for HMDB0038621 (z-Clausenamide)

3D-SDF for HMDB0038621 (z-Clausenamide)

PDB for HMDB0038621 (z-Clausenamide)

3D PDB for HMDB0038621 (z-Clausenamide)

SMILES for HMDB0038621 (z-Clausenamide)

INCHI for HMDB0038621 (z-Clausenamide)

Structure for HMDB0038621 (z-Clausenamide)

3D Structure for HMDB0038621 (z-Clausenamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra