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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:06 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030639

Secondary Accession Numbers

HMDB30639

Metabolite Identification

Common Name

(±)-Tembamide

Description

(±)-Tembamide, also known as tembamide, belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring. Based on a literature review a significant number of articles have been published on (±)-Tembamide.

Structure

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

HMDB0030639
     RDKit          3D
(±)-Tembamide
 37 38  0  0  0  0  0  0  0  0999 V2000
    6.9490    0.3279    0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1346    0.2910   -0.6564 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    0.1105   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    0.0805   -1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025   -0.1010   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593   -0.2575   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -0.4542   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.4696    0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2093    0.8428   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366    0.7810   -0.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    0.0013    0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9856   -0.7246    1.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016   -0.0105    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    0.9249   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9423    0.8827   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7013   -0.0845    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0148   -1.0118    0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503   -1.0001    1.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -0.2291    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057   -0.0467    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9600    0.7021    0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0690   -0.7284    0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748    0.8720    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    0.2016   -2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004   -0.1240   -2.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -0.8329   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.3700   -0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    1.1731    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1817    1.5812   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074    1.3725   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403    1.7240   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458    1.6171   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7889   -0.1206    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5959   -1.7866    1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -1.7497    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2014   -0.3526    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588   -0.0320    1.5197 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
  7  9  1  0
  9 10  1  0
 10 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
  6 19  1  0
 19 20  2  0
 20  3  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END


  Mrv0541 02241220052D          

 20 21  0  0  0  0            999 V2000
   -0.7215   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6413   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -0.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850    0.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631    1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631    2.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850    2.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    2.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0850   -0.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215   -2.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -0.4002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 20  2  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030639

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C(O)CNC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO3/c1-20-14-9-7-12(8-10-14)15(18)11-17-16(19)13-5-3-2-4-6-13/h2-10,15,18H,11H2,1H3,(H,17,19)

> <INCHI_KEY>
NICURWGAEFHESQ-UHFFFAOYSA-N

> <FORMULA>
C16H17NO3

> <MOLECULAR_WEIGHT>
271.3111

> <EXACT_MASS>
271.120843415

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.471029721360935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]benzamide

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.9840290856666671

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.070812949099984

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.051203449322479

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9408619444151541

> <JCHEM_POLAR_SURFACE_AREA>
58.559999999999995

> <JCHEM_REFRACTIVITY>
77.07140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]benzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030639
     RDKit          3D
(±)-Tembamide
 37 38  0  0  0  0  0  0  0  0999 V2000
    6.9490    0.3279    0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1346    0.2910   -0.6564 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    0.1105   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    0.0805   -1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025   -0.1010   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593   -0.2575   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -0.4542   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.4696    0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2093    0.8428   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366    0.7810   -0.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    0.0013    0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9856   -0.7246    1.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016   -0.0105    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    0.9249   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9423    0.8827   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7013   -0.0845    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0148   -1.0118    0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503   -1.0001    1.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -0.2291    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057   -0.0467    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9600    0.7021    0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0690   -0.7284    0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748    0.8720    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    0.2016   -2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004   -0.1240   -2.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -0.8329   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.3700   -0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    1.1731    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1817    1.5812   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074    1.3725   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403    1.7240   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458    1.6171   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7889   -0.1206    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5959   -1.7866    1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -1.7497    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2014   -0.3526    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588   -0.0320    1.5197 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
  7  9  1  0
  9 10  1  0
 10 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
  6 19  1  0
 19 20  2  0
 20  3  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  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  C   UNK     0      -1.347  -2.993   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.694  -2.244   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.694  -0.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.347  -0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.001  -0.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.001  -2.244   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197  -2.993   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.544  -2.244   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.544  -0.747   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.892  -0.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.892   1.496   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.544   2.244   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.544   3.741   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.892   4.490   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.239   3.741   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.239   2.244   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.892  -0.001   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.239  -0.747   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.347  -4.490   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.239  -0.747   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15                                                       
CONECT   17    3   18                                                       
CONECT   18   17                                                            
CONECT   19    7                                                            
CONECT   20   10                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0030639
HETATM    1  C1  UNL     1       6.949   0.328   0.473  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.135   0.291  -0.656  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.756   0.111  -0.616  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.986   0.081  -1.759  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.602  -0.101  -1.711  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.959  -0.257  -0.504  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.464  -0.454  -0.452  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.140  -1.470   0.423  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.209   0.843  -0.177  1.00  0.00           C  
HETATM   10  N1  UNL     1      -1.637   0.781  -0.247  1.00  0.00           N  
HETATM   11  C8  UNL     1      -2.437   0.001   0.594  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.986  -0.725   1.508  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.902  -0.010   0.447  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.561   0.925  -0.309  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.942   0.883  -0.433  1.00  0.00           C  
HETATM   16  C12 UNL     1      -6.701  -0.084   0.187  1.00  0.00           C  
HETATM   17  C13 UNL     1      -6.015  -1.012   0.941  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.650  -1.000   1.085  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.719  -0.229   0.643  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.106  -0.047   0.590  1.00  0.00           C  
HETATM   21  H1  UNL     1       7.960   0.702   0.271  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.069  -0.728   0.837  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.475   0.872   1.335  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.474   0.202  -2.715  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.000  -0.124  -2.612  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.115  -0.833  -1.466  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.090  -2.370  -0.015  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.108   1.173   0.865  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.182   1.581  -0.924  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.107   1.373  -1.000  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.040   1.724  -0.828  1.00  0.00           H  
HETATM   32  H12 UNL     1      -6.446   1.617  -1.025  1.00  0.00           H  
HETATM   33  H13 UNL     1      -7.789  -0.121   0.092  1.00  0.00           H  
HETATM   34  H14 UNL     1      -6.596  -1.787   1.441  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.132  -1.750   1.690  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.201  -0.353   1.577  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.659  -0.032   1.520  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   19
CONECT    7    8    9   26
CONECT    8   27
CONECT    9   10   28   29
CONECT   10   11   30
CONECT   11   12   12   13
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   35
CONECT   19   20   20   36
CONECT   20   37
END

HMDB0030639
     RDKit          3D
(±)-Tembamide
 37 38  0  0  0  0  0  0  0  0999 V2000
    6.9490    0.3279    0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1346    0.2910   -0.6564 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    0.1105   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    0.0805   -1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6025   -0.1010   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593   -0.2575   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -0.4542   -0.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -1.4696    0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2093    0.8428   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6366    0.7810   -0.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    0.0013    0.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9856   -0.7246    1.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016   -0.0105    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605    0.9249   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9423    0.8827   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7013   -0.0845    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0148   -1.0118    0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503   -1.0001    1.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -0.2291    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057   -0.0467    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9600    0.7021    0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0690   -0.7284    0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748    0.8720    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4736    0.2016   -2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004   -0.1240   -2.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -0.8329   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.3700   -0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1083    1.1731    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1817    1.5812   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074    1.3725   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403    1.7240   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458    1.6171   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7889   -0.1206    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5959   -1.7866    1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -1.7497    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2014   -0.3526    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588   -0.0320    1.5197 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
  7  9  1  0
  9 10  1  0
 10 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
  6 19  1  0
 19 20  2  0
 20  3  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tembamide	HMDB
N-[2-Hydroxy-2-(4-methoxyphenyl)ethyl]benzenecarboximidate	HMDB

Chemical Formula

C₁₆H₁₇NO₃

Average Molecular Weight

271.3111

Monoisotopic Molecular Weight

271.120843415

IUPAC Name

N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]benzamide

Traditional Name

N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]benzamide

CAS Registry Number

15298-28-9

SMILES

COC1=CC=C(C=C1)C(O)CNC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H17NO3/c1-20-14-9-7-12(8-10-14)15(18)11-17-16(19)13-5-3-2-4-6-13/h2-10,15,18H,11H2,1H3,(H,17,19)

InChI Key

NICURWGAEFHESQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzamides

Alternative Parents

Substituents

Benzamide
Anisole
Benzoyl
Phenol ether
Methoxybenzene
Phenoxy compound
Alkyl aryl ether
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Ether
Carboxylic acid derivative
Aromatic alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030639)
Cytoplasm (HMDB: HMDB0030639)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030639)

Source

Endogenous

Endogenous (HMDB: HMDB0030639)

Plant

Plant (HMDB: HMDB0030639)

Exogenous

Food

Food (HMDB: HMDB0030639)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	156 - 157 °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	0.052 g/L	ALOGPS
logP	1.87	ALOGPS
logP	1.98	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	14.05	ChemAxon
pKa (Strongest Basic)	-0.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.07 m³·mol⁻¹	ChemAxon
Polarizability	29.47 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]+	164.534	31661259
DarkChem	[M-H]-	164.156	31661259
DeepCCS	[M+H]+	163.678	30932474
DeepCCS	[M-H]-	161.32	30932474
DeepCCS	[M-2H]-	194.206	30932474
DeepCCS	[M+Na]+	169.771	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	168.6	32859911
AllCCS	[M+Na]+	169.6	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	167.6	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Tembamide	COC1=CC=C(C=C1)C(O)CNC(=O)C1=CC=CC=C1	3264.1	Standard polar	33892256
(??)-Tembamide	COC1=CC=C(C=C1)C(O)CNC(=O)C1=CC=CC=C1	2437.3	Standard non polar	33892256
(??)-Tembamide	COC1=CC=C(C=C1)C(O)CNC(=O)C1=CC=CC=C1	2595.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-Tembamide,1TMS,isomer #1	COC1=CC=C(C(CNC(=O)C2=CC=CC=C2)O[Si](C)(C)C)C=C1	2518.2	Semi standard non polar	33892256
(??)-Tembamide,1TMS,isomer #2	COC1=CC=C(C(O)CN(C(=O)C2=CC=CC=C2)[Si](C)(C)C)C=C1	2448.4	Semi standard non polar	33892256
(±)-Tembamide,2TMS,isomer #1	COC1=CC=C(C(CN(C(=O)C2=CC=CC=C2)[Si](C)(C)C)O[Si](C)(C)C)C=C1	2422.3	Semi standard non polar	33892256
(±)-Tembamide,2TMS,isomer #1	COC1=CC=C(C(CN(C(=O)C2=CC=CC=C2)[Si](C)(C)C)O[Si](C)(C)C)C=C1	2318.0	Standard non polar	33892256
(??)-Tembamide,1TBDMS,isomer #1	COC1=CC=C(C(CNC(=O)C2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C=C1	2757.3	Semi standard non polar	33892256
(??)-Tembamide,1TBDMS,isomer #2	COC1=CC=C(C(O)CN(C(=O)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1	2725.7	Semi standard non polar	33892256
(±)-Tembamide,2TBDMS,isomer #1	COC1=CC=C(C(CN(C(=O)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	2911.8	Semi standard non polar	33892256
(±)-Tembamide,2TBDMS,isomer #1	COC1=CC=C(C(CN(C(=O)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	2749.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Tembamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1910000000-5b3fe52a457401a5ac47	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Tembamide GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-3930000000-a2d9235caba15c3dc1db	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Tembamide 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 - (±)-Tembamide 10V, Positive-QTOF	splash10-0uk9-0290000000-50d7e51af493390c9ad4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 20V, Positive-QTOF	splash10-0zgi-0930000000-69af42e85fc1073791ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 40V, Positive-QTOF	splash10-0a4i-2900000000-ec50b361cdf7b3d7722e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 10V, Negative-QTOF	splash10-00di-0290000000-b03c32de7f3be48c3ef5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 20V, Negative-QTOF	splash10-0fk9-3980000000-c01d421b5e4ef182b906	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 40V, Negative-QTOF	splash10-05bf-9800000000-c5661c5b07143059d2db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 10V, Positive-QTOF	splash10-0ab9-0930000000-335034c5844b2aa41e3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 20V, Positive-QTOF	splash10-0a4i-0910000000-13434278fd6b8ffafc20	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 40V, Positive-QTOF	splash10-056r-8900000000-322be8b93e967cda5b3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 10V, Negative-QTOF	splash10-0002-0920000000-c5c801acc73ea1692901	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 20V, Negative-QTOF	splash10-0096-9310000000-80969065864c30eb5a78	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Tembamide 40V, Negative-QTOF	splash10-00bc-9430000000-9504f160ecfe827de199	2021-09-22	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

FDB002544

KNApSAcK ID

Not Available

Chemspider ID

154600

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

177583

PDB ID

Not Available

ChEBI ID

Not Available

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 (±)-Tembamide (HMDB0030639)

MOL for HMDB0030639 ((±)-Tembamide)

3D MOL for HMDB0030639 ((±)-Tembamide)

3D SDF for HMDB0030639 ((±)-Tembamide)

3D-SDF for HMDB0030639 ((±)-Tembamide)

PDB for HMDB0030639 ((±)-Tembamide)

3D PDB for HMDB0030639 ((±)-Tembamide)

SMILES for HMDB0030639 ((±)-Tembamide)

INCHI for HMDB0030639 ((±)-Tembamide)

Structure for HMDB0030639 ((±)-Tembamide)

3D Structure for HMDB0030639 ((±)-Tembamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra