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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:32:24 UTC

Update Date

2021-09-26 22:59:39 UTC

HMDB ID

HMDB0249054

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzoylnorecgonine

Description

Benzoylnorecgonine belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review a small amount of articles have been published on Benzoylnorecgonine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzoylnorecgonine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzoylnorecgonine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249054
     RDKit          3D
Benzoylnorecgonine
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.3707    0.8640   -2.2173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273    0.4159   -1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -0.0378   -0.4336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864   -0.0590   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -1.4155   -1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0982   -1.9348    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349   -1.9402    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.4359    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6488    0.1489    0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -0.9895    1.3593 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.8835   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    1.9516    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593    2.0364    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321    2.8580   -0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    0.3973   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    0.8737   -1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197    0.8562   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3889    0.3529    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -0.1321    1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -0.0990    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    0.3756   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -1.3286   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812   -2.0914   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239   -2.9037    0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -2.4629    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397   -2.3687   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -0.2548    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060   -0.0079   -0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    0.8018    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3917   -1.4460    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5067    1.4146   -0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    3.8252    0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    1.2692   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0950    1.2348   -1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4125    0.3502    1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4840   -0.5205    2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2302   -0.4817    1.3493 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11  4  1  0
 20 15  1  0
 10  6  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 14 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

  Mrv1652309112105322D          

 20 22  0  0  0  0            999 V2000
    0.1593    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -0.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -0.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087   -0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9666    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    1.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361    0.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041    0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    1.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291    0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4416    1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666    1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6791    0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4416    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -1.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9388   -1.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216   -2.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249054

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1C2CCC(CC1OC(=O)C1=CC=CC=C1)N2

> <INCHI_IDENTIFIER>
InChI=1S/C15H17NO4/c17-14(18)13-11-7-6-10(16-11)8-12(13)20-15(19)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2,(H,17,18)

> <INCHI_KEY>
CMYJDRSCSOXYHG-UHFFFAOYSA-N

> <FORMULA>
C15H17NO4

> <MOLECULAR_WEIGHT>
275.304

> <EXACT_MASS>
275.115758031

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.989021426066746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.80

> <JCHEM_LOGP>
-0.7184076446188422

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.112315544128537

> <JCHEM_PKA_STRONGEST_BASIC>
10.944539528863267

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
71.09660000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249054
     RDKit          3D
Benzoylnorecgonine
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.3707    0.8640   -2.2173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273    0.4159   -1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -0.0378   -0.4336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864   -0.0590   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -1.4155   -1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0982   -1.9348    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349   -1.9402    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.4359    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6488    0.1489    0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -0.9895    1.3593 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.8835   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    1.9516    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593    2.0364    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321    2.8580   -0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    0.3973   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    0.8737   -1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197    0.8562   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3889    0.3529    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -0.1321    1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -0.0990    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    0.3756   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -1.3286   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812   -2.0914   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239   -2.9037    0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -2.4629    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397   -2.3687   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -0.2548    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060   -0.0079   -0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    0.8018    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3917   -1.4460    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5067    1.4146   -0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    3.8252    0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    1.2692   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0950    1.2348   -1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4125    0.3502    1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4840   -0.5205    2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2302   -0.4817    1.3493 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11  4  1  0
 20 15  1  0
 10  6  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 14 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                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.297   0.922   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.297  -0.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.501  -1.578   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.003  -1.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.671   0.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.003   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.501   1.883   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.934   0.152   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       5.211   0.152   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.981   1.486   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.211   2.820   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.521   1.486   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.291   2.820   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.831   2.820   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.601   1.486   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.831   0.152   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.291   0.152   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.963  -2.439   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.486  -2.210   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.400  -3.873   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7    3                                                       
CONECT    9    5   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    4   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0249054
HETATM    1  O1  UNL     1       1.371   0.864  -2.217  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.527   0.416  -1.081  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.421  -0.038  -0.434  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.886  -0.059  -0.902  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.509  -1.416  -1.024  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.098  -1.935   0.246  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.635  -1.940   0.198  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.901  -0.436   0.240  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.649   0.149   0.871  1.00  0.00           C  
HETATM   10  N1  UNL     1      -1.913  -0.989   1.359  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.800   0.884  -0.111  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.013   1.952   0.544  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.059   2.036   1.797  1.00  0.00           O  
HETATM   14  O4  UNL     1      -0.232   2.858  -0.149  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.888   0.397  -0.496  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.960   0.874  -1.211  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.220   0.856  -0.668  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.389   0.353   0.605  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.335  -0.132   1.348  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.086  -0.099   0.773  1.00  0.00           C  
HETATM   21  H1  UNL     1      -0.844   0.376  -1.927  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.354  -1.329  -1.762  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.781  -2.091  -1.493  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.724  -2.904   0.574  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.029  -2.463   1.069  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.940  -2.369  -0.770  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.800  -0.255   0.850  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.006  -0.008  -0.762  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.934   0.802   1.715  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.392  -1.446   2.177  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.507   1.415  -0.815  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.205   3.825   0.204  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.794   1.269  -2.225  1.00  0.00           H  
HETATM   34  H14 UNL     1       6.095   1.235  -1.228  1.00  0.00           H  
HETATM   35  H15 UNL     1       6.413   0.350   1.018  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.484  -0.520   2.338  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.230  -0.482   1.349  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4
CONECT    4    5   11   21
CONECT    5    6   22   23
CONECT    6    7   10   24
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   11   29
CONECT   10   30
CONECT   11   12   31
CONECT   12   13   13   14
CONECT   14   32
CONECT   15   16   16   20
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   20   37
END

HMDB0249054
     RDKit          3D
Benzoylnorecgonine
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.3707    0.8640   -2.2173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273    0.4159   -1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -0.0378   -0.4336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864   -0.0590   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -1.4155   -1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0982   -1.9348    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349   -1.9402    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.4359    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6488    0.1489    0.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -0.9895    1.3593 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.8835   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131    1.9516    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593    2.0364    1.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321    2.8580   -0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    0.3973   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9602    0.8737   -1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197    0.8562   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3889    0.3529    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -0.1321    1.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -0.0990    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    0.3756   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -1.3286   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812   -2.0914   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239   -2.9037    0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -2.4629    1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397   -2.3687   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -0.2548    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060   -0.0079   -0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    0.8018    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3917   -1.4460    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5067    1.4146   -0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    3.8252    0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938    1.2692   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0950    1.2348   -1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4125    0.3502    1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4840   -0.5205    2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2302   -0.4817    1.3493 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11  4  1  0
 20 15  1  0
 10  6  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 14 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 NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₇NO₄

Average Molecular Weight

275.304

Monoisotopic Molecular Weight

275.115758031

IUPAC Name

3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid

Traditional Name

3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1C2CCC(CC1OC(=O)C1=CC=CC=C1)N2

InChI Identifier

InChI=1S/C15H17NO4/c17-14(18)13-11-7-6-10(16-11)8-12(13)20-15(19)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2,(H,17,18)

InChI Key

CMYJDRSCSOXYHG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Piperidinecarboxylic acid
Tropane alkaloid
Benzoyl
Dicarboxylic acid or derivatives
Piperidine
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Amino acid
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Secondary amine
Organic nitrogen compound
Organic oxide
Amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	-0.8	ALOGPS
logP	-0.72	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	10.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.1 m³·mol⁻¹	ChemAxon
Polarizability	27.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	162.722	30932474
DeepCCS	[M-H]-	160.364	30932474
DeepCCS	[M-2H]-	193.442	30932474
DeepCCS	[M+Na]+	168.815	30932474
AllCCS	[M+H]+	164.9	32859911
AllCCS	[M+H-H2O]+	161.4	32859911
AllCCS	[M+NH4]+	168.0	32859911
AllCCS	[M+Na]+	168.9	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	164.1	32859911
AllCCS	[M+HCOO]-	163.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzoylnorecgonine	OC(=O)C1C2CCC(CC1OC(=O)C1=CC=CC=C1)N2	3496.8	Standard polar	33892256
Benzoylnorecgonine	OC(=O)C1C2CCC(CC1OC(=O)C1=CC=CC=C1)N2	2445.0	Standard non polar	33892256
Benzoylnorecgonine	OC(=O)C1C2CCC(CC1OC(=O)C1=CC=CC=C1)N2	2434.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzoylnorecgonine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2[Si](C)(C)C	2360.7	Semi standard non polar	33892256
Benzoylnorecgonine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2[Si](C)(C)C	2353.2	Standard non polar	33892256
Benzoylnorecgonine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2[Si](C)(C)C	3046.4	Standard polar	33892256
Benzoylnorecgonine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2[Si](C)(C)C(C)(C)C	2826.7	Semi standard non polar	33892256
Benzoylnorecgonine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2[Si](C)(C)C(C)(C)C	2772.6	Standard non polar	33892256
Benzoylnorecgonine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1C(OC(=O)C2=CC=CC=C2)CC2CCC1N2[Si](C)(C)C(C)(C)C	3240.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylnorecgonine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9300000000-3a5dcc41aeb23c96bba4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylnorecgonine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylnorecgonine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylnorecgonine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylnorecgonine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylnorecgonine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - Benzoylnorecgonine 10V, Positive-QTOF	splash10-0a4i-0590000000-ad4d092cec96b397a658	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylnorecgonine 20V, Positive-QTOF	splash10-0a4r-0930000000-950161a217bc37d15500	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylnorecgonine 40V, Positive-QTOF	splash10-0a4i-2900000000-47e7442905e0f02f48f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylnorecgonine 10V, Negative-QTOF	splash10-0a4i-1790000000-5460019f554032abae72	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylnorecgonine 20V, Negative-QTOF	splash10-004i-6910000000-59dcd913a1112a8a6103	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylnorecgonine 40V, Negative-QTOF	splash10-004i-9000000000-97742f7a3e6481e96e1a	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

368128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

415793

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Benzoylnorecgonine (HMDB0249054)

MOL for HMDB0249054 (Benzoylnorecgonine)

3D MOL for HMDB0249054 (Benzoylnorecgonine)

3D SDF for HMDB0249054 (Benzoylnorecgonine)

3D-SDF for HMDB0249054 (Benzoylnorecgonine)

PDB for HMDB0249054 (Benzoylnorecgonine)

3D PDB for HMDB0249054 (Benzoylnorecgonine)

SMILES for HMDB0249054 (Benzoylnorecgonine)

INCHI for HMDB0249054 (Benzoylnorecgonine)

Structure for HMDB0249054 (Benzoylnorecgonine)

3D Structure for HMDB0249054 (Benzoylnorecgonine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra