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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:56:27 UTC

Update Date

2021-09-26 22:57:41 UTC

HMDB ID

HMDB0247805

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-

Description

Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- belongs to the class of organic compounds known as benzoquinolines. These are organic compounds containing a benzene fused to a quinoline ring system. Based on a literature review very few articles have been published on Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzo(f)quinolin-3(2h)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 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

HMDB0247805
     RDKit          3D
Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.0201    1.8331   -0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524    0.5109   -0.2966 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -0.5549   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -0.3459   -1.6175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.9148   -0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106   -1.9337   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809   -1.0058    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339   -0.5066   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8065   -0.9326   -1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -0.4072   -1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    0.5204   -0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1773    1.1578   -0.9762 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9758    0.9636    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7351    0.4268    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411    0.8210    2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.2700    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    0.1039    0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    2.1989   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    2.5052   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    1.8667   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027   -2.7143   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078   -1.9673    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947   -2.9455   -0.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -1.6217   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0184   -1.6306    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495   -1.6490   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574   -0.7499   -2.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    1.6869    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -0.0799    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205    1.6248    2.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0231    1.7349    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    2.0078    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -0.2731    1.5946 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 17  7  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

  Mrv1652309112102562D          

 17 19  0  0  0  0            999 V2000
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 Cl  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  2  0  0  0  0
  7  8  1  0  0  0  0
  3  8  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
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 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
  6 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247805

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2CCC3=C(C=CC(Cl)=C3)C2CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16ClNO/c1-16-13-6-2-9-8-10(15)3-4-11(9)12(13)5-7-14(16)17/h3-4,8,12-13H,2,5-7H2,1H3

> <INCHI_KEY>
WQBIOEFDDDEARX-UHFFFAOYSA-N

> <FORMULA>
C14H16ClNO

> <MOLECULAR_WEIGHT>
249.74

> <EXACT_MASS>
249.0920418

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.444703966489715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-chloro-4-methyl-1H,2H,3H,4H,4aH,5H,6H,10bH-benzo[f]quinolin-3-one

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
2.7356811490000004

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1198420152606028

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
68.7078

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bexlosteride

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247805
     RDKit          3D
Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.0201    1.8331   -0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524    0.5109   -0.2966 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -0.5549   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -0.3459   -1.6175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.9148   -0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106   -1.9337   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809   -1.0058    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339   -0.5066   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8065   -0.9326   -1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -0.4072   -1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    0.5204   -0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1773    1.1578   -0.9762 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9758    0.9636    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7351    0.4268    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411    0.8210    2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.2700    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    0.1039    0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    2.1989   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    2.5052   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    1.8667   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027   -2.7143   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078   -1.9673    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947   -2.9455   -0.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -1.6217   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0184   -1.6306    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495   -1.6490   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574   -0.7499   -2.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    1.6869    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -0.0799    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205    1.6248    2.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0231    1.7349    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    2.0078    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -0.2731    1.5946 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 17  7  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  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      -4.207  -4.207   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -3.437  -2.874   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.127  -4.207   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.413  -4.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.747  -1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       5.033  -1.540   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    2   12                                                  
CONECT   12   11                                                            
CONECT   13    7   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15    6                                                       
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0247805
HETATM    1  C1  UNL     1      -2.020   1.833  -0.823  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.952   0.511  -0.297  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.751  -0.555  -0.847  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.696  -0.346  -1.618  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.310  -1.915  -0.384  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.811  -1.934  -0.619  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.181  -1.006   0.375  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.134  -0.507  -0.010  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.807  -0.933  -1.163  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.044  -0.407  -1.436  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.604   0.520  -0.586  1.00  0.00           C  
HETATM   12 CL1  UNL     1       5.177   1.158  -0.976  1.00  0.00          CL  
HETATM   13  C10 UNL     1       2.976   0.964   0.555  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.735   0.427   0.815  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.941   0.821   2.013  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.412   1.270   1.444  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.103   0.104   0.813  1.00  0.00           C  
HETATM   18  H1  UNL     1      -1.049   2.199  -1.229  1.00  0.00           H  
HETATM   19  H2  UNL     1      -2.391   2.505  -0.009  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.753   1.867  -1.630  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.803  -2.714  -0.971  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.508  -1.967   0.686  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.395  -2.945  -0.498  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.676  -1.622  -1.673  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.018  -1.631   1.307  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.350  -1.649  -1.799  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.557  -0.750  -2.342  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.384   1.687   1.242  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.741  -0.080   2.622  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.420   1.625   2.582  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.023   1.735   2.223  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.184   2.008   0.639  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.835  -0.273   1.595  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   17
CONECT    3    4    4    5
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8   17   25
CONECT    8    9    9   14
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   13
CONECT   13   14   14   28
CONECT   14   15
CONECT   15   16   29   30
CONECT   16   17   31   32
CONECT   17   33
END

HMDB0247805
     RDKit          3D
Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.0201    1.8331   -0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524    0.5109   -0.2966 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -0.5549   -0.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -0.3459   -1.6175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.9148   -0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106   -1.9337   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809   -1.0058    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339   -0.5066   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8065   -0.9326   -1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0439   -0.4072   -1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    0.5204   -0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1773    1.1578   -0.9762 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9758    0.9636    0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7351    0.4268    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411    0.8210    2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.2700    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    0.1039    0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    2.1989   -1.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    2.5052   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    1.8667   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027   -2.7143   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078   -1.9673    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947   -2.9455   -0.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -1.6217   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0184   -1.6306    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495   -1.6490   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574   -0.7499   -2.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    1.6869    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -0.0799    2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205    1.6248    2.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0231    1.7349    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    2.0078    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -0.2731    1.5946 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 17  7  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆ClNO

Average Molecular Weight

249.74

Monoisotopic Molecular Weight

249.0920418

IUPAC Name

8-chloro-4-methyl-1H,2H,3H,4H,4aH,5H,6H,10bH-benzo[f]quinolin-3-one

Traditional Name

bexlosteride

CAS Registry Number

Not Available

SMILES

CN1C2CCC3=C(C=CC(Cl)=C3)C2CCC1=O

InChI Identifier

InChI=1S/C14H16ClNO/c1-16-13-6-2-9-8-10(15)3-4-11(9)12(13)5-7-14(16)17/h3-4,8,12-13H,2,5-7H2,1H3

InChI Key

WQBIOEFDDDEARX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoquinolines. These are organic compounds containing a benzene fused to a quinoline ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Benzoquinolines

Alternative Parents

Substituents

Benzoquinoline
Tetralin
Delta-lactam
Piperidinone
Aryl chloride
Aryl halide
Piperidine
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
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	3.3	ALOGPS
logP	2.74	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.71 m³·mol⁻¹	ChemAxon
Polarizability	26.44 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	151.029	30932474
DeepCCS	[M-H]-	148.671	30932474
DeepCCS	[M-2H]-	183.066	30932474
DeepCCS	[M+Na]+	157.696	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- GC-MS (Non-derivatized) - 70eV, Positive	splash10-03k9-0940000000-1f853f293ab5b55f3aec	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 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 - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 10V, Positive-QTOF	splash10-0udi-0090000000-4b17284427c7fb2053ca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 20V, Positive-QTOF	splash10-0udi-0190000000-806a4a45c1b3cc240bbb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 40V, Positive-QTOF	splash10-004j-3940000000-70c53141f585c02b55ee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 10V, Negative-QTOF	splash10-0002-0090000000-c5e56d650fce2dbb422c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 20V, Negative-QTOF	splash10-001j-9080000000-7afec02625abc7fdb5ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- 40V, Negative-QTOF	splash10-01pk-4790000000-beb80d8597e64d799c04	2021-10-12	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

8035466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9859767

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 Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans- (HMDB0247805)

MOL for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

3D MOL for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

3D SDF for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

3D-SDF for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

PDB for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

3D PDB for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

SMILES for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

INCHI for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

Structure for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

3D Structure for HMDB0247805 (Benzo(f)quinolin-3(2H)-one, 8-chloro-1,4,4a,5,6,10b-hexahydro-4-methyl-, trans-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra