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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:52:43 UTC

Update Date

2021-09-26 23:00:09 UTC

HMDB ID

HMDB0249367

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Brasofensine

Description

Brasofensine belongs to the class of organic compounds known as phenyltropanes. Phenyltropanes are compounds containing a phenyl group linked to a tropane moiety. Tropane is an organonitrogenous [3.2.1] bicyclic organic compound. Based on a literature review a small amount of articles have been published on Brasofensine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Brasofensine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Brasofensine 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

HMDB0249367
     RDKit          3D
Brasofensine
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.8648    4.2040   -0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    3.4293    0.1111 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8759    2.1632   -0.0450 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915    1.2872    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -0.1160    0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4864   -0.2705   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.6127   -0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3679    0.6903    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    1.5512    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8152    2.3767    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1832    3.4583    0.3549 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830    2.3061   -0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480    3.3423   -2.3339 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    1.4389   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757   -1.7208   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001   -2.6695   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -3.0223    1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -2.1344    1.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -1.1010    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489   -1.9281   -0.6435 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3843   -2.8100   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0647    4.6456   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    3.4994   -1.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    4.9549   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    1.5303    1.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479   -0.3454    1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.1577   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.0439    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    1.6220    2.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548    1.4055   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307   -1.8182    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -1.9468   -0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -3.5728   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8555   -4.0902    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2701   -2.8414    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306   -2.6396    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805   -1.6180    2.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6785   -0.6153    0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -3.6202   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -3.3079   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.2159   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  5  1  0
 14  7  1  0
 20 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
M  END

  Mrv1652309112105532D          

 21 23  0  0  0  0            999 V2000
    2.1787    0.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -0.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624    0.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624   -0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247   -0.0001    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -1.4290    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4811   -1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797   -2.1564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -2.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5099   -2.6784    0.0000 C   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
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 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
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 12 17  1  0  0  0  0
 18  7  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249367

> <DATABASE_NAME>
hmdb

> <SMILES>
CON=CC1C2CCC(CC1C1=CC(Cl)=C(Cl)C=C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C16H20Cl2N2O/c1-20-11-4-6-16(20)13(9-19-21-2)12(8-11)10-3-5-14(17)15(18)7-10/h3,5,7,9,11-13,16H,4,6,8H2,1-2H3

> <INCHI_KEY>
NRLIFEGHTNUYFL-UHFFFAOYSA-N

> <FORMULA>
C16H20Cl2N2O

> <MOLECULAR_WEIGHT>
327.25

> <EXACT_MASS>
326.0952687

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.51054487225193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[3-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]methylidene}(methoxy)amine

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
3.8022558553333337

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.151293314734646

> <JCHEM_POLAR_SURFACE_AREA>
24.83

> <JCHEM_REFRACTIVITY>
86.72919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[3-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]methylidene}(methoxy)amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249367
     RDKit          3D
Brasofensine
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.8648    4.2040   -0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    3.4293    0.1111 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8759    2.1632   -0.0450 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915    1.2872    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -0.1160    0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4864   -0.2705   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.6127   -0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3679    0.6903    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    1.5512    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8152    2.3767    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1832    3.4583    0.3549 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830    2.3061   -0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480    3.3423   -2.3339 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    1.4389   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757   -1.7208   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001   -2.6695   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -3.0223    1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -2.1344    1.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -1.1010    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489   -1.9281   -0.6435 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3843   -2.8100   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0647    4.6456   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    3.4994   -1.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    4.9549   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    1.5303    1.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479   -0.3454    1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.1577   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.0439    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    1.6220    2.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548    1.4055   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307   -1.8182    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -1.9468   -0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -3.5728   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8555   -4.0902    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2701   -2.8414    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306   -2.6396    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805   -1.6180    2.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6785   -0.6153    0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -3.6202   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -3.3079   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.2159   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  5  1  0
 14  7  1  0
 20 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  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       4.067   0.476   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.602  -0.000   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.170   1.730   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.966   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.966  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.170  -1.730   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.671  -1.388   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.339  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.671   1.387   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.879  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.649  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.189  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.959  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.189   1.333   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.649   1.333   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      10.499  -0.000   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       8.959  -2.668   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       4.631  -2.592   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.069  -4.025   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       5.029  -5.229   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.552  -5.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17   12                                                            
CONECT   18    7   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0249367
HETATM    1  C1  UNL     1       1.865   4.204  -0.965  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.369   3.429   0.111  1.00  0.00           O  
HETATM    3  N1  UNL     1       0.876   2.163  -0.045  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.091   1.287   0.847  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.599  -0.116   0.770  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.486  -0.270  -0.256  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.628   0.613  -0.059  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.368   0.690   1.105  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.432   1.551   1.210  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.815   2.377   0.168  1.00  0.00           C  
HETATM   11 CL1  UNL     1      -5.183   3.458   0.355  1.00  0.00          CL  
HETATM   12  C9  UNL     1      -3.083   2.306  -0.997  1.00  0.00           C  
HETATM   13 CL2  UNL     1      -3.548   3.342  -2.334  1.00  0.00          CL  
HETATM   14  C10 UNL     1      -2.018   1.439  -1.091  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.976  -1.721  -0.158  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.200  -2.669  -0.119  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.588  -3.022   1.307  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.770  -2.134   1.605  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.693  -1.101   0.480  1.00  0.00           C  
HETATM   20  N2  UNL     1       1.349  -1.928  -0.643  1.00  0.00           N  
HETATM   21  C16 UNL     1       2.384  -2.810  -1.058  1.00  0.00           C  
HETATM   22  H1  UNL     1       1.065   4.646  -1.585  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.434   3.499  -1.639  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.598   4.955  -0.642  1.00  0.00           H  
HETATM   25  H4  UNL     1       1.662   1.530   1.732  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.148  -0.345   1.764  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.063  -0.158  -1.252  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.066   0.044   1.917  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.020   1.622   2.116  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.455   1.406  -2.030  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.531  -1.818   0.794  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.682  -1.947  -0.978  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.036  -3.573  -0.706  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.855  -4.090   1.361  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.270  -2.841   2.000  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.731  -2.640   1.512  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.681  -1.618   2.591  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.679  -0.615   0.399  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.608  -3.620  -0.333  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.062  -3.308  -1.997  1.00  0.00           H  
HETATM   41  H20 UNL     1       3.282  -2.216  -1.316  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4
CONECT    4    5   25
CONECT    5    6   19   26
CONECT    6    7   15   27
CONECT    7    8    8   14
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   12   13   14   14
CONECT   14   30
CONECT   15   16   31   32
CONECT   16   17   20   33
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20   38
CONECT   20   21
CONECT   21   39   40   41
END

HMDB0249367
     RDKit          3D
Brasofensine
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.8648    4.2040   -0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    3.4293    0.1111 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8759    2.1632   -0.0450 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915    1.2872    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -0.1160    0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4864   -0.2705   -0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.6127   -0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3679    0.6903    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    1.5512    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8152    2.3767    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1832    3.4583    0.3549 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830    2.3061   -0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480    3.3423   -2.3339 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    1.4389   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9757   -1.7208   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001   -2.6695   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -3.0223    1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -2.1344    1.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -1.1010    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489   -1.9281   -0.6435 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3843   -2.8100   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0647    4.6456   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    3.4994   -1.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    4.9549   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    1.5303    1.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479   -0.3454    1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.1577   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.0439    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    1.6220    2.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548    1.4055   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307   -1.8182    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6816   -1.9468   -0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -3.5728   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8555   -4.0902    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2701   -2.8414    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306   -2.6396    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805   -1.6180    2.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6785   -0.6153    0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084   -3.6202   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624   -3.3079   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.2159   -1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  5  1  0
 14  7  1  0
 20 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-1R,2R,3S-3-(3,4-Dichlorophenyl)-8-methyl-8-azabicyclo(3.2.1)octane-2-carbaldehyde O-methyloxime	HMDB

Chemical Formula

C₁₆H₂₀Cl₂N₂O

Average Molecular Weight

327.25

Monoisotopic Molecular Weight

326.0952687

IUPAC Name

{[3-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]methylidene}(methoxy)amine

Traditional Name

{[3-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]methylidene}(methoxy)amine

CAS Registry Number

Not Available

SMILES

CON=CC1C2CCC(CC1C1=CC(Cl)=C(Cl)C=C1)N2C

InChI Identifier

InChI=1S/C16H20Cl2N2O/c1-20-11-4-6-16(20)13(9-19-21-2)12(8-11)10-3-5-14(17)15(18)7-10/h3,5,7,9,11-13,16H,4,6,8H2,1-2H3

InChI Key

NRLIFEGHTNUYFL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyltropanes. Phenyltropanes are compounds containing a phenyl group linked to a tropane moiety. Tropane is an organonitrogenous [3.2.1] Bicyclic organic compound.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Phenyltropanes

Direct Parent

Phenyltropanes

Alternative Parents

Substituents

Phenyltropane
Phenylpiperidine
1,2-dichlorobenzene
Aralkylamine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Benzenoid
N-alkylpyrrolidine
Monocyclic benzene moiety
Piperidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Oxime ether
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Organooxygen compound
Organic nitrogen 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 (HMDB: HMDB0249367)

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	4.31	ALOGPS
logP	3.8	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	24.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	86.73 m³·mol⁻¹	ChemAxon
Polarizability	34.51 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]+	167.941	30932474
DeepCCS	[M-H]-	165.583	30932474
DeepCCS	[M-2H]-	199.186	30932474
DeepCCS	[M+Na]+	174.411	30932474
AllCCS	[M+H]+	174.6	32859911
AllCCS	[M+H-H2O]+	171.5	32859911
AllCCS	[M+NH4]+	177.5	32859911
AllCCS	[M+Na]+	178.4	32859911
AllCCS	[M-H]-	177.6	32859911
AllCCS	[M+Na-2H]-	177.6	32859911
AllCCS	[M+HCOO]-	177.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Brasofensine	CON=CC1C2CCC(CC1C1=CC(Cl)=C(Cl)C=C1)N2C	3213.3	Standard polar	33892256
Brasofensine	CON=CC1C2CCC(CC1C1=CC(Cl)=C(Cl)C=C1)N2C	2419.5	Standard non polar	33892256
Brasofensine	CON=CC1C2CCC(CC1C1=CC(Cl)=C(Cl)C=C1)N2C	2383.2	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 - Brasofensine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gx1-9652000000-977a63748b6c42e9258f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brasofensine 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 - Brasofensine 10V, Positive-QTOF	splash10-004i-0009000000-3b0f0728a5cdf7dab461	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brasofensine 20V, Positive-QTOF	splash10-001i-0091000000-01e98c73b9bc35214a0e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brasofensine 40V, Positive-QTOF	splash10-003b-1592000000-cbda6dcc10a3d564d6d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brasofensine 10V, Negative-QTOF	splash10-004i-0039000000-243613acb67686ad98e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brasofensine 20V, Negative-QTOF	splash10-00pl-1096000000-2b1b1665f4ee003a0a98	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brasofensine 40V, Negative-QTOF	splash10-001i-8790000000-f09b88d7c33925ed21f7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Brasofensine

METLIN ID

Not Available

PubChem Compound

73152427

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 Brasofensine (HMDB0249367)

MOL for HMDB0249367 (Brasofensine)

3D MOL for HMDB0249367 (Brasofensine)

3D SDF for HMDB0249367 (Brasofensine)

3D-SDF for HMDB0249367 (Brasofensine)

PDB for HMDB0249367 (Brasofensine)

3D PDB for HMDB0249367 (Brasofensine)

SMILES for HMDB0249367 (Brasofensine)

INCHI for HMDB0249367 (Brasofensine)

Structure for HMDB0249367 (Brasofensine)

3D Structure for HMDB0249367 (Brasofensine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra