Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:29:21 UTC

Update Date

2021-09-26 23:03:02 UTC

HMDB ID

HMDB0251181

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dicarbine

Description

2,8-dimethyl-1H,2H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indole belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. Based on a literature review very few articles have been published on 2,8-dimethyl-1H,2H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dicarbine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dicarbine 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

HMDB0258505
     RDKit          3D
Stobadine
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.3677    1.4015    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562    0.4593   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -0.8314   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -1.7075   -0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512   -1.2858   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267    0.0063   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9481    0.8869   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    0.1172   -0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1867    0.9326    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4934    0.4043    0.8524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3314    1.5316    1.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -0.2637   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -1.4376   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527   -1.3214   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -2.0012   -1.1411 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057    0.7876    0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6813    1.9029   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444    2.1165    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148   -1.1707   -0.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -2.7145   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791    1.8809    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8820    0.3805   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620    0.8272    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    1.9734    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3019    1.1539    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.1445    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    2.1715    1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0940   -0.6763    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4420    0.4508   -1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8327   -2.4142   -0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -1.3383   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.5673    0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -2.7994   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7  2  1  0
 14  8  1  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END


  Mrv1572004221605102D          

 15 17  0  0  0  0            999 V2000
    4.2575   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  3  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15  6  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251181

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC2NC3=C(C=C(C)C=C3)C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N2/c1-9-3-4-12-10(7-9)11-8-15(2)6-5-13(11)14-12/h3-4,7,11,13-14H,5-6,8H2,1-2H3

> <INCHI_KEY>
CYJQCYXRNNCURD-UHFFFAOYSA-N

> <FORMULA>
C13H18N2

> <MOLECULAR_WEIGHT>
202.301

> <EXACT_MASS>
202.146998588

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.071942673521807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,8-dimethyl-1H,2H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indole

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.6261331756666668

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.874276239094641

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
65.1975

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,8-dimethyl-1H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0258505
     RDKit          3D
Stobadine
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.3677    1.4015    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562    0.4593   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -0.8314   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -1.7075   -0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512   -1.2858   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267    0.0063   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9481    0.8869   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    0.1172   -0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1867    0.9326    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4934    0.4043    0.8524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3314    1.5316    1.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -0.2637   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -1.4376   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527   -1.3214   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -2.0012   -1.1411 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057    0.7876    0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6813    1.9029   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444    2.1165    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148   -1.1707   -0.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -2.7145   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791    1.8809    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8820    0.3805   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620    0.8272    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    1.9734    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3019    1.1539    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.1445    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    2.1715    1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0940   -0.6763    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4420    0.4508   -1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8327   -2.4142   -0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -1.3383   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.5673    0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -2.7994   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7  2  1  0
 14  8  1  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       7.947  -1.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.727  -1.519   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.410  -0.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.610   2.820   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.303  -0.374   0.000  0.00  0.00           N+0
CONECT    1    9                                                            
CONECT    2   15                                                            
CONECT    3    4    9                                                       
CONECT    4    3   12                                                       
CONECT    5    6   13                                                       
CONECT    6    5   15                                                       
CONECT    7    9   10                                                       
CONECT    8   11   15                                                       
CONECT    9    1    3    7                                                  
CONECT   10    7   11   12                                                  
CONECT   11    8   10   13                                                  
CONECT   12    4   10   14                                                  
CONECT   13    5   11   14                                                  
CONECT   14   12   13                                                       
CONECT   15    2    6    8                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0258505
HETATM    1  C1  UNL     1       4.368   1.402   0.211  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.256   0.459  -0.158  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.579  -0.831  -0.521  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.576  -1.708  -0.861  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.251  -1.286  -0.837  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.927   0.006  -0.473  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.948   0.887  -0.130  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.531   0.117  -0.559  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.187   0.933   0.516  1.00  0.00           C  
HETATM   10  N1  UNL     1      -2.493   0.404   0.852  1.00  0.00           N  
HETATM   11  C10 UNL     1      -3.331   1.532   1.220  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.140  -0.264  -0.246  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.356  -1.438  -0.789  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.953  -1.321  -0.322  1.00  0.00           C  
HETATM   15  N2  UNL     1       0.032  -2.001  -1.141  1.00  0.00           N  
HETATM   16  H1  UNL     1       5.206   0.788   0.591  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.681   1.903  -0.734  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.044   2.116   0.992  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.615  -1.171  -0.543  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.860  -2.715  -1.142  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.679   1.881   0.148  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.882   0.381  -1.581  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.562   0.827   1.433  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.212   1.973   0.195  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.302   1.154   1.631  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.624   2.145   0.328  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.867   2.172   1.998  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.094  -0.676   0.146  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.442   0.451  -1.061  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.833  -2.414  -0.560  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.356  -1.338  -1.905  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.821  -1.567   0.749  1.00  0.00           H  
HETATM   33  H18 UNL     1      -0.036  -2.799  -1.800  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    7
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   15
CONECT    6    7    7    8
CONECT    7   21
CONECT    8    9   14   22
CONECT    9   10   23   24
CONECT   10   11   12
CONECT   11   25   26   27
CONECT   12   13   28   29
CONECT   13   14   30   31
CONECT   14   15   32
CONECT   15   33
END

HMDB0258505
     RDKit          3D
Stobadine
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.3677    1.4015    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562    0.4593   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -0.8314   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765   -1.7075   -0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512   -1.2858   -0.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267    0.0063   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9481    0.8869   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    0.1172   -0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1867    0.9326    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4934    0.4043    0.8524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3314    1.5316    1.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -0.2637   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -1.4376   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9527   -1.3214   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -2.0012   -1.1411 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057    0.7876    0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6813    1.9029   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444    2.1165    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148   -1.1707   -0.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -2.7145   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791    1.8809    0.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8820    0.3805   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620    0.8272    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    1.9734    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3019    1.1539    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    2.1445    0.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    2.1715    1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0940   -0.6763    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4420    0.4508   -1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8327   -2.4142   -0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -1.3383   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.5673    0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0361   -2.7994   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7  2  1  0
 14  8  1  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dicarbine oxalate (1:1), (cis)-(+)-isomer	MeSH
Stobadine	MeSH
Carbidine	MeSH
2,3,4,4a,5,9b-hexahydro-2,8-Dimethyl-1H-pyrido(4,3-b)indole	MeSH
Dicarbine dihydrochloride, (cis)-(+)-isomer	MeSH
Stobadin	MeSH
Stobadin dihydrochloride	MeSH
Dicarbine dihydrochloride, (cis)-(-)-isomer	MeSH
Dicarbine fumarate (1:1)	MeSH
Dicarbine dihydrochloride	MeSH
Dicarbine, (cis)-(+)-isomer	MeSH
Dicarbine, (cis)-(-)-isomer	MeSH
Dicarbine dihydrochloride, (trans)-isomer	MeSH
Dicarbine, (cis)-(+-)-isomer	MeSH
Carbine	MeSH
Dicarbine hydrochloride	MeSH
Stobadin dipalmitate	MeSH
Dicarbine dihydrochloride, (+)-isomer	MeSH
(-)-Stobadine	MeSH
Stobadine dihydrochloride	MeSH
(-)-Stobadin	MeSH
(-)-Stobadine dihydrochloride	MeSH
Stobadine dipalmitate	MeSH
(-)-Stobadin dihydrochloride	MeSH

Chemical Formula

C₁₃H₁₈N₂

Average Molecular Weight

202.301

Monoisotopic Molecular Weight

202.146998588

IUPAC Name

2,8-dimethyl-1H,2H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indole

Traditional Name

2,8-dimethyl-1H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indole

CAS Registry Number

Not Available

SMILES

CN1CCC2NC3=C(C=C(C)C=C3)C2C1

InChI Identifier

InChI=1S/C13H18N2/c1-9-3-4-12-10(7-9)11-8-15(2)6-5-13(11)14-12/h3-4,7,11,13-14H,5-6,8H2,1-2H3

InChI Key

CYJQCYXRNNCURD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolines

Direct Parent

Indolines

Alternative Parents

Substituents

Dihydroindole
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
Piperidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
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)

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	2.58	ALOGPS
logP	1.63	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	8.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.2 m³·mol⁻¹	ChemAxon
Polarizability	24.07 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]+	151.086	30932474
DeepCCS	[M-H]-	148.728	30932474
DeepCCS	[M-2H]-	183.019	30932474
DeepCCS	[M+Na]+	157.678	30932474
AllCCS	[M+H]+	145.1	32859911
AllCCS	[M+H-H2O]+	140.9	32859911
AllCCS	[M+NH4]+	149.1	32859911
AllCCS	[M+Na]+	150.3	32859911
AllCCS	[M-H]-	154.0	32859911
AllCCS	[M+Na-2H]-	154.1	32859911
AllCCS	[M+HCOO]-	154.4	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dicarbine,1TMS,isomer #1	CC1=CC=C2C(=C1)C1CN(C)CCC1N2[Si](C)(C)C	1855.7	Semi standard non polar	33892256
Dicarbine,1TMS,isomer #1	CC1=CC=C2C(=C1)C1CN(C)CCC1N2[Si](C)(C)C	1879.9	Standard non polar	33892256
Dicarbine,1TMS,isomer #1	CC1=CC=C2C(=C1)C1CN(C)CCC1N2[Si](C)(C)C	2261.7	Standard polar	33892256
Dicarbine,1TBDMS,isomer #1	CC1=CC=C2C(=C1)C1CN(C)CCC1N2[Si](C)(C)C(C)(C)C	2078.8	Semi standard non polar	33892256
Dicarbine,1TBDMS,isomer #1	CC1=CC=C2C(=C1)C1CN(C)CCC1N2[Si](C)(C)C(C)(C)C	2154.1	Standard non polar	33892256
Dicarbine,1TBDMS,isomer #1	CC1=CC=C2C(=C1)C1CN(C)CCC1N2[Si](C)(C)C(C)(C)C	2436.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dicarbine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pca-0900000000-743527695c6d7b428cdb	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dicarbine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dicarbine 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 - Dicarbine 10V, Positive-QTOF	splash10-0udi-0190000000-98f0d69af4dd06f228c7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 20V, Positive-QTOF	splash10-0w29-0940000000-3333151c9af5cb15448b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 40V, Positive-QTOF	splash10-014l-3900000000-1667e54e1de5b20a6222	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 10V, Negative-QTOF	splash10-0udi-0090000000-f31e136b2293a6cb8544	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 20V, Negative-QTOF	splash10-0zfr-1690000000-c1099c33e878d12290e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 40V, Negative-QTOF	splash10-0543-0900000000-b2ad02232cae7134a075	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 10V, Positive-QTOF	splash10-0udi-0090000000-f2f3486ea079831bd9c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 20V, Positive-QTOF	splash10-0udi-0090000000-f2f3486ea079831bd9c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 40V, Positive-QTOF	splash10-053v-4900000000-fc4d21ee4ad3f3a0808a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 10V, Negative-QTOF	splash10-0udi-0090000000-0ead82c4e6fa27927b82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 20V, Negative-QTOF	splash10-0udi-0090000000-0ead82c4e6fa27927b82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dicarbine 40V, Negative-QTOF	splash10-0a4i-0900000000-53cfd9ff6f949dd7aed4	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

59113

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Dicarbine (HMDB0251181)

MOL for HMDB0251181 (Dicarbine)

3D MOL for HMDB0251181 (Dicarbine)

3D SDF for HMDB0251181 (Dicarbine)

3D-SDF for HMDB0251181 (Dicarbine)

PDB for HMDB0251181 (Dicarbine)

3D PDB for HMDB0251181 (Dicarbine)

SMILES for HMDB0251181 (Dicarbine)

INCHI for HMDB0251181 (Dicarbine)

Structure for HMDB0251181 (Dicarbine)

3D Structure for HMDB0251181 (Dicarbine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra