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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:36:43 UTC

Update Date

2021-09-26 23:02:05 UTC

HMDB ID

HMDB0250549

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cryptolepine

Description

cryptolepine, also known as ccris 9019, belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline. cryptolepine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on cryptolepine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cryptolepine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cryptolepine 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

HMDB0250549
     RDKit          3D
Cryptolepine
 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.2683    2.1130    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.7081    0.0358 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -0.1171    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962    0.0388    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199    1.1237    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150    0.9644    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6897   -0.2842    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -1.3607    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -1.2298    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065   -2.1412   -0.1110 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -1.5608   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952   -1.9739   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0825   -1.1122   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.6078   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235   -0.7536   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    0.5730   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9013    1.0886   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971    0.2488   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3191    2.4474   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500    2.7683    0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    2.3000    1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009    2.1029    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922    1.8590    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839   -0.4048    0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684   -2.3569    0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -3.0309   -0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -2.6606   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4538   -1.1387   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0546    1.2424   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    2.1546    0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  2  1  0
 11  3  1  0
 18 13  1  0
  9  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv0541 05041402572D          

 18 21  0  0  0  0            999 V2000
    2.3048    4.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8127    2.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2701    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    2.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6501    3.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    1.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512    3.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    3.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7926    1.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118    2.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0288    2.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849    2.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0109    1.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2492    3.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482    2.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2919    1.5666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4674    3.3253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18  1  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250549

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H12N2/c1-18-15-9-5-2-6-11(15)10-14-16(18)12-7-3-4-8-13(12)17-14/h2-10H,1H3

> <INCHI_KEY>
KURWKDDWCJELSV-UHFFFAOYSA-N

> <FORMULA>
C16H12N2

> <MOLECULAR_WEIGHT>
232.2799

> <EXACT_MASS>
232.100048394

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.42348787108341

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-5H-indolo[3,2-b]quinoline

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.8580667359999996

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.900707834802866

> <JCHEM_POLAR_SURFACE_AREA>
17.82

> <JCHEM_REFRACTIVITY>
71.9182

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cryptolepine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250549
     RDKit          3D
Cryptolepine
 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.2683    2.1130    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.7081    0.0358 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -0.1171    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962    0.0388    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199    1.1237    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150    0.9644    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6897   -0.2842    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -1.3607    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -1.2298    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065   -2.1412   -0.1110 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -1.5608   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952   -1.9739   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0825   -1.1122   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.6078   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235   -0.7536   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    0.5730   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9013    1.0886   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971    0.2488   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3191    2.4474   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500    2.7683    0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    2.3000    1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009    2.1029    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922    1.8590    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839   -0.4048    0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684   -2.3569    0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -3.0309   -0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -2.6606   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4538   -1.1387   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0546    1.2424   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    2.1546    0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  2  1  0
 11  3  1  0
 18 13  1  0
  9  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
CONECT    1   18                                                            
CONECT    2    5    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   15                                                       
CONECT   10   11   14                                                       
CONECT   11    6   10   15                                                  
CONECT   12    7   13   16                                                  
CONECT   13    8   12   17                                                  
CONECT   14   10   16   17                                                  
CONECT   15    9   11   18                                                  
CONECT   16   12   14   18                                                  
CONECT   17   13   14                                                       
CONECT   18    1   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0250549
HETATM    1  C1  UNL     1      -0.268   2.113   0.168  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.524   0.708   0.036  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.544  -0.117   0.016  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.896   0.039   0.094  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.720   1.124   0.226  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.115   0.964   0.279  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.690  -0.284   0.200  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.853  -1.361   0.068  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.476  -1.230   0.013  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.506  -2.141  -0.111  1.00  0.00           N  
HETATM   11  C9  UNL     1       0.300  -1.561  -0.119  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.995  -1.974  -0.216  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.083  -1.112  -0.194  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.363  -1.608  -0.297  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.424  -0.754  -0.275  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.191   0.573  -0.150  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.901   1.089  -0.045  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.797   0.249  -0.064  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.319   2.447  -0.721  1.00  0.00           H  
HETATM   20  H2  UNL     1      -1.150   2.768   0.179  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.228   2.300   1.146  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.301   2.103   0.290  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.692   1.859   0.383  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.784  -0.405   0.242  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.268  -2.357   0.002  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.189  -3.031  -0.316  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.517  -2.661  -0.395  1.00  0.00           H  
HETATM   28  H10 UNL     1      -5.454  -1.139  -0.357  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.055   1.242  -0.134  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.783   2.155   0.052  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   18
CONECT    3    4    4   11
CONECT    4    5    9
CONECT    5    6    6   22
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   25
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   12
CONECT   12   13   26
CONECT   13   14   14   18
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17   29
CONECT   17   18   18   30
END

HMDB0250549
     RDKit          3D
Cryptolepine
 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.2683    2.1130    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.7081    0.0358 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -0.1171    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962    0.0388    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199    1.1237    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150    0.9644    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6897   -0.2842    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -1.3607    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -1.2298    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065   -2.1412   -0.1110 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -1.5608   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952   -1.9739   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0825   -1.1122   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.6078   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235   -0.7536   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1913    0.5730   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9013    1.0886   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7971    0.2488   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3191    2.4474   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500    2.7683    0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    2.3000    1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3009    2.1029    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922    1.8590    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839   -0.4048    0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684   -2.3569    0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -3.0309   -0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -2.6606   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4538   -1.1387   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0546    1.2424   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    2.1546    0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  2  1  0
 11  3  1  0
 18 13  1  0
  9  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
CCRIS 9019	ChEBI
10H-Indolo(3,2-b)quinoline	MeSH
5-Methylquinolo(2',3'-3,2)indole	MeSH
Cryptolepine monohydrochloride	MeSH

Chemical Formula

C₁₆H₁₂N₂

Average Molecular Weight

232.2799

Monoisotopic Molecular Weight

232.100048394

IUPAC Name

5-methyl-5H-indolo[3,2-b]quinoline

Traditional Name

cryptolepine

CAS Registry Number

Not Available

SMILES

CN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H12N2/c1-18-15-9-5-2-6-11(15)10-14-16(18)12-7-3-4-8-13(12)17-14/h2-10H,1H3

InChI Key

KURWKDDWCJELSV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Indoloquinolines

Direct Parent

Indoloquinolines

Alternative Parents

Substituents

Indoloquinoline
Indole or derivatives
Indole
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterotetracyclic compound (CHEBI:3930 )
indole alkaloid (CHEBI:3930 )
organonitrogen heterocyclic compound (CHEBI:3930 )

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	2.99	ALOGPS
logP	3.86	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.82 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	71.92 m³·mol⁻¹	ChemAxon
Polarizability	26.42 Å³	ChemAxon
Number of Rings	4	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-2H]-	182.555	30932474
DeepCCS	[M+Na]+	157.649	30932474
AllCCS	[M+H]+	152.0	32859911
AllCCS	[M+H-H2O]+	147.7	32859911
AllCCS	[M+NH4]+	155.9	32859911
AllCCS	[M+Na]+	157.1	32859911
AllCCS	[M-H]-	157.7	32859911
AllCCS	[M+Na-2H]-	156.7	32859911
AllCCS	[M+HCOO]-	155.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cryptolepine	CN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C12	3467.9	Standard polar	33892256
Cryptolepine	CN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C12	2240.3	Standard non polar	33892256
Cryptolepine	CN1C2=C3C=CC=CC3=NC2=CC2=CC=CC=C12	2568.3	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 - Cryptolepine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0290000000-dec19e81532e68fa168b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cryptolepine 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 - Cryptolepine 10V, Positive-QTOF	splash10-001i-0090000000-1cd052f60e6f1a720dcf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cryptolepine 20V, Positive-QTOF	splash10-001i-0090000000-1cd052f60e6f1a720dcf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cryptolepine 40V, Positive-QTOF	splash10-0f89-0290000000-d665c7df281a34767aa1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cryptolepine 10V, Negative-QTOF	splash10-001i-0090000000-94c5da06ce8c24221fb4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cryptolepine 20V, Negative-QTOF	splash10-001i-0090000000-94c5da06ce8c24221fb4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cryptolepine 40V, Negative-QTOF	splash10-0f89-0090000000-8ec8bc4ba09807396e1f	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

C00001710

Chemspider ID

74137

KEGG Compound ID

C09142

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cryptolepine

METLIN ID

Not Available

PubChem Compound

82143

PDB ID

Not Available

ChEBI ID

3930

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1051211

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 Cryptolepine (HMDB0250549)

MOL for HMDB0250549 (Cryptolepine)

3D MOL for HMDB0250549 (Cryptolepine)

3D SDF for HMDB0250549 (Cryptolepine)

3D-SDF for HMDB0250549 (Cryptolepine)

PDB for HMDB0250549 (Cryptolepine)

3D PDB for HMDB0250549 (Cryptolepine)

SMILES for HMDB0250549 (Cryptolepine)

INCHI for HMDB0250549 (Cryptolepine)

Structure for HMDB0250549 (Cryptolepine)

3D Structure for HMDB0250549 (Cryptolepine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra