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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:58:31 UTC

Update Date

2021-09-26 22:54:40 UTC

HMDB ID

HMDB0245929

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Methylcholanthrene

Description

3-Methylcholanthrene, also known as 20-MC or 3-MC, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Based on a literature review a significant number of articles have been published on 3-Methylcholanthrene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-methylcholanthrene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Methylcholanthrene 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

HMDB0245929
     RDKit          3D
3-Methylcholanthrene
 37 41  0  0  0  0  0  0  0  0999 V2000
    5.1319   -0.5183   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6665   -0.7546   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -2.0381   -0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -2.3146   -0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9420   -1.2410   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4491   -1.3878   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.2929   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    0.9733   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4950    2.0761   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    1.9844   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    0.7108   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8216    0.5958    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4147   -0.6494    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6185   -1.7703   -0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2438   -1.6706   -0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -0.4267   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    1.1539   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.0224   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718    0.2854   -0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857    1.7650   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996    2.3120   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385   -0.7402   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509   -1.2256    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.5150   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -2.8747   -0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -3.3132   -0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050   -2.3865   -0.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    3.0575   -0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5303    2.8389    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4687    1.4802    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4846   -0.8030    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0448   -2.7636   -0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6929   -2.5932   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6454    2.0718    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5225    2.0841   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    3.0356   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4925    2.8018    0.8089 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
  7  8  1  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
  8 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  2  1  0
 18  5  1  0
 16  7  1  0
 21 17  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
M  END


  Mrv1572004191601072D          

 21 25  0  0  0  0            999 V2000
   -1.3684    1.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8868    1.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3671    2.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917    0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    2.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700    2.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4819    0.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672   -0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0869   -0.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -0.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229    2.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    1.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770    0.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9415    1.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431    0.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2573    1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1475    0.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3327    0.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426    1.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131    1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  8  2  0  0  0  0
 11 10  1  0  0  0  0
 13  1  1  0  0  0  0
 13  6  1  0  0  0  0
 14  4  2  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  2  0  0  0  0
 17  5  2  0  0  0  0
 17 14  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 19 18  2  0  0  0  0
 20 12  2  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  2  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245929

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2CCC3=C4C=CC5=CC=CC=C5C4=CC(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C21H16/c1-13-6-7-15-12-20-17-5-3-2-4-14(17)8-9-18(20)19-11-10-16(13)21(15)19/h2-9,12H,10-11H2,1H3

> <INCHI_KEY>
PPQNQXQZIWHJRB-UHFFFAOYSA-N

> <FORMULA>
C21H16

> <MOLECULAR_WEIGHT>
268.359

> <EXACT_MASS>
268.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.28105387522582

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-methylpentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁷,²⁰]icosa-1,3,5,7,9,11,13(20),14,16-nonaene

> <ALOGPS_LOGP>
6.49

> <JCHEM_LOGP>
6.018214351333333

> <ALOGPS_LOGS>
-8.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
88.72999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methylcholanthrene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245929
     RDKit          3D
3-Methylcholanthrene
 37 41  0  0  0  0  0  0  0  0999 V2000
    5.1319   -0.5183   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6665   -0.7546   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -2.0381   -0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -2.3146   -0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9420   -1.2410   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4491   -1.3878   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.2929   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    0.9733   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4950    2.0761   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    1.9844   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    0.7108   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8216    0.5958    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4147   -0.6494    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6185   -1.7703   -0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2438   -1.6706   -0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -0.4267   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    1.1539   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.0224   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718    0.2854   -0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857    1.7650   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996    2.3120   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385   -0.7402   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509   -1.2256    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.5150   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -2.8747   -0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -3.3132   -0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050   -2.3865   -0.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    3.0575   -0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5303    2.8389    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4687    1.4802    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4846   -0.8030    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0448   -2.7636   -0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6929   -2.5932   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6454    2.0718    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5225    2.0841   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    3.0356   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4925    2.8018    0.8089 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
  7  8  1  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
  8 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  2  1  0
 18  5  1  0
 16  7  1  0
 21 17  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -2.554   1.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.122   3.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.152   4.484   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.571   1.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.631   4.242   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.877   4.015   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.560   4.568   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.500   0.170   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.979  -0.072   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.162  -0.013   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.650  -0.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.589   3.758   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.117   2.493   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.050   1.608   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.757   3.599   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.080   1.525   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.080   2.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.009   1.124   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.488   0.882   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.559   2.562   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.518   2.078   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   14                                                       
CONECT    5    3   17                                                       
CONECT    6    7   13                                                       
CONECT    7    6   15                                                       
CONECT    8    9   14                                                       
CONECT    9    8   18                                                       
CONECT   10   11   16                                                       
CONECT   11   10   19                                                       
CONECT   12   15   20                                                       
CONECT   13    1    6   16                                                  
CONECT   14    4    8   17                                                  
CONECT   15    7   12   21                                                  
CONECT   16   10   13   21                                                  
CONECT   17    5   14   20                                                  
CONECT   18    9   19   20                                                  
CONECT   19   11   18   21                                                  
CONECT   20   12   17   18                                                  
CONECT   21   15   16   19                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

COMPND    HMDB0245929
HETATM    1  C1  UNL     1       5.132  -0.518  -0.444  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.667  -0.755  -0.383  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.173  -2.038  -0.397  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.804  -2.315  -0.342  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.942  -1.241  -0.272  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.449  -1.388  -0.213  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.284  -0.293  -0.144  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.687   0.973  -0.135  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.495   2.076  -0.067  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.870   1.984  -0.007  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.439   0.711  -0.017  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.822   0.596   0.044  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.415  -0.649   0.035  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.619  -1.770  -0.033  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.244  -1.671  -0.093  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.654  -0.427  -0.085  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.677   1.154  -0.193  1.00  0.00           C  
HETATM   18  C18 UNL     1       1.442   0.022  -0.260  1.00  0.00           C  
HETATM   19  C19 UNL     1       2.772   0.285  -0.313  1.00  0.00           C  
HETATM   20  C20 UNL     1       2.986   1.765  -0.281  1.00  0.00           C  
HETATM   21  C21 UNL     1       1.600   2.312  -0.202  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.538  -0.740  -1.460  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.651  -1.226   0.253  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.370   0.515  -0.109  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.848  -2.875  -0.452  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.412  -3.313  -0.352  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.805  -2.387  -0.225  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.067   3.058  -0.059  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.530   2.839   0.048  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.469   1.480   0.098  1.00  0.00           H  
HETATM   31  H10 UNL     1      -6.485  -0.803   0.080  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.045  -2.764  -0.041  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.693  -2.593  -0.144  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.645   2.072   0.556  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.522   2.084  -1.217  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.397   3.036  -1.000  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.492   2.802   0.809  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   19
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6   18
CONECT    6    7    7   27
CONECT    7    8   16
CONECT    8    9   17   17
CONECT    9   10   10   28
CONECT   10   11   29
CONECT   11   12   12   16
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   17   18   21
CONECT   18   19   19
CONECT   19   20
CONECT   20   21   34   35
CONECT   21   36   37
END

HMDB0245929
     RDKit          3D
3-Methylcholanthrene
 37 41  0  0  0  0  0  0  0  0999 V2000
    5.1319   -0.5183   -0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6665   -0.7546   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -2.0381   -0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -2.3146   -0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9420   -1.2410   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4491   -1.3878   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.2929   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    0.9733   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4950    2.0761   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    1.9844   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    0.7108   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8216    0.5958    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4147   -0.6494    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6185   -1.7703   -0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2438   -1.6706   -0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -0.4267   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    1.1539   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.0224   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718    0.2854   -0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857    1.7650   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5996    2.3120   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385   -0.7402   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509   -1.2256    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.5150   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -2.8747   -0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -3.3132   -0.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050   -2.3865   -0.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    3.0575   -0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5303    2.8389    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4687    1.4802    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4846   -0.8030    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0448   -2.7636   -0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6929   -2.5932   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6454    2.0718    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5225    2.0841   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    3.0356   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4925    2.8018    0.8089 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
  7  8  1  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
  8 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  2  1  0
 18  5  1  0
 16  7  1  0
 21 17  1  0
 16 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Dihydro-3-methylbenz(J)aceanthrylene	ChEBI
20-MC	ChEBI
20-Methylcholanthrene	ChEBI
3-MC	ChEBI
3-MCA	ChEBI
3-Methyl-1,2-dihydrobenzo[J]aceanthrylene	ChEBI
MC	ChEBI
MCA	ChEBI
Methylcholanthrene	ChEBI
20 Methylcholanthrene	HMDB
3 Methylcholanthrene	HMDB
3-Methylcholanthrene	MeSH

Chemical Formula

C₂₁H₁₆

Average Molecular Weight

268.359

Monoisotopic Molecular Weight

268.125200515

IUPAC Name

16-methylpentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁷,²⁰]icosa-1,3,5,7,9,11,13(20),14,16-nonaene

Traditional Name

methylcholanthrene

CAS Registry Number

Not Available

SMILES

CC1=C2CCC3=C4C=CC5=CC=CC=C5C4=CC(C=C1)=C23

InChI Identifier

InChI=1S/C21H16/c1-13-6-7-15-12-20-17-5-3-2-4-14(17)8-9-18(20)19-11-10-16(13)21(15)19/h2-9,12H,10-11H2,1H3

InChI Key

PPQNQXQZIWHJRB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Anthracene
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

ortho- and peri-fused polycyclic arene (CHEBI:34342 )

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	6.49	ALOGPS
logP	6.02	ChemAxon
logS	-8.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.73 m³·mol⁻¹	ChemAxon
Polarizability	32.28 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]-	202.184	30932474
DeepCCS	[M+Na]+	177.442	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	169.3	32859911
AllCCS	[M+Na]+	170.3	32859911
AllCCS	[M-H]-	172.7	32859911
AllCCS	[M+Na-2H]-	171.3	32859911
AllCCS	[M+HCOO]-	169.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methylcholanthrene	CC1=C2CCC3=C4C=CC5=CC=CC=C5C4=CC(C=C1)=C23	3775.2	Standard polar	33892256
3-Methylcholanthrene	CC1=C2CCC3=C4C=CC5=CC=CC=C5C4=CC(C=C1)=C23	2924.7	Standard non polar	33892256
3-Methylcholanthrene	CC1=C2CCC3=C4C=CC5=CC=CC=C5C4=CC(C=C1)=C23	2981.6	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 - 3-Methylcholanthrene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gbc-0190000000-afc590869cb6f6efd312	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylcholanthrene 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 - 3-Methylcholanthrene 10V, Positive-QTOF	splash10-014i-0090000000-fdb3e07f4b0226761ebf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 20V, Positive-QTOF	splash10-014i-0090000000-56bd18515809a5778542	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 40V, Positive-QTOF	splash10-0udl-0190000000-0f3383de07a19008b9e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 10V, Negative-QTOF	splash10-014i-0090000000-0bd51147fbef889cf8f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 20V, Negative-QTOF	splash10-014i-0090000000-c9ab90a6e50c33834a11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 40V, Negative-QTOF	splash10-0gbi-0090000000-b6f7111aec63c7114f6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 10V, Positive-QTOF	splash10-014i-0090000000-1ce8311e5103e8021482	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 20V, Positive-QTOF	splash10-014i-0090000000-1ce8311e5103e8021482	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 40V, Positive-QTOF	splash10-014i-0090000000-73250167e3e864199f57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 10V, Negative-QTOF	splash10-014i-0090000000-b6b0e372b8ee3bd14aa2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 20V, Negative-QTOF	splash10-014i-0090000000-b6b0e372b8ee3bd14aa2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylcholanthrene 40V, Negative-QTOF	splash10-014i-0090000000-b4160a36094acd60de15	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

1611

KEGG Compound ID

C14470

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylcholanthrene

METLIN ID

Not Available

PubChem Compound

1674

PDB ID

Not Available

ChEBI ID

34342

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 3-Methylcholanthrene (HMDB0245929)

MOL for HMDB0245929 (3-Methylcholanthrene)

3D MOL for HMDB0245929 (3-Methylcholanthrene)

3D SDF for HMDB0245929 (3-Methylcholanthrene)

3D-SDF for HMDB0245929 (3-Methylcholanthrene)

PDB for HMDB0245929 (3-Methylcholanthrene)

3D PDB for HMDB0245929 (3-Methylcholanthrene)

SMILES for HMDB0245929 (3-Methylcholanthrene)

INCHI for HMDB0245929 (3-Methylcholanthrene)

Structure for HMDB0245929 (3-Methylcholanthrene)

3D Structure for HMDB0245929 (3-Methylcholanthrene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra