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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:01:24 UTC

Update Date

2022-03-07 03:17:44 UTC

HMDB ID

HMDB0060419

Secondary Accession Numbers

HMDB60419

Metabolite Identification

Common Name

7-Hydroxymethyl-12-methylbenz[a]anthracene

Description

7-Hydroxymethyl-12-methylbenz[a]anthracene, also known as 12-methylbenz[a]anthracene-7-methanol or 7-HM-12-mba, 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. 7-Hydroxymethyl-12-methylbenz[a]anthracene is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060419
     RDKit          3D
7-Hydroxymethyl-12-methylbenz[a]anthracene
 37 40  0  0  0  0  0  0  0  0999 V2000
   -1.1095   -2.3901    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1977   -1.2372    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.4811   -0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934   -2.8110   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9460   -3.0408   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531   -2.0659   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3818   -0.7469   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530   -0.4747   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.8607   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969    1.8659   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    3.1693   -0.6255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    1.1163   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374    2.4174   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550    2.7404    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3609    1.7472    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    2.0688    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5662    1.1019    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1552   -0.1969    1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -0.5543    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.4005    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6003    0.0730    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5417   -3.1230   -0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9725   -2.3104   -0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601   -3.0574    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -3.6255    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2723   -4.0718   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -2.2768   -0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445   -0.0067   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446    1.7595    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671    1.5660   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611    3.6351   -1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    3.2045   -0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    3.7614    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    3.1297    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.3844    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8646   -0.9852    1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199   -1.5461    0.8933 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  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
  8  3  1  0
 21 12  1  0
 20 15  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
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
M  END


  Mrv0541 05161318012D          

 21 24  0  0  0  0            999 V2000
    0.4614    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0816    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    3.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415    3.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614    2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015    4.3005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 13  1  1  0  0  0  0
 14  6  2  0  0  0  0
 14 10  1  0  0  0  0
 15  7  2  0  0  0  0
 15 13  1  0  0  0  0
 16  8  2  0  0  0  0
 16 14  1  0  0  0  0
 17  9  2  0  0  0  0
 17 15  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  2  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060419

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2C3=CC=CC=C3C=CC2=C(CO)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O/c1-13-15-7-4-5-9-17(15)19(12-21)18-11-10-14-6-2-3-8-16(14)20(13)18/h2-11,21H,12H2,1H3

> <INCHI_KEY>
JCBBZYDVQJQMMB-UHFFFAOYSA-N

> <FORMULA>
C20H16O

> <MOLECULAR_WEIGHT>
272.3404

> <EXACT_MASS>
272.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.47830419522953

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12-methyltetraphen-7-yl)methanol

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
4.687747708

> <ALOGPS_LOGS>
-7.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.311093376072058

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6627277573060804

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
87.26569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12-methyltetraphen-7-yl)methanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060419
     RDKit          3D
7-Hydroxymethyl-12-methylbenz[a]anthracene
 37 40  0  0  0  0  0  0  0  0999 V2000
   -1.1095   -2.3901    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1977   -1.2372    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.4811   -0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934   -2.8110   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9460   -3.0408   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531   -2.0659   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3818   -0.7469   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530   -0.4747   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.8607   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969    1.8659   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    3.1693   -0.6255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    1.1163   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374    2.4174   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550    2.7404    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3609    1.7472    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    2.0688    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5662    1.1019    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1552   -0.1969    1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -0.5543    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.4005    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6003    0.0730    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5417   -3.1230   -0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9725   -2.3104   -0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601   -3.0574    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -3.6255    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2723   -4.0718   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -2.2768   -0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445   -0.0067   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446    1.7595    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671    1.5660   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611    3.6351   -1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    3.2045   -0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    3.7614    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    3.1297    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.3844    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8646   -0.9852    1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199   -1.5461    0.8933 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  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
  8  3  1  0
 21 12  1  0
 20 15  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
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       0.861   1.043   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.180   2.789   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.171   1.625   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.398   1.916   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.902   3.371   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.675   4.244   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.886   1.625   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.659   1.916   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.894   4.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.659   5.990   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.147   6.281   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.877   6.863   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.365   2.498   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.163   4.535   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.877   2.789   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.155   3.371   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.382   4.244   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.861   5.117   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.373   5.408   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.357   3.662   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.869   8.028   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    6                                                       
CONECT    3    2    8                                                       
CONECT    4    5    7                                                       
CONECT    5    4    9                                                       
CONECT    6    2   14                                                       
CONECT    7    4   15                                                       
CONECT    8    3   16                                                       
CONECT    9    5   17                                                       
CONECT   10   11   14                                                       
CONECT   11   10   18                                                       
CONECT   12   19   21                                                       
CONECT   13    1   15   20                                                  
CONECT   14    6   10   16                                                  
CONECT   15    7   13   17                                                  
CONECT   16    8   14   20                                                  
CONECT   17    9   15   19                                                  
CONECT   18   11   19   20                                                  
CONECT   19   12   17   18                                                  
CONECT   20   13   16   18                                                  
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0060419
HETATM    1  C1  UNL     1      -1.110  -2.390   0.089  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.198  -1.237   0.132  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.177  -1.481  -0.100  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.593  -2.811  -0.054  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.946  -3.041  -0.255  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.853  -2.066  -0.486  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.382  -0.747  -0.520  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.053  -0.475  -0.326  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.654   0.861  -0.341  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.697   1.866  -0.616  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.376   3.169  -0.625  1.00  0.00           O  
HETATM   12  C11 UNL     1       0.346   1.116  -0.113  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.137   2.417  -0.129  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.455   2.740   0.087  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.361   1.747   0.339  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.662   2.069   0.633  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.566   1.102   0.969  1.00  0.00           C  
HETATM   18  C17 UNL     1      -4.155  -0.197   1.011  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.831  -0.554   0.713  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.927   0.400   0.367  1.00  0.00           C  
HETATM   21  C20 UNL     1      -0.600   0.073   0.134  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.542  -3.123  -0.668  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.972  -2.310  -0.630  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.160  -3.057   0.921  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.931  -3.626   0.154  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.272  -4.072  -0.221  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.920  -2.277  -0.644  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.145  -0.007  -0.702  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.545   1.759   0.155  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.267   1.566  -1.558  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.761   3.635  -1.411  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.568   3.205  -0.323  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.784   3.761   0.060  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.934   3.130   0.585  1.00  0.00           H  
HETATM   35  H14 UNL     1      -5.608   1.384   1.197  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.865  -0.985   1.282  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.620  -1.546   0.893  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   21
CONECT    3    4    8
CONECT    4    5    5   25
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    8    9    9
CONECT    9   10   12
CONECT   10   11   29   30
CONECT   11   31
CONECT   12   13   13   21
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16   20
CONECT   16   17   17   34
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   19   20   37
CONECT   20   21   21
END

HMDB0060419
     RDKit          3D
7-Hydroxymethyl-12-methylbenz[a]anthracene
 37 40  0  0  0  0  0  0  0  0999 V2000
   -1.1095   -2.3901    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1977   -1.2372    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.4811   -0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934   -2.8110   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9460   -3.0408   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531   -2.0659   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3818   -0.7469   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530   -0.4747   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.8607   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969    1.8659   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    3.1693   -0.6255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    1.1163   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374    2.4174   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550    2.7404    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3609    1.7472    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    2.0688    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5662    1.1019    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1552   -0.1969    1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -0.5543    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.4005    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6003    0.0730    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5417   -3.1230   -0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9725   -2.3104   -0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601   -3.0574    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -3.6255    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2723   -4.0718   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9203   -2.2768   -0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445   -0.0067   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446    1.7595    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671    1.5660   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611    3.6351   -1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    3.2045   -0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    3.7614    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9339    3.1297    0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.3844    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8646   -0.9852    1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6199   -1.5461    0.8933 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  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
  8  3  1  0
 21 12  1  0
 20 15  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
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12-Methylbenz[a]anthracene-7-methanol	Kegg
7-HM-12-MBA	HMDB
7-Hydroxymethyl-12-methylbenz(a)anthracene	HMDB

Chemical Formula

C₂₀H₁₆O

Average Molecular Weight

272.3404

Monoisotopic Molecular Weight

272.120115134

IUPAC Name

(12-methyltetraphen-7-yl)methanol

Traditional Name

(12-methyltetraphen-7-yl)methanol

CAS Registry Number

Not Available

SMILES

CC1=C2C3=CC=CC=C3C=CC2=C(CO)C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H16O/c1-13-15-7-4-5-9-17(15)19(12-21)18-11-10-14-6-2-3-8-16(14)20(13)18/h2-11,21H,12H2,1H3

InChI Key

JCBBZYDVQJQMMB-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
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phenanthrenes (CHEBI:82559 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060419)

Source

Exogenous

Exogenous (HMDB: HMDB0060419)

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
Water Solubility	2.2e-05 g/L	ALOGPS
logP	4.82	ALOGPS
logP	4.69	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	15.31	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.27 m³·mol⁻¹	ChemAxon
Polarizability	31.48 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
DarkChem	[M+H]+	164.286	31661259
DarkChem	[M-H]-	163.128	31661259
DeepCCS	[M-2H]-	200.026	30932474
DeepCCS	[M+Na]+	175.591	30932474
AllCCS	[M+H]+	164.0	32859911
AllCCS	[M+H-H2O]+	160.2	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	170.9	32859911
AllCCS	[M+Na-2H]-	169.7	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.96 minutes	32390414
Predicted by Siyang on May 30, 2022	18.6036 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.46 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2728.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	607.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	240.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	310.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	882.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	785.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1339.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	794.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2135.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	501.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	480.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	362.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxymethyl-12-methylbenz[a]anthracene	CC1=C2C3=CC=CC=C3C=CC2=C(CO)C2=CC=CC=C12	3669.1	Standard polar	33892256
7-Hydroxymethyl-12-methylbenz[a]anthracene	CC1=C2C3=CC=CC=C3C=CC2=C(CO)C2=CC=CC=C12	2887.4	Standard non polar	33892256
7-Hydroxymethyl-12-methylbenz[a]anthracene	CC1=C2C3=CC=CC=C3C=CC2=C(CO)C2=CC=CC=C12	2991.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxymethyl-12-methylbenz[a]anthracene,1TMS,isomer #1	CC1=C2C=CC=CC2=C(CO[Si](C)(C)C)C2=CC=C3C=CC=CC3=C12	2933.1	Semi standard non polar	33892256
7-Hydroxymethyl-12-methylbenz[a]anthracene,1TBDMS,isomer #1	CC1=C2C=CC=CC2=C(CO[Si](C)(C)C(C)(C)C)C2=CC=C3C=CC=CC3=C12	3111.1	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 - 7-Hydroxymethyl-12-methylbenz[a]anthracene GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-0190000000-f9c07ad5d514c622b136	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9268000000-708b9ad4c69615da9450	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 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 - 7-Hydroxymethyl-12-methylbenz[a]anthracene 10V, Positive-QTOF	splash10-05fr-0090000000-ea61aa412c3a089b81da	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 20V, Positive-QTOF	splash10-0a4i-0090000000-35100d8970909b08a52d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 40V, Positive-QTOF	splash10-056r-0290000000-fffed62d831918304e6f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 10V, Negative-QTOF	splash10-00di-0090000000-26c458b5034e6defd52d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 20V, Negative-QTOF	splash10-00dl-0090000000-7fcb9b81c9778a629975	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 40V, Negative-QTOF	splash10-0006-0090000000-db60a18e716c302849ec	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 10V, Positive-QTOF	splash10-0a4i-0090000000-dfe76081d50db8cdc800	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 20V, Positive-QTOF	splash10-0a4i-0090000000-7554661183cb5c5b0a55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 40V, Positive-QTOF	splash10-0a4i-0090000000-3a05ccd7fad5638b5fd6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 10V, Negative-QTOF	splash10-0uk9-0090000000-291af41badeef76a2373	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 20V, Negative-QTOF	splash10-0ukc-0090000000-7124cea3d4a86b125dfe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymethyl-12-methylbenz[a]anthracene 40V, Negative-QTOF	splash10-0fr6-0090000000-825a916d1c6541b7cd23	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

C19561

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11285

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

M01196

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Bile salt sulfotransferase

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfonation of steroids and bile acids in the liver and adrenal glands.
Gene Name:: SULT2A1
Uniprot ID:: Q06520
Molecular weight:: 33779.57

Reactions

7-Hydroxymethyl-12-methylbenz[a]anthracene + Phosphoadenosine phosphosulfate → 7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate + Adenosine 3',5'-diphosphate	details

Showing metabocard for 7-Hydroxymethyl-12-methylbenz[a]anthracene (HMDB0060419)

MOL for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

3D MOL for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

3D SDF for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

3D-SDF for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

PDB for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

3D PDB for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

SMILES for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

INCHI for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

Structure for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

3D Structure for HMDB0060419 (7-Hydroxymethyl-12-methylbenz[a]anthracene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions