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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:45:21 UTC

Update Date

2021-09-26 22:54:18 UTC

HMDB ID

HMDB0245700

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7,12-Dihydroxymethylbenz(a)anthracene

Description

7,12-Dihydroxymethylbenz(a)anthracene 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 7,12-Dihydroxymethylbenz(a)anthracene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7,12-dihydroxymethylbenz(a)anthracene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7,12-Dihydroxymethylbenz(a)anthracene 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

HMDB0245700
     RDKit          3D
7,12-Dihydroxymethylbenz(a)anthracene
 38 41  0  0  0  0  0  0  0  0999 V2000
   -1.3004    3.8321    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    2.6620    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    1.3777    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.2386    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    0.4142    0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2798   -0.7470    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7249   -1.9969    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -2.1375    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678   -0.9953    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680   -1.1582    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2553   -2.4736   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618   -2.7337   -1.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6416   -0.0562    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0617    1.2434    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166    2.3167    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2825    2.2223   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7978    0.9553   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891    0.8306   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7924   -0.4039   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.5322   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -1.4325   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235   -0.2031   -0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    4.4571   -0.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.7193   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6662    2.6385    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9241    1.3798    0.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -0.6046    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549   -2.8896    0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -3.1342    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -2.4808   -1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -3.3521    0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.8625   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4882    3.3335    0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812    3.1137   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791    1.7452   -0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8596   -0.4413   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893   -2.4992   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -2.3456    0.1016 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  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 14  3  1  0
 22 17  1  0
  9  4  1  0
 22 13  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv1652309112100452D          

 22 25  0  0  0  0            999 V2000
    2.7622   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -0.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530    0.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
  4 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245700

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1=C2C=CC3=CC=CC=C3C2=C(CO)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O2/c21-11-18-15-7-3-4-8-16(15)19(12-22)20-14-6-2-1-5-13(14)9-10-17(18)20/h1-10,21-22H,11-12H2

> <INCHI_KEY>
QFWRHTYGECMMSX-UHFFFAOYSA-N

> <FORMULA>
C20H16O2

> <MOLECULAR_WEIGHT>
288.346

> <EXACT_MASS>
288.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.406797802352926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[12-(hydroxymethyl)tetraphen-7-yl]methanol

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
3.406976551333334

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.568343802728823

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.964068091772347

> <JCHEM_PKA_STRONGEST_BASIC>
-2.680254787150364

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
89.04039999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.95e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[12-(hydroxymethyl)tetraphen-7-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245700
     RDKit          3D
7,12-Dihydroxymethylbenz(a)anthracene
 38 41  0  0  0  0  0  0  0  0999 V2000
   -1.3004    3.8321    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    2.6620    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    1.3777    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.2386    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    0.4142    0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2798   -0.7470    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7249   -1.9969    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -2.1375    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678   -0.9953    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680   -1.1582    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2553   -2.4736   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618   -2.7337   -1.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6416   -0.0562    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0617    1.2434    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166    2.3167    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2825    2.2223   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7978    0.9553   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891    0.8306   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7924   -0.4039   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.5322   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -1.4325   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235   -0.2031   -0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    4.4571   -0.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.7193   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6662    2.6385    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9241    1.3798    0.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -0.6046    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549   -2.8896    0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -3.1342    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -2.4808   -1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -3.3521    0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.8625   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4882    3.3335    0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812    3.1137   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791    1.7452   -0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8596   -0.4413   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893   -2.4992   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -2.3456    0.1016 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  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 14  3  1  0
 22 17  1  0
  9  4  1  0
 22 13  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       5.156  -4.141   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.164  -5.305   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.677  -5.014   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.181  -3.559   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.172  -2.395   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.660  -2.686   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.677  -0.940   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.189  -0.649   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.197  -1.813   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.709  -1.522   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.717  -2.686   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.230  -2.395   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.238  -3.559   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.734  -5.014   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.221  -5.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.213  -4.141   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.701  -4.432   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.693  -3.268   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.197  -5.887   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.685  -6.178   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.213  -0.067   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.726   0.224   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17    9    4                                                  
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   10   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0245700
HETATM    1  O1  UNL     1      -1.300   3.832   0.396  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.969   2.662   0.428  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.293   1.378   0.270  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.143   0.239   0.294  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.497   0.414   0.467  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.280  -0.747   0.511  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.725  -1.997   0.388  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.331  -2.138   0.210  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.568  -0.995   0.164  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.168  -1.158   0.008  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.255  -2.474  -0.460  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.762  -2.734  -1.554  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.642  -0.056   0.006  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.062   1.243   0.131  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.917   2.317   0.110  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.283   2.222  -0.009  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.798   0.955  -0.102  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.189   0.831  -0.103  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.792  -0.404  -0.083  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.005  -1.532  -0.059  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.614  -1.433  -0.061  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.024  -0.203  -0.094  1.00  0.00           C  
HETATM   23  H1  UNL     1      -1.559   4.457  -0.334  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.727   2.719  -0.424  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.666   2.638   1.332  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.924   1.380   0.555  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.354  -0.605   0.648  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.355  -2.890   0.427  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.929  -3.134   0.150  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.057  -2.481  -1.276  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.085  -3.352   0.094  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.788  -1.863  -2.056  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.488   3.334   0.193  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.881   3.114  -0.024  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.779   1.745  -0.120  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.860  -0.441  -0.088  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.489  -2.499  -0.037  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.119  -2.346   0.102  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   24   25
CONECT    3    4    4   14
CONECT    4    5    9
CONECT    5    6    6   26
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   29
CONECT    9   10   10
CONECT   10   11   13
CONECT   11   12   30   31
CONECT   12   32
CONECT   13   14   14   22
CONECT   14   15
CONECT   15   16   16   33
CONECT   16   17   34
CONECT   17   18   18   22
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   20   21   37
CONECT   21   22   22   38
END

HMDB0245700
     RDKit          3D
7,12-Dihydroxymethylbenz(a)anthracene
 38 41  0  0  0  0  0  0  0  0999 V2000
   -1.3004    3.8321    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    2.6620    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    1.3777    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.2386    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    0.4142    0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2798   -0.7470    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7249   -1.9969    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -2.1375    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678   -0.9953    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680   -1.1582    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2553   -2.4736   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618   -2.7337   -1.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6416   -0.0562    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0617    1.2434    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166    2.3167    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2825    2.2223   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7978    0.9553   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891    0.8306   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7924   -0.4039   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.5322   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -1.4325   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235   -0.2031   -0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    4.4571   -0.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270    2.7193   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6662    2.6385    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9241    1.3798    0.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -0.6046    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549   -2.8896    0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -3.1342    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -2.4808   -1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -3.3521    0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.8625   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4882    3.3335    0.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812    3.1137   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791    1.7452   -0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8596   -0.4413   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893   -2.4992   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -2.3456    0.1016 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  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 14  3  1  0
 22 17  1  0
  9  4  1  0
 22 13  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 16 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆O₂

Average Molecular Weight

288.346

Monoisotopic Molecular Weight

288.115029755

IUPAC Name

[12-(hydroxymethyl)tetraphen-7-yl]methanol

Traditional Name

[12-(hydroxymethyl)tetraphen-7-yl]methanol

CAS Registry Number

Not Available

SMILES

OCC1=C2C=CC3=CC=CC=C3C2=C(CO)C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H16O2/c21-11-18-15-7-3-4-8-16(15)19(12-22)20-14-6-2-1-5-13(14)9-10-17(18)20/h1-10,21-22H,11-12H2

InChI Key

QFWRHTYGECMMSX-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.49	ALOGPS
logP	3.41	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	14.96	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.04 m³·mol⁻¹	ChemAxon
Polarizability	32.41 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	202.207	30932474
DeepCCS	[M+Na]+	177.771	30932474
AllCCS	[M+H]+	169.2	32859911
AllCCS	[M+H-H2O]+	166.1	32859911
AllCCS	[M+NH4]+	172.1	32859911
AllCCS	[M+Na]+	172.9	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	165.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7,12-Dihydroxymethylbenz(a)anthracene	OCC1=C2C=CC3=CC=CC=C3C2=C(CO)C2=CC=CC=C12	3581.3	Standard polar	33892256
7,12-Dihydroxymethylbenz(a)anthracene	OCC1=C2C=CC3=CC=CC=C3C2=C(CO)C2=CC=CC=C12	2779.1	Standard non polar	33892256
7,12-Dihydroxymethylbenz(a)anthracene	OCC1=C2C=CC3=CC=CC=C3C2=C(CO)C2=CC=CC=C12	3201.1	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 - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-0190000000-ad2e3bd5e36c86cff611	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 7,12-Dihydroxymethylbenz(a)anthracene 10V, Positive-QTOF	splash10-00dr-0090000000-95a1e4290470ab2dbd28	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene 20V, Positive-QTOF	splash10-0uk9-0090000000-2ccee5638197e0abeac0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene 40V, Positive-QTOF	splash10-0udi-0090000000-f2143e40bf153015849d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene 10V, Negative-QTOF	splash10-000i-0090000000-8c90aac7a0194e1ac7f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene 20V, Negative-QTOF	splash10-0670-0090000000-d181bbec72922518096b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,12-Dihydroxymethylbenz(a)anthracene 40V, Negative-QTOF	splash10-004i-0090000000-aa522b8a769615ce31ef	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

16439

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17375

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 7,12-Dihydroxymethylbenz(a)anthracene (HMDB0245700)

MOL for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

3D MOL for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

3D SDF for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

3D-SDF for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

PDB for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

3D PDB for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

SMILES for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

INCHI for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

Structure for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

3D Structure for HMDB0245700 (7,12-Dihydroxymethylbenz(a)anthracene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra