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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:42:37 UTC

Update Date

2021-09-26 22:55:56 UTC

HMDB ID

HMDB0246692

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Hydroxybenz[a]anthracene

Description

3-Hydroxybenz[a]anthracene, also known as 3-OH-baa, belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. Based on a literature review very few articles have been published on 3-Hydroxybenz[a]anthracene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-hydroxybenz[a]anthracene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Hydroxybenz[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

HMDB0246692
     RDKit          3D
3-Hydroxybenz[a]anthracene
 31 34  0  0  0  0  0  0  0  0999 V2000
   -5.6767    0.1811   -0.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3042    0.1288   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327    0.7752   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    0.7412   -1.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.0403   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963   -0.6213    0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437   -1.3201    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -1.3884    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3891   -0.7438    1.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598   -0.8059    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.1530    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -0.2230    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    0.4416   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3277    1.1537   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    1.1909   -1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785    0.5447   -0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    0.6231   -0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -0.0269    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.5753    0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0677   -0.5508   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8262    1.3302   -2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354    1.2551   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5665   -1.8280    2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952   -1.9532    2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -1.3744    2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050   -0.7823    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167    0.4222    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603    1.6814   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    1.7462   -2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4010    1.1845   -1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271   -1.0938    1.1972 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  2  0
 19  2  1  0
 18  5  1  0
 18  9  1  0
 16 11  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 19 31  1  0
M  END

  Mrv1572011241503102D          

 19 22  0  0  0  0            999 V2000
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
  7 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
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246692

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C1=CC3=CC=CC=C3C=C1C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O/c19-16-7-8-17-15(10-16)6-5-14-9-12-3-1-2-4-13(12)11-18(14)17/h1-11,19H

> <INCHI_KEY>
MRRWKFVZIOCJBS-UHFFFAOYSA-N

> <FORMULA>
C18H12O

> <MOLECULAR_WEIGHT>
244.293

> <EXACT_MASS>
244.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.746464989398056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetraphen-3-ol

> <ALOGPS_LOGP>
5.37

> <JCHEM_LOGP>
4.638110764333334

> <ALOGPS_LOGS>
-6.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.773486179365554

> <JCHEM_PKA_STRONGEST_BASIC>
-5.497177952839551

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
77.38950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.30e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetraphen-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246692
     RDKit          3D
3-Hydroxybenz[a]anthracene
 31 34  0  0  0  0  0  0  0  0999 V2000
   -5.6767    0.1811   -0.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3042    0.1288   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327    0.7752   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    0.7412   -1.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.0403   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963   -0.6213    0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437   -1.3201    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -1.3884    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3891   -0.7438    1.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598   -0.8059    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.1530    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -0.2230    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    0.4416   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3277    1.1537   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    1.1909   -1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785    0.5447   -0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    0.6231   -0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -0.0269    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.5753    0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0677   -0.5508   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8262    1.3302   -2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354    1.2551   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5665   -1.8280    2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952   -1.9532    2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -1.3744    2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050   -0.7823    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167    0.4222    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603    1.6814   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    1.7462   -2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4010    1.1845   -1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271   -1.0938    1.1972 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  2  0
 19  2  1  0
 18  5  1  0
 18  9  1  0
 16 11  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 19 31  1  0
M  END

HEADER    PROTEIN                                 24-NOV-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-NOV-15         0                                  
HETATM    1  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.375   3.098   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.854   3.971   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.342   3.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.691   0.188   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    1                                                       
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0246692
HETATM    1  O1  UNL     1      -5.677   0.181  -0.743  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.304   0.129  -0.539  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.433   0.775  -1.381  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.042   0.741  -1.201  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.504   0.040  -0.148  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.396  -0.621   0.713  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.844  -1.320   1.765  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.491  -1.388   1.990  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.389  -0.744   1.152  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.760  -0.806   1.370  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.625  -0.153   0.518  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.997  -0.223   0.748  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.825   0.442  -0.124  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.328   1.154  -1.189  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.943   1.191  -1.373  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.079   0.545  -0.531  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.714   0.623  -0.772  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.150  -0.027   0.076  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.769  -0.575   0.518  1.00  0.00           C  
HETATM   20  H1  UNL     1      -6.068  -0.551  -1.333  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.826   1.330  -2.211  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.435   1.255  -1.878  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.566  -1.828   2.423  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.095  -1.953   2.835  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.155  -1.374   2.220  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.405  -0.782   1.586  1.00  0.00           H  
HETATM   27  H8  UNL     1       5.917   0.422   0.007  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.960   1.681  -1.884  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.529   1.746  -2.206  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.401   1.185  -1.604  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.427  -1.094   1.197  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3   19
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   18
CONECT    6    7   19   19
CONECT    7    8    8   23
CONECT    8    9   24
CONECT    9   10   10   18
CONECT   10   11   25
CONECT   11   12   12   16
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17
CONECT   17   18   18   30
CONECT   19   31
END

HMDB0246692
     RDKit          3D
3-Hydroxybenz[a]anthracene
 31 34  0  0  0  0  0  0  0  0999 V2000
   -5.6767    0.1811   -0.7434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3042    0.1288   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327    0.7752   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    0.7412   -1.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.0403   -0.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963   -0.6213    0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437   -1.3201    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -1.3884    1.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3891   -0.7438    1.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598   -0.8059    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.1530    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -0.2230    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247    0.4416   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3277    1.1537   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    1.1909   -1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785    0.5447   -0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    0.6231   -0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -0.0269    0.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7686   -0.5753    0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0677   -0.5508   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8262    1.3302   -2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354    1.2551   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5665   -1.8280    2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952   -1.9532    2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -1.3744    2.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050   -0.7823    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167    0.4222    0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603    1.6814   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287    1.7462   -2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4010    1.1845   -1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271   -1.0938    1.1972 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  2  0
 19  2  1  0
 18  5  1  0
 18  9  1  0
 16 11  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 19 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-OH-BaA	HMDB
3-Hydroxybenz(a)anthracene	HMDB

Chemical Formula

C₁₈H₁₂O

Average Molecular Weight

244.293

Monoisotopic Molecular Weight

244.088815006

IUPAC Name

tetraphen-3-ol

Traditional Name

tetraphen-3-ol

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1)C1=CC3=CC=CC=C3C=C1C=C2

InChI Identifier

InChI=1S/C18H12O/c19-16-7-8-17-15(10-16)6-5-14-9-12-3-1-2-4-13(12)11-18(14)17/h1-11,19H

InChI Key

MRRWKFVZIOCJBS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Anthracene
2-naphthol
1-hydroxy-2-unsubstituted benzenoid
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	5.37	ALOGPS
logP	4.64	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-5.5	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	0	ChemAxon
Refractivity	77.39 m³·mol⁻¹	ChemAxon
Polarizability	27.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	161.084	30932474
DeepCCS	[M-H]-	158.726	30932474
DeepCCS	[M-2H]-	191.612	30932474
DeepCCS	[M+Na]+	167.177	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.8	32859911
AllCCS	[M+NH4]+	161.7	32859911
AllCCS	[M+Na]+	162.6	32859911
AllCCS	[M-H]-	159.3	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	156.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxybenz[a]anthracene	OC1=CC2=C(C=C1)C1=CC3=CC=CC=C3C=C1C=C2	4095.2	Standard polar	33892256
3-Hydroxybenz[a]anthracene	OC1=CC2=C(C=C1)C1=CC3=CC=CC=C3C=C1C=C2	2712.9	Standard non polar	33892256
3-Hydroxybenz[a]anthracene	OC1=CC2=C(C=C1)C1=CC3=CC=CC=C3C=C1C=C2	2880.9	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-Hydroxybenz[a]anthracene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-0090000000-c7269dea41693641b3e7	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxybenz[a]anthracene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxybenz[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 - 3-Hydroxybenz[a]anthracene GC-MS (TBDMS_1_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 - 3-Hydroxybenz[a]anthracene 10V, Positive-QTOF	splash10-0002-0090000000-b649ea9e2a3ae7b12146	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 20V, Positive-QTOF	splash10-0002-0090000000-851c913dc40cf0c99fde	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 40V, Positive-QTOF	splash10-0gdi-0290000000-5a5ad00e238122c9d108	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 10V, Negative-QTOF	splash10-0006-0090000000-212aeea5a3caa5443be2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 20V, Negative-QTOF	splash10-0006-0090000000-afd6886778ea9e145370	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 40V, Negative-QTOF	splash10-00kf-0090000000-edd874506fb9dbd00aba	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 10V, Positive-QTOF	splash10-0002-0090000000-66a0af66dc34a746cb53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 20V, Positive-QTOF	splash10-0002-0090000000-66a0af66dc34a746cb53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 40V, Positive-QTOF	splash10-014i-0090000000-4f9c659103a37363af55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 10V, Negative-QTOF	splash10-0006-0090000000-9bf4689f50f00d92be6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 20V, Negative-QTOF	splash10-0006-0090000000-9bf4689f50f00d92be6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenz[a]anthracene 40V, Negative-QTOF	splash10-014i-0090000000-6eb999de987f6a287bf2	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

103132

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

115265

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 3-Hydroxybenz[a]anthracene (HMDB0246692)

MOL for HMDB0246692 (3-Hydroxybenz[a]anthracene)

3D MOL for HMDB0246692 (3-Hydroxybenz[a]anthracene)

3D SDF for HMDB0246692 (3-Hydroxybenz[a]anthracene)

3D-SDF for HMDB0246692 (3-Hydroxybenz[a]anthracene)

PDB for HMDB0246692 (3-Hydroxybenz[a]anthracene)

3D PDB for HMDB0246692 (3-Hydroxybenz[a]anthracene)

SMILES for HMDB0246692 (3-Hydroxybenz[a]anthracene)

INCHI for HMDB0246692 (3-Hydroxybenz[a]anthracene)

Structure for HMDB0246692 (3-Hydroxybenz[a]anthracene)

3D Structure for HMDB0246692 (3-Hydroxybenz[a]anthracene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra