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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:26:35 UTC
Update Date2022-03-07 03:17:46 UTC
HMDB IDHMDB0060517
Secondary Accession Numbers
  • HMDB60517
Metabolite Identification
Common Nametrans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene
Descriptiontrans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene, also known as trans-dmba-3,4-dihydrodiol, 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. trans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
trans-DMBA-3,4-dihydrodiolKegg
Chemical FormulaC20H18O2
Average Molecular Weight290.3557
Monoisotopic Molecular Weight290.13067982
IUPAC Name(3S,4S)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol
Traditional Name(3S,4S)-7,12-dimethyl-3,4-dihydrotetraphene-3,4-diol
CAS Registry NumberNot Available
SMILES
CC1=C2C=CC3=C(C=C[C@H](O)[C@H]3O)C2=C(C)C2=CC=CC=C12
InChI Identifier
InChI=1S/C20H18O2/c1-11-13-5-3-4-6-14(13)12(2)19-15(11)7-8-17-16(19)9-10-18(21)20(17)22/h3-10,18,20-22H,1-2H3/t18-,20-/m0/s1
InChI KeyYZIIKMBFHLJAFT-ICSRJNTNSA-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassPhenanthrols
Direct ParentPhenanthrols
Alternative Parents
Substituents
  • Phenanthrol
  • Anthracene
  • Secondary alcohol
  • 1,2-diol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC19490
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound156317
PDB IDNot Available
ChEBI ID82518
Food Biomarker OntologyNot Available
VMH IDM03032
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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

General function:
Involved in catalytic activity
Specific function:
Biotransformation enzyme that catalyzes the hydrolysis of arene and aliphatic epoxides to less reactive and more water soluble dihydrodiols by the trans addition of water.
Gene Name:
EPHX1
Uniprot ID:
P07099
Molecular weight:
52948.48
Reactions
1a,11b-Dihydro-4,9-dimethylbenz[a]anthra[3,4-b]oxirene + Water → trans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracenedetails