Canmetcon
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Record Information
Version1.0
Creation Date2016-05-19 01:31:04 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003971
Identification
Common Name7,12-Dimethylbenz[a]anthracene
ClassSmall Molecule
DescriptionNot Available
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
1,4-Dimethyl-2,3-benzphenanthreneChEBI
6,7-Dimethyl-1,2-benzanthraceneChEBI
7,12-Dimethyl-1,2-benzanthraceneChEBI
7,12-Dimethyl-1:2-benz(a)anthraceneChEBI
7,12-Dimethylbenz(a)anthraceneChEBI
7,12-DimethylbenzanthraceneChEBI
7,12-DimethylbenzanthranceneChEBI
7,12-DMBAChEBI
9,10-Dimethyl-1,2-benzanthraceneChEBI
9,10-Dimethyl-1,2-benzanthrazenChEBI
9,10-Dimethylbenz(a)anthraceneChEBI
DMBAChEBI
7,12 DimethylbenzanthraceneMeSH
Chemical FormulaC20H16
Average Molecular Mass256.348 g/mol
Monoisotopic Mass256.125 g/mol
CAS Registry Number57-97-6
IUPAC Name7,12-dimethyltetraphene
Traditional Name7,12-dimethylbenz(a)anthracene
SMILESCC1=C2C=CC3=CC=CC=C3C2=C(C)C2=CC=CC=C12
InChI IdentifierInChI=1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3
InChI KeyARSRBNBHOADGJU-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassNot Available
Direct ParentPhenanthrenes and derivatives
Alternative Parents
Substituents
  • Phenanthrene
  • Anthracene
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.21e-06 mg/mLALOGPS
logP6.61ALOGPS
logP5.97ChemAxon
logS-8.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity85.49 m3·mol-1ChemAxon
Polarizability30.52 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID5779
ChEBI ID254496
PubChem Compound ID6001
Kegg Compound IDC19488
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. http://www.ncbi.nlm.nih.gov/pubmed/?term=11488430
2. http://www.ncbi.nlm.nih.gov/pubmed/?term=12839762
3. http://www.ncbi.nlm.nih.gov/pubmed/?term=16020197
4. http://www.ncbi.nlm.nih.gov/pubmed/?term=18992763
5. http://www.ncbi.nlm.nih.gov/pubmed/?term=7561049
6. WONG-CHIA C, de CANCINO FM (1961) Experimental carcinogenesis. III. The transplantability of a tumor produced in the Wistar rat with 7,12-dimethylbenzo(alpha)-anthracene. Boletín del Instituto de Estudios Médicos y Biológicos, Universidad Nacional Autónoma de México;Bol Inst Estud Med Biol Univ Nac Auton Mex;1961 Dec;19:207-13 (PMID: 14008147)
7. Apanasevich VI, Britov VA, Zban' IuV (2002) Antitumor cross-resistance of trichinosis. Voprosy onkologii;Vopr Onkol;2002 ;48(2):223-6 (PMID: 12227073)
8. Phillipson,C E,CE, Ioannides,C,C, Barrett,D C,DC, Parke,D V,DV (1985) The homogeneity of rat liver microsomal cytochrome P-448 activity and its role in the activation of benzo[a]pyrene to mutagens. The International journal of biochemistry;Int. J. Biochem.;1985 ;17(1):37-42
9. Jerina DM, Sayer JM, Yagi H, Croisy-Delcey M, Ittah Y, Thakker DR, Wood AW, Chang RL, Levin W, Conney AH (1981) Highly tumorigenic bay-region diol epoxides from the weak carcinogen benzocphenanthrene. Advances in experimental medicine and biology;Adv. Exp. Med. Biol.;1981 ;136 Pt A:501-23 (PMID: 7046379)
10. Vaiman AV, Shcherbak NP, Kobliakov VA (2004) Cytochrome P-450 family 1 in rat embryo cell culture immortalized by Rausher leukemia virus. Biochemistry. Biokhimii͡a;Biochemistry Mosc.;2004 Mar;69(3):306-10 (PMID: 15061698)
11. Kurl,R N,RN, Loring,J M,JM, Villee,C A,CA (1985) Control of 2,3,7,8-tetrachlorodibenzo-p-dioxin binding protein(s) in the hamster kidney. Pharmacology;Pharmacology;1985 ;30(5):245-54
12. Casciano DA, Aidoo A, Chen T, Mittelstaedt RA, Manjanatha MG, Heflich RH (1999) Hprt mutant frequency and molecular analysis of Hprt mutations in rats treated with mutagenic carcinogens. Mutation research;Mutat. Res.;1999 Dec;431(2):389-95 (PMID: 10636003)
13. Schor,N A,NA, Morgan,K,K, Epstein,N,N, Knight,R,R (1983) The influence of polycyclic hydrocarbons on the activity of NAD(P)H-dehydrogenating enzymes in rat thymus. A biochemical and histochemical study. Enzyme;Enzyme;1983 ;29(3):167-74
14. Schaefer FV, Tonelli QJ, Dickens MS, Custer RP, Sorof S (1983) Nononcogenic hormone-independent alveoli produced by carcinogens in cultured mouse mammary glands. Cancer research;Cancer Res.;1983 Jul;43(7):3310-5 (PMID: 6406057)
15. Lawrence,J F,JF, Das,B S,BS (1986) Determination of nanogram/kilogram levels of polycyclic aromatic hydrocarbons in foods by HPLC with fluorescence detection. International journal of environmental analytical chemistry;Int J Environ Anal Chem;1986 ;24(2):113-31