(2H14)pentacyclo[12.8.0.03,12.04,9.015,20]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene

• ChemBase ID: 166876
• Molecular Formular: C22H14
• Molecular Mass: 278.34656
• Monoisotopic Mass: 278.10955045
• SMILES: c1cccc2c1ccc1c2cc2c(c1)c1c(cc2)cccc1
• Canonical SMILES: c1ccc2c(c1)c1cc3ccc4c(c3cc1cc2)cccc4
• InChI: InChI=1S/C22H14/c1-3-7-19-15(5-1)9-11-17-14-22-18(13-21(17)19)12-10-16-6-2-4-8-20(16)22/h1-14H
• InChIKey: LHRCREOYAASXPZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₁₄)pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^5,^2^0]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene
• IUPAC Traditional name: (^2H₁₄)pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^5,^2^0]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene
• Synonyms: 1,2:5,6-Benzanthracene-d14; 1,2:5,6-Dibenz[a]anthracene-d14; 1,2:5,6-Dibenzanthracen-d14; 1,2:5,6-Dibenzanthracene-d14; 1,2:5,6-Dibenzoanthracene-d14; DBA; Dibenzo[a,h]anthracene-d14; NSC 22433-d14; Dibenz[a,h]anthracene-d14

Database IDs

• PubChem SID: 162261009
• PubChem CID: 71315917

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.931153
• LogD (pH = 7.4): 5.931153
• Log P: 5.931153
• Molar Refractivity: 91.8588 cm^3
• Polarizability: 41.24823 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D417012

Labelled analogue of Dibenz[a,h]anthracene, a polycyclic aromatic hydrocarbon (PAH) and a known carcinogen. Dibenz[a,h]anthracene has produced positive results in bacterial DNA damage and mutagenicity assays and in mammalian cell DNA damage, mutagenicity

REFERENCES

• Farmer, P.B. et al.: Mutat. Res. Re. Mutat. Res., 544, 397 (2003)
• Leadon, S. et al.: Carcinogenesis, 16, 3021 (2003)
• Andrews, A.W. et al.: Mutat. Res., 51, 311 (2003)
• Kaden, D.A. et al.: Cancer Res., 39, 4152 (2003)