(3,4,5,6,9,10,11-2H7)hexacyclo[10.10.2.02,7.08,24.015,23.017,22]tetracosa-1(23),2,4,6,8(24),9,11,13,15,17,19,21-dodecaene

• ChemBase ID: 166862
• Molecular Formular: C24H14
• Molecular Mass: 302.36796
• Monoisotopic Mass: 302.10955045
• SMILES: c1ccc2c(c1)c1c3c(c2)ccc2c3c(ccc2)c2c1cccc2
• Canonical SMILES: c1ccc2c(c1)c1c3ccccc3c3c4c1c(c2)ccc4ccc3
• InChI: InChI=1S/C24H14/c1-2-8-18-16(6-1)14-17-13-12-15-7-5-11-20-19-9-3-4-10-21(19)24(18)23(17)22(15)20/h1-14H
• InChIKey: JNTHRSHGARDABO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3,4,5,6,9,10,11-^2H₇)hexacyclo[10.10.2.0^2,^7.0^8,^2^4.0^1^5,^2^3.0^1^7,^2^2]tetracosa-1(23),2,4,6,8(24),9,11,13,15,17,19,21-dodecaene
• IUPAC Traditional name: (3,4,5,6,9,10,11-^2H₇)hexacyclo[10.10.2.0^2,^7.0^8,^2^4.0^1^5,^2^3.0^1^7,^2^2]tetracosa-1(23),2,4,6,8(24),9,11,13,15,17,19,21-dodecaene
• Synonyms: Dibenzo[def,p]chrysene-d7; 1,2,9,10-Dibenzopyrene-d7; 1,2:3,4-Dibenzopyrene-d7; Dibenzo[a,l]pyrene; 2,3:4,5-Dibenzpyrene-d7; DBC-d7; 4,5,6,7-Dibenzpyrene-d7; Ba 51-090462-d7; NSC 90324-d7; Dibenzo[def,p]chrysene-d7

Database IDs

• PubChem SID: 162260995
• PubChem CID: 71315910

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.262881
• LogD (pH = 7.4): 6.262881
• Log P: 6.262881
• Molar Refractivity: 99.623 cm^3
• Polarizability: 45.48756 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D416947

Labelled Dibenzo[a,l]pyrene (D416945). An active metabolite from inhalation and dermal exposure to polycyclic aromatics hydrocarbons in hot mix asphalt paving workers. DBC is the most potent tumorigen that has been identified to date. Dibenzo[def,p]chryse

REFERENCES

• Anderson, L., et al.: Toxicol. Appl. Pharmacol., 199, 85 (2004)
• Yu, Z., et al.: Cancer Res., 66, 755 (2004)
• Shen, J., et al.: Toxicol. Sci., 95, 313 (2004)