(3,4,5,6,8-2H5)tetracyclo[8.8.0.02,7.013,18]octadeca-1(10),2,4,6,8,11,13,15,17-nonaene

• ChemBase ID: 161141
• Molecular Formular: C18H12
• Molecular Mass: 228.28788
• Monoisotopic Mass: 228.09390038
• SMILES: c1ccc2c(c1)c1c(cc2)ccc2c1cccc2
• Canonical SMILES: c1ccc2c(c1)ccc1c2c2ccccc2cc1
• InChI: InChI=1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H
• InChIKey: TUAHORSUHVUKBD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3,4,5,6,8-^2H₅)tetracyclo[8.8.0.0^2,^7.0^1^3,^1^8]octadeca-1(10),2,4,6,8,11,13,15,17-nonaene
• IUPAC Traditional name: (3,4,5,6,8-^2H₅)tetracyclo[8.8.0.0^2,^7.0^1^3,^1^8]octadeca-1(10),2,4,6,8,11,13,15,17-nonaene
• Synonyms: 3,4-Benzophenanthrene-d5; Benzo[e]phenanthrene-d5; Tetrahelicene-d5; Benzo[c]phenanthrene-d5

Database IDs

• PubChem SID: 162255276
• PubChem CID: 71313635

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.941676
• LogD (pH = 7.4): 4.941676
• Log P: 4.941676
• Molar Refractivity: 75.4086 cm^3
• Polarizability: 33.50311 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 62-64°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B121902

A labelled PAH metabolite having a toxic effect on fish bone metabolite. Also, it is used as a marker of the carcinogenic potency of the polycyclic aromatic hydrocarbons (PAH) mixture. A genotoxic agent.

REFERENCES

• Ebright, R., et al.: Cancer Res., 46, 2349 (1986)
• Morito, K., et al.: Biol. Pharm. Bull., 24, 351 (1986)
• Billiard, S., et al.: Toxicol. Sci., 92, 526 (1986)