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

• ChemBase ID: 126081
• Molecular Formular: C18H12
• Molecular Mass: 228.28788
• Monoisotopic Mass: 228.09390038
• SMILES: c1cc2ccc3ccccc3c2c2ccccc12
• 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: 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: benzo(c)phenanthrene
• Synonyms: 3,4-Benzophenanthrene; Benzo[e]phenanthrene; Tetrahelicene; Benzo[c]phenanthrene; Benzo[c]phenanthrene; 3,4-Benzphenanthrene; Benzo(c)phenanthrene; 苯并[c]菲

Database IDs

• CAS Number: 195-19-7
• EC Number: 205-896-9
• MDL Number: MFCD00019126
• Beilstein Number: 1909296
• PubChem SID: 162220422; 24892187
• PubChem CID: 9136
• Chemspider ID: 8782
• KEGG ID: C19197
• Wikipedia Title: Benzo(c)phenanthrene

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: 33.478752 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 436.7°C @760mmHg
• Flash Point: 209.1 °C
• Density: 1.19 g/cm^3

Safety Information

• RTECS: DI8225000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: BCR® certified Reference Material
• Empirical Formula (Hill Notation): C18H12

DETAILS

Sigma Aldrich - BCR134

Legal Information
BCR is a registered trademark of European Commission

Toronto Research Chemicals - B121900

A 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)