63148-10-7

Basic information

• Product Name: benzo(a)pyrene-3,6-quinol
• Synonyms: benzo(a)pyrene-3,6-quinol
• CAS NO: 63148-10-7
• Molecular Formula: C20H12O2
• Molecular Weight: 284.30808
• Mol File: 63148-10-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 589.1°C at 760 mmHg
• Flash Point: 287.7°C
• Appearance: /
• Density: 1.473g/cm³
• Vapor Pressure: 1.78E-14mmHg at 25°C
• Refractive Index: 1.963
• CAS DataBase Reference: benzo(a)pyrene-3,6-quinol(CAS DataBase Reference)
• NIST Chemistry Reference: benzo(a)pyrene-3,6-quinol(63148-10-7)
• EPA Substance Registry System: benzo(a)pyrene-3,6-quinol(63148-10-7)

Safety Data

• Hazardous Substances Data: 63148-10-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H12O2/c21-17-10-6-11-5-7-13-12-3-1-2-4-14(12)20(22)16-9-8-15(17)18(11)19(13)16/h1-10,21-22H

Upstream product

• 3067-14-9 benzo[a]pyrene-3,6-dione 

Relevant articles and documents

Formation of Mono- and Diglucuronides and Other Glycosides of Benzo(a)pyrene-3,6-quinol by V79 Cell-Expressed Human Phenol UDP-Glucuronosyltransferases of the UGT1 Gene Complex

Glucuronidation of quinols of polycyclic aromatic hydrocarbons (PAHs) represents an important detoxication pathway preventing toxic/quinol redox cycles. Therefore, mono- and diglucuronide formation of benzo(a)pyrene-3,6-quinol was investigated and compared to that of structurally related 3,6-dihydroxychrysene and simple phenols (1-naphthol and 4-methylumbelliferone) using V79 cell-expressed human UGT1.6 (=P1) and human UGT1.7 (=P4). Properties of human UGT1.6 were compared to those of the rat ortholog. Cofactors related to UDP-glucuronic acid such as UDP-galacturonic acid and UDP-glucose were also studied. It was found that rat and human UGT1.6 and human UGT1.7 catalyse monoglucuronide formation of planar PAH quinols. Diglucuronide formation was only detectable with human UGT1.7. The UGT isozymes studied also formed galacturonides and, although only to a minor extent, glucosides. Rat UGT1.6 (but not the human ortholog) catalysed digalacturonide formation of benzo(a)pyrene-3,6-quinol; the in vivo significance of glacturonide formation remains to be established. The results suggest that planar PAH phenols and quinols are conjugated more efficiently by human UGT1.7 than UGT1.6, which preferentially conjugates simple planar phenols.