145627-69-6

Basic information

• Product Name: (3alpha,4beta)-11-methylgona-1,5(10),6,8,11,13-hexaene-3,4-diol
• Synonyms: (3β,4α)-11-Methylgona-1,5,7,9,11,13-hexaene-3,4-diol; gona-1,5,7,9,11,13-hexaene-3,4-diol, 11-methyl-, (3β,4α)-
• CAS NO: 145627-69-6
• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.3343
• Mol File: 145627-69-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 500.585°C at 760 mmHg
• Flash Point: 242.175°C
• Density: 1.312g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: (3alpha,4beta)-11-methylgona-1,5(10),6,8,11,13-hexaene-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (3alpha,4beta)-11-methylgona-1,5(10),6,8,11,13-hexaene-3,4-diol(145627-69-6)
• EPA Substance Registry System: (3alpha,4beta)-11-methylgona-1,5(10),6,8,11,13-hexaene-3,4-diol(145627-69-6)

Safety Data

• Hazardous Substances Data: 145627-69-6(Hazardous Substances Data)

Upstream product

• 145627-72-1 15,16-Dihydro-3-methoxy-11-methylcyclopentaphenanthrene 
• 145627-78-7 15,16-Dihydro-3-hydroxy-11-methylcyclopentaphenanthrene 
• 145627-80-1 15,16-Dihydro-11-methylcyclopentaphenanthrene-3,4-dione 

Relevant articles and documents

Synthesis of the Active Dihydrodiol and Diol Epoxide Matabolites of the Steroid-Related Carcinogen 15,16-Dihydrocyclopentaphenanthrene and Its 11-Methyl Derivative

Cyclopentaphenanthrenes are a class of environmentally occurring carcinogens that are structurally related to sterols.While the parent hydrocarbon is biologically inactive, its 11-methyl and 17-keto derivatives are relatively potent carcinogens.Recent research has identified trans-3,4-dihydrodiol metabolites as the metabolic precursors of the corresponding anti- and/or syn-diol epoxides, implicated as the ultimate carcinogenic forms that bind to DNA.We now report the synthesis of the trans-3,4-dihydrodiol derivatives of cyclopentaphenanthrene and 11-methylcyclopentaphenanthrene, 3a and 3b, respectively, and the corresponding anti- and syn-diol epoxides of each of these hydrocarbons, 4a, 4b and 5a, 5b, respectively.Syntheses of the analogous trans-3,4-dihydrodiol metabolites of the 17-keto derivatives of cyclopentaphenanthrene and 11-methylcyclopentaphenanthrene are described in the accompanying paper.