78338-23-5

Basic information

• Product Name: methyl (11beta,12alpha,13xi,15beta)-3,11,12-trihydroxy-15-{[(2E)-3-(2-methyloxiran-2-yl)but-2-enoyl]oxy}-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
• CAS NO: 78338-23-5
• Molecular Formula: C₂₈H₃₄O₁₂
• Molecular Weight: 562.5624
• Mol File: 78338-23-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 772.2°C at 760 mmHg
• Flash Point: 255.2°C
• Density: 1.49g/cm³
• Vapor Pressure: 1.55E-27mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: methyl (11beta,12alpha,13xi,15beta)-3,11,12-trihydroxy-15-{[(2E)-3-(2-methyloxiran-2-yl)but-2-enoyl]oxy}-2,16-dioxo-13,20-epoxypicras-3-en-21-oate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (11beta,12alpha,13xi,15beta)-3,11,12-trihydroxy-15-{[(2E)-3-(2-methyloxiran-2-yl)but-2-enoyl]oxy}-2,16-dioxo-13,20-epoxypicras-3-en-21-oate(78338-23-5)
• EPA Substance Registry System: methyl (11beta,12alpha,13xi,15beta)-3,11,12-trihydroxy-15-{[(2E)-3-(2-methyloxiran-2-yl)but-2-enoyl]oxy}-2,16-dioxo-13,20-epoxypicras-3-en-21-oate(78338-23-5)

Safety Data

• Hazardous Substances Data: 78338-23-5(Hazardous Substances Data)

Upstream product

• 41451-75-6 bruceantin 

Relevant articles and documents

Microbial Transfopmations of Natural Antitumor Agents.Part 15. Metabolism of Bruceantin by Streptomyces griseus

Microbial transformations were conducted with the quassinoid bruceantin (1).Screening studies with 193 micro-organisms provided several streptomycetes capable of accumulating bruceantin metabolites.Streptomyces griseus (ATCC 10137) totally metabolized bruceantin within 19 h, and a preparative-scale incubation using bruceantin provided bruceine C (4), bruceantin 4',5'-epoxide (3), and bruceantin-5'-ol (5).Structures of metabolites were assigned based on their 1H n.m.r. and mass spectral characteristics.Metabolites (3) and (5) are novel analogues of bruceantin, and are formed by an unusual pathway involving oxidation of bruceantin, probably through the unisolated 4',5'-bruceantin olefin (2) to the epoxide (3), which serves as an obligatory precursor for bruceine C (4) and bruceantin-5'-ol (5).