25514-30-1

Basic information

• Product Name: Picras-3-en-21-oic acid, 13, 20-epoxy-3,11,12-trihydroxy-15-[ (4-hydro xy-3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11. beta.,12.alpha.,15.beta.(E)]-
• Synonyms: Picras-3-en-21-oic acid, 13, 20-epoxy-3,11,12-trihydroxy-15-[ (4-hydro xy-3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11. beta.,12.alpha.,15.beta.(E)]-;13,20-Epoxy-3,11β,12α-trihydroxy-15β-[[(E)-4-hydroxy-3,4-dimethyl-1-oxo-2-pentenyl]oxy]-2,16-dioxopicras-3-en-21-oic acid methyl ester
• CAS NO: 25514-30-1
• Molecular Formula: C28H36 O12
• Molecular Weight: 564.5782
• Mol File: 25514-30-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 779.7°Cat760mmHg
• Flash Point: 255.9°C
• Appearance: /
• Density: 1.46g/cm³
• Vapor Pressure: 4.43E-28mmHg at 25°C
• Refractive Index: 1.612
• PKA: 8.81±0.70(Predicted)
• CAS DataBase Reference: Picras-3-en-21-oic acid, 13, 20-epoxy-3,11,12-trihydroxy-15-[ (4-hydro xy-3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11. beta.,12.alpha.,15.beta.(E)]-(CAS DataBase Reference)
• NIST Chemistry Reference: Picras-3-en-21-oic acid, 13, 20-epoxy-3,11,12-trihydroxy-15-[ (4-hydro xy-3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11. beta.,12.alpha.,15.beta.(E)]-(25514-30-1)
• EPA Substance Registry System: Picras-3-en-21-oic acid, 13, 20-epoxy-3,11,12-trihydroxy-15-[ (4-hydro xy-3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11. beta.,12.alpha.,15.beta.(E)]-(25514-30-1)

Safety Data

• Hazardous Substances Data: 25514-30-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C28H36O12/c1-11(25(3,4)36)7-16(30)40-19-21-27-10-38-28(21,24(35)37-6)22(33)18(32)20(27)26(5)9-14(29)17(31)12(2)13(26)8-15(27)39-23(19)34/h7,13,15,18-22,31-33,36H,8-10H2,1-6H3/b11-7-/t13-,15+,18+,19+,20+,21+,22-,26-,27+,28?/m0/s1

Upstream product

• 95258-16-5 yadanzioside C 
• 99132-97-5 yadanzioside L 
• 41451-75-6 bruceantin 

Relevant articles and documents

Constituents of seeds of Brucea javanica. Structures of new bitter principles, Yadanziolides A, B, C, Yadanziosides F, I, J, and L

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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).