751-03-1

Basic information

• Product Name: OBACUNON
• Synonyms: OBACUNON;Obacunoic acid ε-lactone;Tricoccin S3;Obacunone;Ai3-37934;Ccris 8657;Obacunoic acid, eta-lactone;Oxireno(4,4A)-2-benzopyrano(6,5-G)(2)benzoxepin-3,5,9(3ah,4bh,6H)-trione, 1-(3-furanyl)-1,6A,7,11A,11B,12,13,13A-octahydro-4B,7,7,11A,13A-pentamethyl-, (1S,3as,4ar,4br,6ar,11ar,11br,11br,13as)-
• CAS NO: 751-03-1
• Molecular Formula: C₂₆H₃₀O₇
• Molecular Weight: 454.516
• Product Categories: Limonoids (Citrus, Bitter Compounds);chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 751-03-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 229～230℃
• Boiling Point: 626.2 °C at 760 mmHg
• Flash Point: 332.514 °C
• Appearance: White powder
• Density: 1.322 g/cm³
• Vapor Pressure: 4.54E-19mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: 2-8°C
• CAS DataBase Reference: OBACUNON(CAS DataBase Reference)
• NIST Chemistry Reference: OBACUNON(751-03-1)
• EPA Substance Registry System: OBACUNON(751-03-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: RR1104200
• Hazardous Substances Data: 751-03-1(Hazardous Substances Data)

Usage

Description

OBACUNON is a bioactive compound with various pharmacological properties, including antipyretic and antidysentery effects. It is also known for its ability to enhance the cytotoxic effect of antitumor drugs, making it a valuable compound for content determination, identification, and pharmacological experiments.

Uses

Used in Pharmaceutical Industry:
OBACUNON is used as an antipyretic agent for reducing fever and as an antidysentery agent for treating diarrhea and related gastrointestinal issues.
Used in Oncology Research:
OBACUNON is used as an enhancer of the cytotoxic effect of antitumor drugs, potentially improving the efficacy of cancer treatments and providing a valuable tool for oncology research and drug development.

Synthesis

OBACUNON was extracted from Densefruit Pittany Root-bark with 8 times the amount of 95% ethanol for 2 times, 1 h each time. According to the optimized extraction process, the extraction rate of OBACUNON was 4.192 mg/g.

InChI:InChI=1/C26H32O8/c1-21(2)16-12-25(29,30)24(5)15(22(16,3)9-7-17(27)33-21)6-10-23(4)18(14-8-11-31-13-14)32-20(28)19-26(23,24)34-19/h7-9,11,13,15-16,18-19,29-30H,6,10,12H2,1-5H3/t15?,16?,18-,19+,22+,23-,24-,26+/m0/s1

Upstream product

• 1063-77-0 nomilin 

Downstream Products

• 73793-68-7 kihadanin B 
• 17182-59-1 7α-obacunol 
• 147254-46-4 7β-obakunol 
• 17182-59-1 7α-obacunol 

Relevant articles and documents

BIOSYNTHESIS OF OBACUNONE FROM NOMILIN IN CITRUS LIMON

Radioactive tracer work showed that 14C>nomilin was converted to at least four metabolites in Citrus limon.One metabolite was identified as obacunone, showing that obacunone is biosynthesized from nomilin in C. limon.Key Word Index - Citrus limon; Rutaceae; obacunone; biosynthesis; limonoids.