35012-08-9

Basic information

• Product Name: Cucurbita-5,24-dien-3β-ol
• Synonyms: (10α)-9β-Methyl-19-norlanosta-5,24-dien-3β-ol;10α-Cucurbitadienol;Cucurbitadienol;(3beta,9beta,10alpha)-9-Methyl-19-norlanosta-5,24-dien-3-ol;10alpha-Cucurbita-5,24-dien-3beta-ol;Anhydrolitsomentol
• CAS NO: 35012-08-9
• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.7174
• Mol File: 35012-08-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 499.4±14.0 °C(Predicted)
• Appearance: /
• Density: 0.98±0.1 g/cm3(Predicted)
• PKA: 15.07±0.70(Predicted)
• CAS DataBase Reference: Cucurbita-5,24-dien-3β-ol(CAS DataBase Reference)
• NIST Chemistry Reference: Cucurbita-5,24-dien-3β-ol(35012-08-9)
• EPA Substance Registry System: Cucurbita-5,24-dien-3β-ol(35012-08-9)

Safety Data

• Hazardous Substances Data: 35012-08-9(Hazardous Substances Data)

Usage

General Description

Cucurbita-5,24-dien-3β-ol, also known as β-Elemene, is a natural sesquiterpene alcohol found in various plant species, including Cucurbitaceae and Artemisia. It has been recognized for its potential medicinal properties, including anti-cancer, anti-inflammatory, and anti-microbial effects. Research has shown that β-Elemene may inhibit the growth of cancer cells and induce apoptosis, making it a promising candidate for cancer treatment. Additionally, it has demonstrated anti-inflammatory activity by reducing the production of inflammatory mediators. Its antimicrobial properties have also been studied, suggesting potential use in the treatment of infectious diseases. Overall, β-Elemene shows potential as a therapeutic agent with diverse biological activities.

Upstream product

• 469-38-5 cycloartenol 
• 14050-42-1 2,3-Oxidosqualene 

Relevant articles and documents

Control of the 1,2-rearrangement process by oxidosqualene cyclases during triterpene biosynthesis

Oxidosqualene cyclases (OSCs) catalyze the cyclization of an acyclic substrate into various polycyclic triterpenes through a series of cation-π cyclization and 1,2-rearrangement processes. The mechanisms by which OSCs control the fate of intermediate carbocation to generate each specific triterpene product have not yet been determined. The formation of ubiquitous sterol precursors in plants, cycloartenol and Cucurbitaceae-specific cucurbitadienol, only differs by the extent of the 1,2-rearrangement of methyl and hydride. In the present study, we identified critical residues in cycloartenol synthase and cucurbitadienol synthase that were primarily responsible for switching product specificities between the two compounds. The mutation of tyrosine 118 to leucine in cycloartenol synthase resulted in the production of cucurbitadienol as a major product, while the mutation of the corresponding residue leucine 125 to tyrosine in cucurbitadienol synthase resulted in the production of parkeol. Our discovery of this "switch" residue will open up future possibilities for the rational engineering of OSCs to produce the desired triterpenes.