36431-73-9

Basic information

• Product Name: (-)-Laurefucin
• Synonyms: Laurefucin;(-)-Laurefucin;(1R,7R)-4β-Bromo-3α-ethyl-9α-[(E)-2-penten-4-ynyl]-2,8-dioxabicyclo[5.2.1]decan-6β-ol
• CAS NO: 36431-73-9
• Molecular Formula: C15H21BrO3
• Molecular Weight: 329.2294
• Mol File: 36431-73-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 425.4°Cat760mmHg
• Flash Point: 211.1°C
• Appearance: /
• Density: 1.296g/cm³
• Vapor Pressure: 5.1E-09mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: (-)-Laurefucin(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-Laurefucin(36431-73-9)
• EPA Substance Registry System: (-)-Laurefucin(36431-73-9)

Safety Data

• Hazardous Substances Data: 36431-73-9(Hazardous Substances Data)

Usage

General Description

(-)-Laurefucin is a naturally occurring chemical compound derived from marine sources, specifically red algae. It is classified as a sesquiterpene tetrahydroisoquinoline alkaloid and has demonstrated significant biological activity, including potential anti-inflammatory and anticancer properties. Studies have indicated that (-)-Laurefucin may modulate immune responses and inhibit the growth of certain cancer cell lines, making it a potentially valuable compound for the development of new therapeutic agents. Additionally, its structure and activity make it a promising candidate for further research in drug discovery and development. Although more research is needed to fully understand its mechanisms of action and potential applications, (-)-Laurefucin appears to be a promising natural chemical with a range of potential medicinal uses.

InChI:InChI=1/C15H21BrO3/c1-3-5-6-7-13-15-9-14(19-13)11(17)8-10(16)12(4-2)18-15/h1,5-6,10-15,17H,4,7-9H2,2H3/b6-5+

Upstream product

• 1093122-11-2 C₁₄H₂₁BrO₄ 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 3352-02-1 Deacetyllaurencin 

Relevant articles and documents

Biomimetic asymmetric total synthesis of (-)-laurefucin via an organoselenium-mediated intramolecular hydroxyetherification

The first asymmetric total synthesis of (-)-laurefucin (1), a unique C-15 acetogenin with a 2,8-dioxabicyclo[5.2.1]decane skeleton, has been accomplished in nine steps in 31% overall yield from known oxocene 10. Highlights of the highly stereoselective synthesis include a novel organoselenium-mediated biomimetic hydroxyetherification.

Structure elucidation of laureoxanyne, a new nonisoprenoid C15 enyne, using lactoperoxidase

The enzymatic structure elucidation of a minor bicyclic nonisoprenoid C15 enyne, laureoxanyne, isolated from the red alga Laurencia nipponica, is described.