1234694-20-2

Basic information

• Product Name: (+)-trans-C75
• Synonyms: (+)-trans-C75 Exclusive;3-Furancarboxylic acid, tetrahydro-4-methylene-2-octyl-5-oxo-, (2R,3S)-
• CAS NO: 1234694-20-2
• Molecular Formula: C14H22O4
• Molecular Weight: 254.32208
• Mol File: 1234694-20-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+)-trans-C75(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-trans-C75(1234694-20-2)
• EPA Substance Registry System: (+)-trans-C75(1234694-20-2)

Safety Data

• Hazardous Substances Data: 1234694-20-2(Hazardous Substances Data)

Usage

Description

C75 is stable fatty acid synthase (FASN) inhibitor that when administered in racemic form leads to profound weight loss and feeding inhibition in both high-fat diet wild type obese and leptin-deficient ob/ob mice. C75 is also cytotoxic to many human cancer cell lines, an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FASN pathway. (+)-trans-C75 is an enantiomer of C75. Its biologicial activity has not been reported.

Upstream product

• 124-19-6 nonan-1-al 
• 60427-77-2 4-((4-methoxybenzyl)oxy)-2-methylene-4-oxobutanoic acid 
• 58588-90-2 α-bromomethyl-γ-butene lactone 
• 547-65-9 α-methylene-γ-butyrolactone 
• 7338-27-4 4-methoxy-2-methylene-4-oxobutanoic acid 
• 1234694-21-3 methyl (2S,3R)-4-methylene-5-oxo-2-octyltetrahydrofuran-3-carboxylate 

Relevant articles and documents

Total syntheses of paraconic acids and 1,10-seco-guaianolides via a barbier allylation/translactonization cascade of 3-(Bromomethyl)-2(5H)-furanone

A palladium-catalyzed Barbier allylation/translactonization cascade reaction was established for the rapid construction of β,γdisubstituted α-exo-methylene-γ-butyrolactone, an important motif in sesquiterpenes. Dimethyl zinc played significant roles in bo

The first kinetic enzymatic resolution of methyl ester of C75

Enantioselective hydrolysis of methyl ester of (±)-C75 was successfully accomplished by means of Acylase I from Aspergillus to afford (2,R,3S)-(+)-C75 with 96% e.e. The unreacted methyl ester was recovered with >99% e.e. This latter compound was either chemically or enzymatically hydrolyzed to furnish (2S,3,R)-(-)-C75 with >99% e.e.