CHEBI:189865 - C75

ChEBI IDCHEBI:189865
ChEBI NameC75
Stars
DefinitionA racemate comprising equimolar amount of (2R,3S)-C75 and its enantiomer, (2S,3R)-C75. It is a fatty-acid synthase (FAS) inhibitor and an activator of carnitine palmitoyl-transferase-1 that leads to weight loss and feeding inhibition in mice.
Last Modified12 May 2022
Submitterslaulederkind
Formula
Net Charge0
Average Mass254.326
Monoisotopic Mass254.15181
Roles Classification
Biological Roles:
EC 2.3.1.85 (fatty acid synthase) inhibitor  An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis.
anti-obesity agent  Any substance which is used to reduce or control weight.
fatty acid synthesis inhibitor  Any pathway inhibitor that inhibits the synthesis of fatty acids.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
C75 (CHEBI:189865) has part (2R,3S)-C75 (CHEBI:191400)
C75 (CHEBI:189865) has part (2S,3R)-C75 (CHEBI:191401)
C75 (CHEBI:189865) has role anti-obesity agent (CHEBI:74518)
C75 (CHEBI:189865) has role antineoplastic agent (CHEBI:35610)
C75 (CHEBI:189865) has role apoptosis inducer (CHEBI:68495)
C75 (CHEBI:189865) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
C75 (CHEBI:189865) has role fatty acid synthesis inhibitor (CHEBI:50185)
C75 (CHEBI:189865) is a racemate (CHEBI:60911)
IUPAC Name 
rac-(2R,3S)-4-methylidene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid
Synonyms  Source
(2R*,3S*)-4-methylidene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acidChEBI
(2R*,3S*)-tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic acidChEBI
(±)-C75SUBMITTER
C75 transSUBMITTER
C75 (racemic mixture of trans-isomers)ChEBI
trans-C 75ChemIDplus
Registry NumbersSources
CAS:191282-48-1ChemIDplus
Citations