(S)-2,3-epoxysqualene

Term ID

CHEBI:15441

Synonyms

• (3S)-2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane
• (3S)-2,3-dihydro-2,3-epoxysqualene
• (3S)-2,3-epoxy-2,3-dihydrosqualene
• (S)-2,3-dihydro-2,3-epoxysqualene
• (S)-2,3-epoxy-2,3-dihydrosqualene
• (S)-2,3-Epoxysqualene
• (S)-2,3-oxidosqualene
• (S)-squalene-2,3-epoxide
• 2,3-EDSQ
• 2,3-epoxisqualene
• 2,3-oxidosqualene
• oxidosqualene
• Squalene 2,3-epoxide
• Squalene 2,3-oxide

Definition

A 2,3-epoxysqualene in which the chiral centre has S configuration. It is converted into lanosterol by lanosterol synthase (EC 5.4.99.7) in a key rate-limiting step in the biosynthesis of chloesterol, steroid hormones, and vitamin D.

References

• HMDB:HMDB0001188
• HMDB:HMDB0059621
• KEGG:C01054
• KNApSAcK:C00007282
• LIPID_MAPS_instance:LMPR0106010010
• MetaCyc:EPOXYSQUALENE
• PDBeChem:2TX
• PMID:19951700
• PMID:26058429
• Reaxys:4710524

Ontology

ChEBI  ( EBI )