CHEBI:15441 - (S)-2,3-epoxysqualene

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ChEBI Name (S)-2,3-epoxysqualene ChEBI ID CHEBI:15441 ChEBI ASCII Name (S)-2,3-epoxysqualene 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. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:18728, CHEBI:11026, CHEBI:11072, CHEBI:372 Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C30H50O Net Charge 0 Average Mass 426.71740 Monoisotopic Mass 426.38617 InChI InChI=1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+/t29-/m0/s1 InChIKey QYIMSPSDBYKPPY-RSKUXYSASA-N SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed Homo sapiens (NCBI:txid9606) See: DOI Roles Classification Biological Role(s): Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). View more via ChEBI Ontology ChEBI Ontology Outgoing (S)-2,3-epoxysqualene (CHEBI:15441) has parent hydride squalene (CHEBI:15440) (S)-2,3-epoxysqualene (CHEBI:15441) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) (S)-2,3-epoxysqualene (CHEBI:15441) has role human metabolite (CHEBI:77746) (S)-2,3-epoxysqualene (CHEBI:15441) has role mouse metabolite (CHEBI:75771) (S)-2,3-epoxysqualene (CHEBI:15441) is a 2,3-epoxysqualene (CHEBI:78662) IUPAC Name (3S)-2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane Synonyms Sources (3S)-2,3-dihydro-2,3-epoxysqualene ChEBI (3S)-2,3-epoxy-2,3-dihydrosqualene ChEBI (S)-2,3-dihydro-2,3-epoxysqualene ChEBI (S)-2,3-epoxy-2,3-dihydrosqualene ChEBI (S)-2,3-Epoxysqualene KEGG COMPOUND (S)-2,3-epoxysqualene ChEBI (S)-2,3-epoxysqualene UniProt (S)-2,3-oxidosqualene ChEBI (S)-Squalene-2,3-epoxide KEGG COMPOUND (S)-squalene-2,3-epoxide ChEBI 2,3-EDSQ MetaCyc 2,3-epoxisqualene MetaCyc 2,3-oxidosqualene MetaCyc oxidosqualene MetaCyc Squalene 2,3-epoxide KEGG COMPOUND Squalene 2,3-oxide KEGG COMPOUND Manual Xrefs Databases 2TX PDBeChem C00007282 KNApSAcK C01054 KEGG COMPOUND EPOXYSQUALENE MetaCyc HMDB0001188 HMDB HMDB0059621 HMDB LMPR0106010010 LIPID MAPS View more database links Registry Number Type Source 4710524 Reaxys Registry Number Reaxys Citations Types Sources 19951700 PubMed citation Europe PMC 26058429 PubMed citation Europe PMC Last Modified 28 April 2020