CHEBI:138307 - (3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene

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ChEBI Name (3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene
ChEBI ID CHEBI:138307
ChEBI ASCII Name (3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene
Definition A squalene triterpenoid obtained by epoxidation accross the 2,3- and 22,23-double bonds of squalene.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C30H50O2
Net Charge 0
Average Mass 442.718
Monoisotopic Mass 442.38108
InChI InChI=1S/C30H50O2/c1-23(15-11-17-25(3)19-21-27-29(5,6)31-27)13-9-10-14-24(2)16-12-18-26(4)20-22-28-30(7,8)32-28/h13-14,17-18,27-28H,9-12,15-16,19-22H2,1-8H3/b23-13+,24-14+,25-17+,26-18+/t27-,28-/m0/s1
InChIKey KABSNIWLJXCBGG-OQSIWNGOSA-N
SMILES C(C/C=C(/CC/C=C(/CC[C@H]1C(O1)(C)C)\C)\C)/C=C(/CC/C=C(/CC[C@H]2C(O2)(C)C)\C)\C
Metabolite of Species Details
Lycopodium clavatum (NCBI:txid3252) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene (CHEBI:138307) has role plant metabolite (CHEBI:76924)
(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene (CHEBI:138307) is a epoxide (CHEBI:32955)
(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene (CHEBI:138307) is a squalene triterpenoid (CHEBI:26747)
IUPAC Name
(2S,2'S)-2,2'-[(3E,7E,11E,15E)-3,7,12,16-tetramethyloctadeca-3,7,11,15-tetraene-1,18-diyl]bis(3,3-dimethyloxirane)
Synonyms Sources
(3S,22S)-2,3:22,23-diepoxy-2,3,22,23-tetrahydrosqualene UniProt
(3S,22S)-2,3:22,23-dioxidosqualene ChEBI
Manual Xref Database
CPD-20473 MetaCyc
View more database links
Registry Number Type Source
8657029 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16366544 PubMed citation Europe PMC
17112472 PubMed citation Europe PMC
26663356 PubMed citation SUBMITTER
Last Modified
13 November 2017