CHEBI:145778 - sesaminol

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ChEBI Name sesaminol
ChEBI ID CHEBI:145778
Definition A furofuran that is cis-tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 6-hydroxy-1,3-benzodioxol-5-yl group at position 1S and a 1,3-benzodioxol-5-yl group at position 4S. It is metabolite found in sesame seeds.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18O7
Net Charge 0
Average Mass 370.357
Monoisotopic Mass 370.10525
InChI InChI=1S/C20H18O7/c21-14-5-18-17(26-9-27-18)4-11(14)20-13-7-22-19(12(13)6-23-20)10-1-2-15-16(3-10)25-8-24-15/h1-5,12-13,19-21H,6-9H2/t12-,13-,19+,20+/m0/s1
InChIKey KQRXQIPRDKVZPW-ISZNXKAUSA-N
SMILES C1[C@@]2([H])[C@@](CO[C@@H]2C=3C=CC4=C(C3)OCO4)([H])[C@H](O1)C5=CC6=C(C=C5O)OCO6
Metabolite of Species Details
Sesamum indicum (NCBI:txid4182) Found in seed (PO:0009010). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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 sesaminol (CHEBI:145778) has role antioxidant (CHEBI:22586)
sesaminol (CHEBI:145778) has role plant metabolite (CHEBI:76924)
sesaminol (CHEBI:145778) is a benzodioxoles (CHEBI:38298)
sesaminol (CHEBI:145778) is a furofuran (CHEBI:47790)
sesaminol (CHEBI:145778) is a organic hydroxy compound (CHEBI:33822)
Incoming sesaminol 2-O-β-D-gentiobioside (CHEBI:145785) has functional parent sesaminol (CHEBI:145778)
sesaminol 2-O-β-D-glucoside (CHEBI:145784) has functional parent sesaminol (CHEBI:145778)
IUPAC Name
6-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-1,3-benzodioxol-5-ol
Synonyms Sources
(+)-sesaminol MetaCyc
(1S-(1α,3aα,4α,6aα))-6-(4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-1,3-benzodioxol-5-ol ChemIDplus
justisolin HMDB
Manual Xrefs Databases
CPD-14837 MetaCyc
FDB018404 FooDB
HMDB0038932 HMDB
View more database links
Registry Number Type Source
74061-79-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18248594 PubMed citation Europe PMC
19561332 PubMed citation Europe PMC
19824636 PubMed citation Europe PMC
21384919 PubMed citation Europe PMC
22894606 PubMed citation Europe PMC
23280945 PubMed citation Europe PMC
25403159 PubMed citation Europe PMC
28368390 PubMed citation Europe PMC
31654577 PubMed citation Europe PMC
Last Modified
10 January 2020