CHEBI:40 - (+)-pinoresinol

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ChEBI Name (+)-pinoresinol
ChEBI ID CHEBI:40
Definition An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H22O6
Net Charge 0
Average Mass 358.38510
Monoisotopic Mass 358.14164
InChI InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1
InChIKey HGXBRUKMWQGOIE-AFHBHXEDSA-N
SMILES [H][C@]12CO[C@H](c3ccc(O)c(OC)c3)[C@@]1([H])CO[C@@H]2c1ccc(O)c(OC)c1
Metabolite of Species Details
Rubia yunnanensis (IPNI:765385-1) Found in root (BTO:0001188). Methanolic extract of air dried powdered roots. 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.
phytoestrogen
Any compound produced by a plant that happens to have estrogenic activity.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
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ChEBI Ontology
Outgoing (+)-pinoresinol (CHEBI:40) has role hypoglycemic agent (CHEBI:35526)
(+)-pinoresinol (CHEBI:40) has role phytoestrogen (CHEBI:76989)
(+)-pinoresinol (CHEBI:40) has role plant metabolite (CHEBI:76924)
(+)-pinoresinol (CHEBI:40) is a pinoresinol (CHEBI:8225)
IUPAC Name
(7α,7'α,8α,8'α)-3,3'-dimethoxy-7,9':7',9-diepoxylignane-4,4'-diol
Synonyms Sources
(+)-pinoresinol UniProt
4,4'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2-methoxyphenol) IUPAC
pinoresinol ChemIDplus
Manual Xrefs Databases
C00007190 KNApSAcK
C05366 KEGG COMPOUND
CPD-8905 MetaCyc
Pinoresinol Wikipedia
View more database links
Registry Numbers Types Sources
4238046 Reaxys Registry Number Reaxys
487-36-5 CAS Registry Number KEGG COMPOUND
487-36-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22818971 PubMed citation Europe PMC
22854967 PubMed citation Europe PMC
8262939 PubMed citation Europe PMC
Last Modified
28 July 2014