CHEBI:67644 - (−)-medioresinol

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ChEBI Name (−)-medioresinol
ChEBI ID CHEBI:67644
ChEBI ASCII Name (-)-medioresinol
Definition A lignan that is tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 4-hydroxy-3,5-dimethoxyphenyl group at position 1 and a 4-hydroxy-3-methoxyphenyl group at position 4. It has been isolated from the stems of Sinocalamus affinis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H24O7
Net Charge 0
Average Mass 388.41110
Monoisotopic Mass 388.15220
InChI InChI=1S/C21H24O7/c1-24-16-6-11(4-5-15(16)22)20-13-9-28-21(14(13)10-27-20)12-7-17(25-2)19(23)18(8-12)26-3/h4-8,13-14,20-23H,9-10H2,1-3H3/t13-,14-,20+,21+/m0/s1
InChIKey VJOBNGRIBLNUKN-BMHXQBNDSA-N
SMILES COc1cc(ccc1O)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(O)c(OC)c1
Metabolite of Species Details
Sinocalamus affinis (IPNI:421970-1) Found in stem (BTO:0001300). 95% Ethanolic extract of skin-removed, air-dried, powdered stems. 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 (−)-medioresinol (CHEBI:67644) has role plant metabolite (CHEBI:76924)
(−)-medioresinol (CHEBI:67644) is a dimethoxybenzene (CHEBI:51681)
(−)-medioresinol (CHEBI:67644) is a furofuran (CHEBI:47790)
(−)-medioresinol (CHEBI:67644) is a lignan (CHEBI:25036)
(−)-medioresinol (CHEBI:67644) is a polyphenol (CHEBI:26195)
IUPAC Name
4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenol
Registry Number Type Source
4569869 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21469695 PubMed citation Europe PMC
Last Modified
10 October 2014