CHEBI:67650 - (+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol

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ChEBI Name (+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol
ChEBI ID CHEBI:67650
ChEBI ASCII Name (+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol
Definition A lignan that is (+)-lariciresinol substituted by additional methoxy groups at positions 5 and 5'. It has been isolated from them stems of Sinocalamus affinis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H28O8
Net Charge 0
Average Mass 420.45290
Monoisotopic Mass 420.17842
InChI InChI=1S/C22H28O8/c1-26-16-6-12(7-17(27-2)20(16)24)5-14-11-30-22(15(14)10-23)13-8-18(28-3)21(25)19(9-13)29-4/h6-9,14-15,22-25H,5,10-11H2,1-4H3/t14-,15-,22+/m0/s1
InChIKey HBBWYJVDBFYNOP-AYSMAOOMSA-N
SMILES COc1cc(C[C@H]2CO[C@@H]([C@H]2CO)c2cc(OC)c(O)c(OC)c2)cc(OC)c1O
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.
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ChEBI Ontology
Outgoing (+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) has functional parent (+)-lariciresinol (CHEBI:67246)
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) has role plant metabolite (CHEBI:76924)
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) is a dimethoxybenzene (CHEBI:51681)
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) is a lignan (CHEBI:25036)
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) is a oxolanes (CHEBI:26912)
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) is a phenols (CHEBI:33853)
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (CHEBI:67650) is a primary alcohol (CHEBI:15734)
IUPAC Name
4-[(2S,3R,4R)-4-(4-hydroxy-3,5-dimethoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2,6-dimethoxyphenol
Registry Number Type Source
4827002 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21469695 PubMed citation Europe PMC
Last Modified
10 October 2014