EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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

ChEBI IDCHEBI:67650
ChEBI Name(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol
Stars
ASCII Name(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol
DefinitionA lignan that is (+)-lariciresinol substituted by additional methoxy groups at positions 5 and 5'. It has been isolated from them stems of Sinocalamus affinis.
Last Modified10 October 2014
DownloadsMolfile
FormulaC22H28O8
Net Charge0
Average Mass420.458
Monoisotopic Mass420.17842
SMILESCOc1cc(C[C@H]2CO[C@H](c3cc(OC)c(O)c(OC)c3)[C@H]2CO)cc(OC)c1O
InChIInChI=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
InChIKeyHBBWYJVDBFYNOP-AYSMAOOMSA-N
Species of MetaboliteComponentSourceComments
Sinocalamus affinis (IPNI:421970-1) stem (BTO:0001300) PubMed (21469695) 95% Ethanolic extract of skin-removed, air-dried, powdered stems.
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(+)-(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 NumbersSources
Reaxys:4827002Reaxys
Citations