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CHEBI:67648 - (−)-5'-methoxyisolariciresinol

ChEBI IDCHEBI:67648
ChEBI Name(−)-5'-methoxyisolariciresinol
Stars
ASCII Name(-)-5'-methoxyisolariciresinol
DefinitionA lignan that is 5,6,7,8-tetrahydronaphthalen-2-ol substituted by two hydroxymethyl groups at positions 6 and 7, a methoxy group at position 3 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 8. It has been isolated from the stems of Sinocalamus affinis.
Last Modified10 October 2014
DownloadsMolfile
FormulaC21H26O7
Net Charge0
Average Mass390.432
Monoisotopic Mass390.16785
SMILESCOc1cc2c(cc1O)[C@@H](c1cc(OC)c(O)c(OC)c1)[C@H](CO)[C@@H](CO)C2
InChIInChI=1S/C21H26O7/c1-26-17-5-11-4-13(9-22)15(10-23)20(14(11)8-16(17)24)12-6-18(27-2)21(25)19(7-12)28-3/h5-8,13,15,20,22-25H,4,9-10H2,1-3H3/t13-,15-,20-/m1/s1
InChIKeyJUJIQKRWLCSYQD-WAWZGNHOSA-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)
(−)-5'-methoxyisolariciresinol (CHEBI:67648) has role plant metabolite (CHEBI:76924)
(−)-5'-methoxyisolariciresinol (CHEBI:67648) is a dimethoxybenzene (CHEBI:51681)
(−)-5'-methoxyisolariciresinol (CHEBI:67648) is a lignan (CHEBI:25036)
(−)-5'-methoxyisolariciresinol (CHEBI:67648) is a polyphenol (CHEBI:26195)
IUPAC Name 
(6S,7S,8R)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
Registry NumbersSources
Reaxys:7357972Reaxys
Citations