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CHEBI:68160 - (+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan

ChEBI IDCHEBI:68160
ChEBI Name(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan
Stars
ASCII Name(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan
DefinitionA lignan that is 2,3-dimethylbutane substituted by a 4-hydroxy-3-methoxyphenyl group a position 4 and a 3,4-dihydroxy-5-methoxyphenyl group at position 1. It has been isolated from the bark of Machilus robusta.
Last Modified7 April 2017
DownloadsMolfile
FormulaC20H26O5
Net Charge0
Average Mass346.423
Monoisotopic Mass346.17802
SMILESCOc1cc(C[C@H](C)[C@H](C)Cc2cc(O)c(O)c(OC)c2)ccc1O
InChIInChI=1S/C20H26O5/c1-12(7-14-5-6-16(21)18(10-14)24-3)13(2)8-15-9-17(22)20(23)19(11-15)25-4/h5-6,9-13,21-23H,7-8H2,1-4H3/t12-,13+/m0/s1
InChIKeyQGQBCKHIRCELEH-QWHCGFSZSA-N
Species of MetaboliteComponentSourceComments
Machilus robusta (ncbitaxon:460780) bark (BTO:0001301) PubMed (21627109) 95% aqueous EtOH extract of air-dried bark
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)
(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) has role plant metabolite (CHEBI:76924)
(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) is a catechols (CHEBI:33566)
(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) is a guaiacols (CHEBI:134251)
(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) is a lignan (CHEBI:25036)
IUPAC Name 
5-[(2R,3S)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-3-methoxybenzene-1,2-diol
Registry NumbersSources
Reaxys:21646974Reaxys
Citations