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CHEBI:68161 - (+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan

ChEBI IDCHEBI:68161
ChEBI Name(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan
Stars
ASCII Name(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan
DefinitionA lignan that is 2,3-diemthylbutane substituted by a 4-hydroxy-3-methoxyphenyl group at position 4 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 1. It has been isolated from the bark of Machilus robusta.
Last Modified20 March 2015
DownloadsMolfile
FormulaC21H28O5
Net Charge0
Average Mass360.450
Monoisotopic Mass360.19367
SMILESCOc1cc(C[C@H](C)[C@H](C)Cc2cc(OC)c(O)c(OC)c2)ccc1O
InChIInChI=1S/C21H28O5/c1-13(8-15-6-7-17(22)18(10-15)24-3)14(2)9-16-11-19(25-4)21(23)20(12-16)26-5/h6-7,10-14,22-23H,8-9H2,1-5H3/t13-,14+/m0/s1
InChIKeyGFMUBOWRQZASFJ-UONOGXRCSA-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)-4,4'-dihydroxy-3,3',5'-trimethoxylignan (CHEBI:68161) has role plant metabolite (CHEBI:76924)
(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan (CHEBI:68161) is a dimethoxybenzene (CHEBI:51681)
(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan (CHEBI:68161) is a lignan (CHEBI:25036)
(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan (CHEBI:68161) is a phenols (CHEBI:33853)
IUPAC Name 
4-[(2R,3S)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2,6-dimethoxyphenol
Registry NumbersSources
Reaxys:21646973Reaxys
Citations