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CHEBI:68162 - (+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan

ChEBI IDCHEBI:68162
ChEBI Name(+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan
Stars
ASCII Name(+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan
DefinitionA lignan that is 2,3-diemthylbutane substituted by a 3,4,5-trimethoxyphenyl group at position 1 and a 4-hydroxy-3-methoxyphenyl group at position 4. It has been isolated from the bark of Machilus robusta.
Last Modified20 March 2015
DownloadsMolfile
FormulaC22H30O5
Net Charge0
Average Mass374.477
Monoisotopic Mass374.20932
SMILESCOc1cc(C[C@H](C)[C@H](C)Cc2cc(OC)c(OC)c(OC)c2)ccc1O
InChIInChI=1S/C22H30O5/c1-14(9-16-7-8-18(23)19(11-16)24-3)15(2)10-17-12-20(25-4)22(27-6)21(13-17)26-5/h7-8,11-15,23H,9-10H2,1-6H3/t14-,15+/m0/s1
InChIKeyHDQFIVFINXJTNV-LSDHHAIUSA-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-hydroxy-3,3',4',5'-tetramethoxylignan (CHEBI:68162) has role plant metabolite (CHEBI:76924)
(+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan (CHEBI:68162) is a lignan (CHEBI:25036)
(+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan (CHEBI:68162) is a methoxybenzenes (CHEBI:51683)
(+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan (CHEBI:68162) is a phenols (CHEBI:33853)
IUPAC Name 
4-[(2S,3R)-2,3-dimethyl-4-(3,4,5-trimethoxyphenyl)butyl]-2-methoxyphenol
Registry NumbersSources
Reaxys:21646971Reaxys
Citations