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CHEBI:68170 - (−)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan

ChEBI IDCHEBI:68170
ChEBI Name(−)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan
Stars
ASCII Name(-)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan
DefinitionA lignan that is 2,3-dimethylbutane substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a 3,4-dimethoxyphenyl group at position 4. It has been isolated from the bark of Machilus robusta.
Last Modified7 April 2017
DownloadsMolfile
FormulaC21H28O4
Net Charge0
Average Mass344.451
Monoisotopic Mass344.19876
SMILESCOc1cc(C[C@H](C)[C@H](C)Cc2ccc(OC)c(OC)c2)ccc1O
InChIInChI=1S/C21H28O4/c1-14(10-16-6-8-18(22)20(12-16)24-4)15(2)11-17-7-9-19(23-3)21(13-17)25-5/h6-9,12-15,22H,10-11H2,1-5H3/t14-,15+/m0/s1
InChIKeyNNYAKQAKXHZMKI-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)
(−)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan (CHEBI:68170) has role plant metabolite (CHEBI:76924)
(−)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan (CHEBI:68170) is a guaiacols (CHEBI:134251)
(−)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan (CHEBI:68170) is a lignan (CHEBI:25036)
IUPAC Name 
4-[(2S,3R)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol
Registry NumbersSources
Reaxys:7384710Reaxys
Citations