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

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ChEBI Name	(−)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan

ChEBI ID	CHEBI:68170

ChEBI ASCII Name	(-)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C21H28O4

Net Charge

Average Mass

344.44460

Monoisotopic Mass

344.19876

InChI

InChI=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

InChIKey

NNYAKQAKXHZMKI-LSDHHAIUSA-N

SMILES

COc1ccc(C[C@@H](C)[C@@H](C)Cc2ccc(O)c(OC)c2)cc1OC

Metabolite of Species	Details
Machilus robusta (NCBI:txid460780)	Found in bark (BTO:0001301). 95%aqueous EtOH extract of air-dried bark See: PubMed

Roles Classification
Biological Role(s):	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	(−)-(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 Number	Type	Source
7384710	Reaxys Registry Number	Reaxys

Citation	Type	Source
21627109	PubMed citation	Europe PMC

Last Modified

07 April 2017