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

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ChEBI Name	(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan

ChEBI ID	CHEBI:68161

ChEBI ASCII Name	(+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan

Definition	A 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.

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

Supplier Information

Download	Molfile XML SDF

Formula

C21H28O5

Net Charge

Average Mass

360.44400

Monoisotopic Mass

360.19367

InChI

InChI=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

InChIKey

GFMUBOWRQZASFJ-UONOGXRCSA-N

SMILES

COc1cc(C[C@H](C)[C@H](C)Cc2cc(OC)c(O)c(OC)c2)ccc1O

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	(+)-(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 Number	Type	Source
21646973	Reaxys Registry Number	Reaxys

Citation	Type	Source
21627109	PubMed citation	Europe PMC

Last Modified

20 March 2015