(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan

ChEBI ID	CHEBI:68160

ChEBI ASCII Name	(+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan

Definition	A lignan that is 2,3-dimethylbutane substituted by a 4-hydroxy-3-methoxyphenyl group a position 4 and a 3,4-dihydroxy-5-methoxyphenyl 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

C20H26O5

Net Charge

Average Mass

346.41740

Monoisotopic Mass

346.17802

InChI

InChI=1S/C20H26O5/c1-12(7-14-5-6-16(21)18(10-14)24-3)13(2)8-15-9-17(22)20(23)19(11-15)25-4/h5-6,9-13,21-23H,7-8H2,1-4H3/t12-,13+/m0/s1

InChIKey

QGQBCKHIRCELEH-QWHCGFSZSA-N

SMILES

COc1cc(C[C@H](C)[C@H](C)Cc2cc(O)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)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) has role plant metabolite (CHEBI:76924) (+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) is a catechols (CHEBI:33566) (+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) is a guaiacols (CHEBI:134251) (+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (CHEBI:68160) is a lignan (CHEBI:25036)

IUPAC Name

5-[(2R,3S)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-3-methoxybenzene-1,2-diol

Registry Number	Type	Source
21646974	Reaxys Registry Number	Reaxys

Citation	Type	Source
21627109	PubMed citation	Europe PMC

Last Modified

07 April 2017