CHEBI:68169 - meso-dihydroguaiaretic acid

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ChEBI Name meso-dihydroguaiaretic acid
ChEBI ID CHEBI:68169
ChEBI ASCII Name meso-dihydroguaiaretic acid
Definition A lignan that is 2,3-dimethylbutane substituted by 2-methoxyphenol groups at positions 1 and 4 respectively. It has been isolated from the bark of Machilus robusta.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H26O4
Net Charge 0
Average Mass 330.41800
Monoisotopic Mass 330.18311
InChI InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14+
InChIKey ADFOLUXMYYCTRR-OKILXGFUSA-N
SMILES COc1cc(C[C@H](C)[C@H](C)Cc2ccc(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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing meso-dihydroguaiaretic acid (CHEBI:68169) has role plant metabolite (CHEBI:76924)
meso-dihydroguaiaretic acid (CHEBI:68169) is a guaiacols (CHEBI:134251)
meso-dihydroguaiaretic acid (CHEBI:68169) is a lignan (CHEBI:25036)
IUPAC Name
4,4'-[(2R,3S)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol)
Synonyms Sources
4,4'-dihydroxy-3,3'-dimethoxylignan ChEBI
dihydroguaiaretic acid ChEBI
Registry Number Type Source
3157473 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21627109 PubMed citation Europe PMC
Last Modified
07 April 2017