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CHEBI:68169 - meso-dihydroguaiaretic acid

Default Structure
ChEBI IDCHEBI:68169
ChEBI Namemeso-dihydroguaiaretic acid
Stars
ASCII Namemeso-dihydroguaiaretic acid
DefinitionA 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.
Last Modified7 April 2017
DownloadsMolfile
FormulaC20H26O4
Net Charge0
Average Mass330.424
Monoisotopic Mass330.18311
SMILESCOc1cc(C[C@@H](C)[C@@H](C)Cc2ccc(O)c(OC)c2)ccc1O
InChIInChI=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+
InChIKeyADFOLUXMYYCTRR-OKILXGFUSA-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)
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  Source
4,4'-dihydroxy-3,3'-dimethoxylignanChEBI
dihydroguaiaretic acidChEBI
Registry NumbersSources
Reaxys:3157473Reaxys
Citations