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CHEBI:70195 - (7R)-7-hydroxylariciresinol

ChEBI IDCHEBI:70195
ChEBI Name(7R)-7-hydroxylariciresinol
Stars
ASCII Name(7R)-7-hydroxylariciresinol
DefinitionA lignan that consists of a tetrahudrofuran substituted by a 4-hydroxy-3-methoxyphenyl group at position 5, a hydroxymethyl group at position 4 and a hydroxy(4-hydroxy-3-methoxyphenyl)methyl group at position 3. It has been isolated from Taxus yunnanensis.
Last Modified7 April 2017
DownloadsMolfile
FormulaC20H24O7
Net Charge0
Average Mass376.405
Monoisotopic Mass376.15220
SMILES[H][C@]1([C@@H](O)c2ccc(O)c(OC)c2)CO[C@H](c2ccc(O)c(OC)c2)[C@H]1CO
InChIInChI=1S/C20H24O7/c1-25-17-7-11(3-5-15(17)22)19(24)14-10-27-20(13(14)9-21)12-4-6-16(23)18(8-12)26-2/h3-8,13-14,19-24H,9-10H2,1-2H3/t13-,14-,19-,20+/m0/s1
InChIKeyMWQRAOGWLXTMIC-WZBLMQSHSA-N
Species of MetaboliteComponentSourceComments
Taxus yunnanensis (ncbitaxon:147275) xylem (BTO:0001468) PubMed (21138310) Previous component: wood; Aqueous extract of air-dried, powdered wood
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)
(7R)-7-hydroxylariciresinol (CHEBI:70195) has role plant metabolite (CHEBI:76924)
(7R)-7-hydroxylariciresinol (CHEBI:70195) is a guaiacols (CHEBI:134251)
(7R)-7-hydroxylariciresinol (CHEBI:70195) is a lignan (CHEBI:25036)
(7R)-7-hydroxylariciresinol (CHEBI:70195) is a oxolanes (CHEBI:26912)
(7R)-7-hydroxylariciresinol (CHEBI:70195) is a polyphenol (CHEBI:26195)
(7R)-7-hydroxylariciresinol (CHEBI:70195) is a tetrol (CHEBI:33573)
IUPAC Name 
4-{(R)-hydroxy[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)tetrahydrofuran-3-yl]methyl}-2-methoxyphenol
Registry NumbersSources
Reaxys:8514929Reaxys
Citations