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CHEBI:70194 - isotaxiresinol

ChEBI IDCHEBI:70194
ChEBI Nameisotaxiresinol
Stars
DefinitionA lignan that consists of 1,2,3,4-tetrahydronaphthalene substituted by a hydroxy group at position 7, hydroxymethyl groups at positions 2 and 3, a methoxy group at position 6 and a 3,4-dihydroxyphenyl group at position 1. It has been isolated from Taxus yunnanensis.
Last Modified13 October 2014
DownloadsMolfile
FormulaC19H22O6
Net Charge0
Average Mass346.379
Monoisotopic Mass346.14164
SMILESCOc1cc2c(cc1O)[C@H](c1ccc(O)c(O)c1)[C@@H](CO)[C@H](CO)C2
InChIInChI=1S/C19H22O6/c1-25-18-6-11-4-12(8-20)14(9-21)19(13(11)7-17(18)24)10-2-3-15(22)16(23)5-10/h2-3,5-7,12,14,19-24H,4,8-9H2,1H3/t12-,14-,19-/m0/s1
InChIKeyGQLVRVYXAHDDLB-PJFSTRORSA-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)
isotaxiresinol (CHEBI:70194) has role plant metabolite (CHEBI:76924)
isotaxiresinol (CHEBI:70194) is a lignan (CHEBI:25036)
isotaxiresinol (CHEBI:70194) is a pentol (CHEBI:37205)
isotaxiresinol (CHEBI:70194) is a polyphenol (CHEBI:26195)
isotaxiresinol (CHEBI:70194) is a primary alcohol (CHEBI:15734)
IUPAC Name 
4-[(1S,2R,3R)-7-hydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]benzene-1,2-diol
Registry NumbersSources
Reaxys:2631782Reaxys
Citations