EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:69542 - (+)-isolariciresinol

ChEBI IDCHEBI:69542
ChEBI Name(+)-isolariciresinol
Stars
DefinitionA lignan that is 5,6,7,8-tetrahydronaphthalen-2-ol substituted by hydroxymethyl groups at positions 6 and 7, a methoxy group at position 3 and a 4-hydroxy-3-methoxyphenyl group at position 8. It has been isolated from the roots of Rubia yunnanensis.
Last Modified7 April 2017
DownloadsMolfile
FormulaC20H24O6
Net Charge0
Average Mass360.406
Monoisotopic Mass360.15729
SMILESCOc1cc([C@H]2c3cc(O)c(OC)cc3C[C@@H](CO)[C@@H]2CO)ccc1O
InChIInChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1
InChIKeyOGFXBIXJCWAUCH-KPHUOKFYSA-N
Species of MetaboliteComponentSourceComments
Rubia yunnanensis (IPNI:765385-1) root (BTO:0001188) PubMed (21973054) Methanolic extract of air dried powdered roots.
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)
(+)-isolariciresinol (CHEBI:69542) has role plant metabolite (CHEBI:76924)
(+)-isolariciresinol (CHEBI:69542) is a guaiacols (CHEBI:134251)
(+)-isolariciresinol (CHEBI:69542) is a lignan (CHEBI:25036)
(+)-isolariciresinol (CHEBI:69542) is a polyphenol (CHEBI:26195)
(+)-isolariciresinol (CHEBI:69542) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
Synonym  Source
1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-naphthalenedimethanolChemIDplus
Registry NumbersSources
Reaxys:2019804Reaxys
CAS:548-29-8ChemIDplus
Citations