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CHEBI:169947 - cis-rhaponticin

ChEBI IDCHEBI:169947
ChEBI Namecis-rhaponticin
Stars
ASCII Namecis-rhaponticin
DefinitionA rhaponticin in which the double bond adopts a cis-configuration.
Last Modified15 April 2021
SubmitterAdnan
DownloadsMolfile
FormulaC21H24O9
Net Charge0
Average Mass420.414
Monoisotopic Mass420.14203
SMILESCOc1ccc(/C=C\c2cc(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c2)cc1O
InChIInChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2-/t17-,18-,19+,20-,21-/m1/s1
InChIKeyGKAJCVFOJGXVIA-JGOUSXGWSA-N
Species of MetaboliteComponentSourceComments
Rheum undulatum (ncbitaxon:137227) rhizome (BTO:0001181) PubMed (29402747)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
phytoestrogen  Any compound produced by a plant that happens to have estrogenic activity.
ChEBI Ontology
Outgoing Relation(s)
cis-rhaponticin (CHEBI:169947) has role phytoestrogen (CHEBI:76989)
cis-rhaponticin (CHEBI:169947) has role plant metabolite (CHEBI:76924)
cis-rhaponticin (CHEBI:169947) is a rhaponticin (CHEBI:92176)
IUPAC Name 
3-hydroxy-5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl β-D-glucopyranoside
Synonyms  Source
(Z)-rhaponticinChEBI
(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triolIUPAC
(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triolIUPAC
Citations