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CHEBI:69609 - candidoside

ChEBI IDCHEBI:69609
ChEBI Namecandidoside
Stars
DefinitionA triterpenoid saponin that is primulagenin A attached to a tetrasaccharide residue at position 3 via a glycosidic linkage. It has been isolated from the aerial parts of Lysimachia clethroides.
Last Modified20 January 2014
DownloadsMolfile
FormulaC52H86O21
Net Charge0
Average Mass1047.239
Monoisotopic Mass1046.56616
SMILES[H][C@@]1(O[C@@H]2[C@@H](O)[C@@]([H])(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@]3([H])O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)CO[C@@]2([H])O[C@H]2CC[C@]3(C)[C@@]4([H])CC=C5[C@]6([H])CC(C)(C)CC[C@]6(CO)[C@H](O)C[C@@]5(C)[C@]4(C)CC[C@@]3([H])C2(C)C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C52H86O21/c1-47(2)14-15-52(22-55)24(16-47)23-8-9-30-49(5)12-11-32(48(3,4)29(49)10-13-50(30,6)51(23,7)17-31(52)57)71-45-41(73-44-40(65)37(62)34(59)26(18-53)68-44)36(61)28(21-67-45)70-46-42(38(63)35(60)27(19-54)69-46)72-43-39(64)33(58)25(56)20-66-43/h8,24-46,53-65H,9-22H2,1-7H3/t24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,49-,50+,51+,52+/m0/s1
InChIKeyZBXWAYPGKZDHIB-UPJKVGRYSA-N
Species of MetaboliteComponentSourceComments
Lysimachia clethroides (ncbitaxon:167892) aerial part (BTO:0001658) PubMed (21928797) Air-dried, powdered aerial parts were extracted with 70% aqueous ethyl alcohol.
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
candidoside (CHEBI:69609) has functional parent primulagenin A (CHEBI:70978)
candidoside (CHEBI:69609) has parent hydride oleanane (CHEBI:36481)
candidoside (CHEBI:69609) has role plant metabolite (CHEBI:76924)
candidoside (CHEBI:69609) is a diol (CHEBI:23824)
candidoside (CHEBI:69609) is a pentacyclic triterpenoid (CHEBI:25872)
candidoside (CHEBI:69609) is a tetrasaccharide derivative (CHEBI:63567)
candidoside (CHEBI:69609) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name 
(3β,16α)-16,28-dihydroxyolean-12-en-3-yl β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside
Registry NumbersSources
Reaxys:11116361Reaxys
Citations