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CHEBI:69608 - clethroidoside H

ChEBI IDCHEBI:69608
ChEBI Nameclethroidoside H
Stars
DefinitionA triterpenoid saponin that is (2α,3β,21β)-ursa-9(11),12-diene-2,3,21,30-tetrol attached to β-D-glucopyranosyl residues at positions 21 and 30 respectively via glycosidic linkages. It has been isolated from the aerial parts of Lysimachia clethroides.
Last Modified20 January 2014
DownloadsMolfile
FormulaC42H68O14
Net Charge0
Average Mass796.992
Monoisotopic Mass796.46091
SMILES[H][C@@]1(O[C@H]2C[C@]3(C)CC[C@]4(C)C(=CC=C5[C@@]6(C)C[C@@H](O)[C@H](O)C(C)(C)[C@]6([H])CC[C@]54C)[C@]3([H])[C@@H](C)[C@@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C42H68O14/c1-19-20(18-53-36-33(50)31(48)29(46)24(16-43)55-36)23(54-37-34(51)32(49)30(47)25(17-44)56-37)15-39(4)12-13-41(6)21(28(19)39)8-9-27-40(5)14-22(45)35(52)38(2,3)26(40)10-11-42(27,41)7/h8-9,19-20,22-26,28-37,43-52H,10-18H2,1-7H3/t19-,20-,22+,23-,24+,25+,26-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37+,39-,40-,41+,42+/m0/s1
InChIKeyJOEPYBMXSPYIEP-ZBIJTGLSSA-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)
clethroidoside H (CHEBI:69608) has parent hydride ursane (CHEBI:35711)
clethroidoside H (CHEBI:69608) has role plant metabolite (CHEBI:76924)
clethroidoside H (CHEBI:69608) is a diol (CHEBI:23824)
clethroidoside H (CHEBI:69608) is a pentacyclic triterpenoid (CHEBI:25872)
clethroidoside H (CHEBI:69608) is a triterpenoid saponin (CHEBI:61778)
clethroidoside H (CHEBI:69608) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(2α,3β,21β)-21-(β-D-glucopyranosyloxy)-2,3-dihydroxyursa-9(11),12-dien-30-yl β-D-glucopyranoside
Synonym  Source
1,30-di-O-β-D-glucopyranosyl-2α,3β,21β,30-tetraahydroxyurs-9(11),12-dieneChEBI
Registry NumbersSources
Reaxys:22007798Reaxys
Citations