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CHEBI:69509 - 2α-acetoxy-28-acetylrubiarboside G

ChEBI IDCHEBI:69509
ChEBI Name2α-acetoxy-28-acetylrubiarboside G
Stars
ASCII Name2alpha-acetoxy-28-acetylrubiarboside G
DefinitionA triterpenoid saponin with an arborinane-type terpenoid as the aglycone. It has been isolated from the roots of Rubia yunnanensis.
Last Modified20 January 2014
DownloadsMolfile
FormulaC46H74O17
Net Charge0
Average Mass899.081
Monoisotopic Mass898.49260
SMILES[H][C@@]1(O[C@H]2[C@H](OC(C)=O)C[C@]3(C)C4=CC[C@@]5(C)[C@@](C)(CC[C@@]6(COC(C)=O)[C@H](C(C)C)C[C@@H](O)[C@@]65[H])[C@]4([H])[C@@H](O)C[C@@]3([H])C2(C)C)O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C46H74O17/c1-20(2)24-14-26(51)38-45(9)11-10-23-31(44(45,8)12-13-46(24,38)19-59-21(3)48)25(50)15-30-42(5,6)39(27(60-22(4)49)16-43(23,30)7)63-41-37(57)35(55)33(53)29(62-41)18-58-40-36(56)34(54)32(52)28(17-47)61-40/h10,20,24-41,47,50-57H,11-19H2,1-9H3/t24-,25-,26+,27+,28+,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+,41-,43+,44-,45+,46+/m0/s1
InChIKeyAOBLQNHRIORKQD-OWMKJQNQSA-N
Species of MetaboliteComponentSourceComments
Rubia yunnanensis (IPNI:765385-1) root (BTO:0001188) PubMed (21973054) Methanolic extract of air dried powdered roots.
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)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) has role plant metabolite (CHEBI:76924)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) is a acetate ester (CHEBI:47622)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) is a diol (CHEBI:23824)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) is a disaccharide derivative (CHEBI:63353)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) is a pentacyclic triterpenoid (CHEBI:25872)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) is a triterpenoid saponin (CHEBI:61778)
2α-acetoxy-28-acetylrubiarboside G (CHEBI:69509) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
[(1R,3S,3aR,5aS,5bS,6S,7aR,9R,10R,11aS,13aR,13bR)-10-(acetyloxy)-9-{[6-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy}-1,6-dihydroxy-5a,8,8,11a,13a-pentamethyl-3-(propan-2-yl)-1,2,3,4,5,5a,5b,6,7,7a,8,9,10,11,11a,13,13a,13b-octadecahydro-3aH-cyclopenta[a]chrysen-3a-yl]methyl acetate
Synonym  Source
2α,28-diacetoxy-3β,7β,19α-trihydroxyarbor-9(11)-en-3-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosideChEBI
Registry NumbersSources
Reaxys:22020827Reaxys
Citations