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CHEBI:68915 - 2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside

Default Structure
ChEBI IDCHEBI:68915
ChEBI Name2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside
Stars
ASCII Name2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-beta-D-glucopyranoside
DefinitionA triterpenoid saponin of the class of cucurbitane glycosides isolated from Machilus yaoshansis.
Last Modified20 January 2014
DownloadsMolfile
FormulaC30H40O9
Net Charge0
Average Mass544.641
Monoisotopic Mass544.26723
SMILES[H][C@@]12CC=C3C(C)(C)C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C[C@@]3([H])[C@]1(C)C(=O)C[C@]1(C)C(C(C)=O)=CC[C@@]21C
InChIInChI=1S/C30H40O9/c1-14(32)15-9-10-28(4)20-8-7-16-17(30(20,6)21(33)12-29(15,28)5)11-18(25(37)27(16,2)3)38-26-24(36)23(35)22(34)19(13-31)39-26/h7,9,11,17,19-20,22-24,26,31,34-36H,8,10,12-13H2,1-6H3/t17-,19-,20+,22-,23+,24-,26-,28+,29-,30+/m1/s1
InChIKeyIWCKWAIXWURPAN-SQXHYVSRSA-N
Species of MetaboliteComponentSourceComments
Machilus yaoshansis (ncbitaxon:251260) root (BTO:0001188) PubMed (22044245) Ethanolic extract of air-dried and 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)
2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside (CHEBI:68915) has role plant metabolite (CHEBI:76924)
2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside (CHEBI:68915) is a methyl ketone (CHEBI:51867)
2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside (CHEBI:68915) is a monosaccharide derivative (CHEBI:63367)
2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside (CHEBI:68915) is a triterpenoid saponin (CHEBI:61778)
2-hydroxy-(22-27)-hexanorcucurbita-1,5,16-triene-3,11,20-trione 2-O-β-D-glucopyranoside (CHEBI:68915) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(4R,9β)-9,10,14-trimethyl-1,11,20-trioxo-4,9-cyclo-9,10-secopregna-2,5,16-trien-2-yl β-D-glucopyranoside
Registry NumbersSources
Reaxys:22123599Reaxys
Citations