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CHEBI:68907 - (16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside

ChEBI IDCHEBI:68907
ChEBI Name(16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside
Stars
ASCII Name(16alpha,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-beta-D-glucopyranoside
DefinitionA triterpenoid saponin of the class of cucurbitane glycosides isolated from the roots of Machilus yaoshansis.
Last Modified9 January 2014
DownloadsMolfile
FormulaC36H52O12
Net Charge0
Average Mass676.800
Monoisotopic Mass676.34588
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@@]2(C)C[C@@]2([H])O[C@@]3(O)CC(C)(C)O[C@@]3(O)[C@@H](C)[C@]12[H]
InChIInChI=1S/C36H52O12/c1-16-24-20(47-35(43)15-30(2,3)48-36(16,35)44)12-32(6)22-10-9-17-18(34(22,8)23(38)13-33(24,32)7)11-19(28(42)31(17,4)5)45-29-27(41)26(40)25(39)21(14-37)46-29/h9,11,16,18,20-22,24-27,29,37,39-41,43-44H,10,12-15H2,1-8H3/t16-,18+,20+,21+,22-,24-,25+,26-,27+,29+,32-,33+,34-,35-,36-/m0/s1
InChIKeyACPPAFATSKFQFS-YTBYLDSSSA-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)
(16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside (CHEBI:68907) has role plant metabolite (CHEBI:76924)
(16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside (CHEBI:68907) is a hexacyclic triterpenoid (CHEBI:70994)
(16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside (CHEBI:68907) is a monosaccharide derivative (CHEBI:63367)
(16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside (CHEBI:68907) is a triterpenoid saponin (CHEBI:61778)
(16α,20S,22S,23S)-16,23:22,25-diepoxy-2,22,23-trihydroxycucurbita-1,5-diene-3,11-dione 2-O-β-D-glucopyranoside (CHEBI:68907) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(4aR,4bR,6aR,6bR,7S,7aS,10aS,11aR,12aS,12bS)-7a,10a-dihydroxy-1,1,4b,6a,7,9,9,12a-octamethyl-2,5-dioxo-1,2,4a,4b,5,6,6a,6b,7,7a,9,10,10a,11a,12,12a,12b,13-octadecahydrofuro[3,2-b]naphtho[2',1':4,5]indeno[1,2-e]pyran-3-yl β-D-glucopyranoside
Registry NumbersSources
Reaxys:22123602Reaxys
Citations