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CHEBI:68914 - (16α,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside

ChEBI IDCHEBI:68914
ChEBI Name(16α,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside
Stars
ASCII Name(16alpha,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-beta-Dglucopyranoside
DefinitionA triterpenoid saponin of the class of cucurbitane glycosides isolated from Machilus yaoshansis.
Last Modified9 January 2014
DownloadsMolfile
FormulaC33H44O11
Net Charge0
Average Mass616.704
Monoisotopic Mass616.28836
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@@H](O)[C@]1([H])[C@@]1(C)OC=CC1=O
InChIInChI=1S/C33H44O11/c1-29(2)15-7-8-20-30(3)12-17(35)26(33(6)21(36)9-10-42-33)31(30,4)13-22(37)32(20,5)16(15)11-18(27(29)41)43-28-25(40)24(39)23(38)19(14-34)44-28/h7,9-11,16-17,19-20,23-26,28,34-35,38-40H,8,12-14H2,1-6H3/t16-,17-,19-,20+,23-,24+,25-,26+,28-,30+,31-,32+,33+/m1/s1
InChIKeyWBITZIQWEJYFNO-GSNQANGESA-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,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside (CHEBI:68914) has role plant metabolite (CHEBI:76924)
(16α,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside (CHEBI:68914) is a furans (CHEBI:24129)
(16α,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside (CHEBI:68914) is a monosaccharide derivative (CHEBI:63367)
(16α,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside (CHEBI:68914) is a triterpenoid saponin (CHEBI:61778)
(16α,20R)-20,24-epoxy-2,16-dihydroxy-25,26,27-trinorcucurbita-1,5,23-triene-3,11,22-trione 2-O-β-Dglucopyranoside (CHEBI:68914) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(4R,9β,16α)-16-hydroxy-9,10,14-trimethyl-1,11,22-trioxo-20,24-epoxy-4,9-cyclo-9,10-secochola-2,5,23-trien-2-yl β-D-glucopyranoside
Registry NumbersSources
Reaxys:22123600Reaxys
Citations