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CHEBI:68929 - yadanziolide U

ChEBI IDCHEBI:68929
ChEBI Nameyadanziolide U
Stars
DefinitionA quassinoid that is picras-3-ene substituted by hydroxy groups at positions 1, 11, 12 and 15, oxo groups at positions 2 and 16 and a β-D-glucopyranosyloxy residue at position 21. It has been isolated from he ethanol extract of the stem of Brucea mollis.
Last Modified6 February 2018
DownloadsMolfile
FormulaC26H38O13
Net Charge0
Average Mass558.577
Monoisotopic Mass558.23124
SMILES[H][C@]12[C@@H](O)C(=O)O[C@]3([H])C[C@@]4([H])C(C)=CC(=O)[C@@H](O)[C@]4(C)[C@@]([H])([C@@H](O)[C@H](O)[C@@H]1CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]23C
InChIInChI=1S/C26H38O13/c1-8-4-11(28)22(35)25(2)10(8)5-13-26(3)14(17(31)23(36)39-13)9(15(29)19(33)21(25)26)7-37-24-20(34)18(32)16(30)12(6-27)38-24/h4,9-10,12-22,24,27,29-35H,5-7H2,1-3H3/t9-,10+,12-,13-,14-,15-,16-,17-,18+,19+,20-,21-,22-,24-,25+,26+/m1/s1
InChIKeyKVWPYBHSCXLTPN-VYEXMLHNSA-N
Species of MetaboliteComponentSourceComments
Brucea mollis (ncbitaxon:43723) stem (BTO:0001300) PubMed (22070654) Ethanolic extract of air-dried and powdered stems
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
yadanziolide U (CHEBI:68929) has parent hydride picrasane (CHEBI:36506)
yadanziolide U (CHEBI:68929) has role metabolite (CHEBI:25212)
yadanziolide U (CHEBI:68929) has role plant metabolite (CHEBI:76924)
yadanziolide U (CHEBI:68929) is a enone (CHEBI:51689)
yadanziolide U (CHEBI:68929) is a monosaccharide derivative (CHEBI:63367)
yadanziolide U (CHEBI:68929) is a organic heterotetracyclic compound (CHEBI:38163)
yadanziolide U (CHEBI:68929) is a quassinoid (CHEBI:72485)
yadanziolide U (CHEBI:68929) is a secondary α-hydroxy ketone (CHEBI:2468)
yadanziolide U (CHEBI:68929) is a terpene glycoside (CHEBI:61777)
yadanziolide U (CHEBI:68929) is a tetrol (CHEBI:33573)
yadanziolide U (CHEBI:68929) is a β-D-glucoside (CHEBI:22798)
yadanziolide U (CHEBI:68929) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1β,11β,12α,15β)-1,11,12,15-tetrahydroxy-2,16-dioxopicras-3-en-21-yl β-D-glucopyranoside
Registry NumbersSources
Reaxys:22123618Reaxys
Citations