CHEBI:68929 - yadanziolide U

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ChEBI Name yadanziolide U
ChEBI ID CHEBI:68929
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H38O13
Net Charge 0
Average Mass 558.57210
Monoisotopic Mass 558.23124
InChI InChI=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
InChIKey KVWPYBHSCXLTPN-VYEXMLHNSA-N
SMILES CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1C[C@H]1OC(=O)[C@H](O)[C@H]3[C@@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]2[C@@]13C
Metabolite of Species Details
Brucea mollis (NCBI:txid43723) Found in stem (BTO:0001300). Ethanolic extract of air-dried and powdered stems See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
yadanziolide U (CHEBI:68929) is a δ-lactone (CHEBI:18946)
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)
IUPAC Name
(1β,11β,12α,15β)-1,11,12,15-tetrahydroxy-2,16-dioxopicras-3-en-21-yl β-D-glucopyranoside
Registry Number Type Source
22123618 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22070654 PubMed citation Europe PMC
Last Modified
06 February 2018