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CHEBI:68928 - yadanziolide T

ChEBI IDCHEBI:68928
ChEBI Nameyadanziolide T
Stars
DefinitionA quassinoid that is picras-3-ene substituted by hydroxy groups at positions 1, 11, 12, 15 and 21 and oxo groups at positions 2 and 16. Isolated from the ethanol extract of the stem of Brucea mollis, it exhibits cytotoxic activity.
Last Modified6 February 2018
DownloadsMolfile
FormulaC20H28O8
Net Charge0
Average Mass396.436
Monoisotopic Mass396.17842
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@]23C
InChIInChI=1S/C20H28O8/c1-7-4-10(22)17(26)19(2)9(7)5-11-20(3)12(14(24)18(27)28-11)8(6-21)13(23)15(25)16(19)20/h4,8-9,11-17,21,23-26H,5-6H2,1-3H3/t8-,9+,11-,12-,13-,14-,15+,16-,17-,19+,20+/m1/s1
InChIKeyAFJYIZMCHVBLPP-YREBFMARSA-N
Species of MetaboliteComponentSourceComments
Brucea mollis (ncbitaxon:43723) stem (BTO:0001300) PubMed (22070654) Ethanolic extract of air-dried and powdered stems
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
yadanziolide T (CHEBI:68928) has parent hydride picrasane (CHEBI:36506)
yadanziolide T (CHEBI:68928) has role antineoplastic agent (CHEBI:35610)
yadanziolide T (CHEBI:68928) has role plant metabolite (CHEBI:76924)
yadanziolide T (CHEBI:68928) is a enone (CHEBI:51689)
yadanziolide T (CHEBI:68928) is a organic heterotetracyclic compound (CHEBI:38163)
yadanziolide T (CHEBI:68928) is a pentol (CHEBI:37205)
yadanziolide T (CHEBI:68928) is a quassinoid (CHEBI:72485)
yadanziolide T (CHEBI:68928) is a secondary α-hydroxy ketone (CHEBI:2468)
yadanziolide T (CHEBI:68928) is a δ-lactone (CHEBI:18946)
IUPAC Name 
rel-(1β,11β,12α,15β)-1,11,12,15,21-pentahydroxypicras-3-ene-2,16-dione
Registry NumbersSources
Reaxys:22123616Reaxys
Citations