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CHEBI:65532 - 3,15-di-O-acetylbruceolide

Default Structure
ChEBI IDCHEBI:65532
ChEBI Name3,15-di-O-acetylbruceolide
Stars
ASCII Name3,15-di-O-acetylbruceolide
DefinitionA quassinoid that is the 3,15-di-O-acetyl derivative of bruceolide. It has been isolated from Brucea javanica and Brucea sumatrana.
Last Modified27 May 2015
DownloadsMolfile
FormulaC25H30O12
Net Charge0
Average Mass522.503
Monoisotopic Mass522.17373
SMILES[H][C@]12[C@@H](O)[C@H](O)[C@]3(C(=O)OC)OC[C@]14[C@@]3([H])[C@@H](OC(C)=O)C(=O)O[C@]4([H])C[C@@]1([H])C(C)=C(OC(C)=O)C(=O)C[C@]21C
InChIInChI=1S/C25H30O12/c1-9-12-6-14-24-8-34-25(22(32)33-5,19(24)17(21(31)37-14)36-11(3)27)20(30)15(29)18(24)23(12,4)7-13(28)16(9)35-10(2)26/h12,14-15,17-20,29-30H,6-8H2,1-5H3/t12-,14+,15+,17+,18+,19+,20-,23-,24+,25+/m0/s1
InChIKeyZDBJNNBVIRSCJN-LFVFYYESSA-N
Species of MetaboliteComponentSourceComments
Brucea javanica (ncbitaxon:210348) fruit (BTO:0000486) DOI (10.1016/S1383-5769(99)00023-9)
Brucea sumatrana (IPNI:813620-1) - Article (DUOC HOC, 1979,4,15)
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.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
3,15-di-O-acetylbruceolide (CHEBI:65532) has functional parent bruceolide (CHEBI:65529)
3,15-di-O-acetylbruceolide (CHEBI:65532) has role antimalarial (CHEBI:38068)
3,15-di-O-acetylbruceolide (CHEBI:65532) has role plant metabolite (CHEBI:76924)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a acetate ester (CHEBI:47622)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a cyclic ether (CHEBI:37407)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a diol (CHEBI:23824)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a enol (CHEBI:33823)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a enone (CHEBI:51689)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a methyl ester (CHEBI:25248)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a organic heteropentacyclic compound (CHEBI:38164)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a quassinoid (CHEBI:72485)
3,15-di-O-acetylbruceolide (CHEBI:65532) is a δ-lactone (CHEBI:18946)
IUPAC Name 
methyl (11β,12α,15β)-3,15-bis(acetyloxy)-11,12-dihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate