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

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ChEBI Name 3,15-di-O-acetylbruceolide
ChEBI ID CHEBI:65532
ChEBI ASCII Name 3,15-di-O-acetylbruceolide
Definition A quassinoid that is the 3,15-di-O-acetyl derivative of bruceolide. It has been isolated from Brucea javanica and Brucea sumatrana.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H30O12
Net Charge 0
Average Mass 522.49850
Monoisotopic Mass 522.17373
InChI InChI=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
InChIKey ZDBJNNBVIRSCJN-LFVFYYESSA-N
SMILES COC(=O)[C@@]12OC[C@@]34[C@H]1[C@@H](OC(C)=O)C(=O)O[C@@H]3C[C@H]1C(C)=C(OC(C)=O)C(=O)C[C@]1(C)[C@H]4[C@@H](O)[C@@H]2O
Metabolite of Species Details
Brucea sumatrana (IPNI:813620-1) See: DUOC HOC, 1979,4,15
Brucea javanica (NCBI:txid210348) Found in fruit (BTO:0000486). See: DOI
Roles Classification
Biological Role(s): 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(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
IUPAC Name
methyl (11β,12α,15β)-3,15-bis(acetyloxy)-11,12-dihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
Last Modified
27 May 2015
General Comment
2012-07-27 DUOC HOC, 1979,4,15