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CHEBI:65533 - 3,15-di-O-propionylbruceolide

ChEBI IDCHEBI:65533
ChEBI Name3,15-di-O-propionylbruceolide
Stars
ASCII Name3,15-di-O-propionylbruceolide
DefinitionA quassinoid that is the 3,15-di-O-propionyl derivative of bruceolide. It has been isolated from Brucea javanica and Brucea sumatrana.
Last Modified27 May 2015
DownloadsMolfile
FormulaC27H34O12
Net Charge0
Average Mass550.557
Monoisotopic Mass550.20503
SMILES[H][C@]12[C@@H](O)[C@H](O)[C@]3(C(=O)OC)OC[C@]14[C@@]3([H])[C@@H](OC(=O)CC)C(=O)O[C@]4([H])C[C@@]1([H])C(C)=C(OC(=O)CC)C(=O)C[C@]21C
InChIInChI=1S/C27H34O12/c1-6-15(29)38-18-11(3)12-8-14-26-10-36-27(24(34)35-5,21(26)19(23(33)37-14)39-16(30)7-2)22(32)17(31)20(26)25(12,4)9-13(18)28/h12,14,17,19-22,31-32H,6-10H2,1-5H3/t12-,14+,17+,19+,20+,21+,22-,25-,26+,27+/m0/s1
InChIKeyUBTDOTATRXDQMG-LBRZTRGYSA-N
Species of MetaboliteComponentSourceComments
Brucea sumatrana (IPNI:813620-1) - Article (DUOC HOC, 1979,4,15)
Brucea javanica (ncbitaxon:210348) fruit (BTO:0000486) DOI (10.1016/S1383-5769(99)00023-9)
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.
ChEBI Ontology
Outgoing Relation(s)
3,15-di-O-propionylbruceolide (CHEBI:65533) has functional parent bruceolide (CHEBI:65529)
3,15-di-O-propionylbruceolide (CHEBI:65533) has role plant metabolite (CHEBI:76924)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a cyclic ether (CHEBI:37407)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a diol (CHEBI:23824)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a enol (CHEBI:33823)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a enone (CHEBI:51689)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a methyl ester (CHEBI:25248)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a organic heteropentacyclic compound (CHEBI:38164)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a propanoate ester (CHEBI:36243)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a quassinoid (CHEBI:72485)
3,15-di-O-propionylbruceolide (CHEBI:65533) is a δ-lactone (CHEBI:18946)
IUPAC Name 
methyl (11β,12α,15β)-11,12-dihydroxy-2,16-dioxo-3,15-bis(propanoyloxy)-13,20-epoxypicras-3-en-21-oate