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CHEBI:65528 - bruceanol F

Default Structure
ChEBI IDCHEBI:65528
ChEBI Namebruceanol F
Stars
DefinitionA quassinoid isolated from Brucea antidysenterica and has been shown to exhibit in vitro cytotoxicity towards several human tumour cell lines.
Last Modified11 March 2015
DownloadsMolfile
FormulaC28H36O11
Net Charge0
Average Mass548.585
Monoisotopic Mass548.22576
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)/C=C(\C)C(C)C)C(=O)O[C@]4([H])C[C@@]1([H])[C@H](C)C=C(O)C(=O)[C@]21C
InChIInChI=1S/C28H36O11/c1-11(2)12(3)8-17(30)39-19-21-27-10-37-28(21,25(35)36-6)23(33)18(31)20(27)26(5)14(9-16(27)38-24(19)34)13(4)7-15(29)22(26)32/h7-8,11,13-14,16,18-21,23,29,31,33H,9-10H2,1-6H3/b12-8+/t13-,14+,16-,18-,19-,20-,21-,23+,26+,27-,28+/m1/s1
InChIKeyPCKQDAAUYVCTJJ-XYGKKIDYSA-N
Species of MetaboliteComponentSourceComments
Brucea antidysenterica (ncbitaxon:459111) xylem (BTO:0001468) PubMed (8133299) Previous component: ground wood;
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
bruceanol F (CHEBI:65528) has role antineoplastic agent (CHEBI:35610)
bruceanol F (CHEBI:65528) has role metabolite (CHEBI:25212)
bruceanol F (CHEBI:65528) is a cyclic ether (CHEBI:37407)
bruceanol F (CHEBI:65528) is a enoate ester (CHEBI:51702)
bruceanol F (CHEBI:65528) is a enol (CHEBI:33823)
bruceanol F (CHEBI:65528) is a methyl ester (CHEBI:25248)
bruceanol F (CHEBI:65528) is a organic heteropentacyclic compound (CHEBI:38164)
bruceanol F (CHEBI:65528) is a pentacyclic triterpenoid (CHEBI:25872)
bruceanol F (CHEBI:65528) is a quassinoid (CHEBI:72485)
bruceanol F (CHEBI:65528) is a triol (CHEBI:27136)
bruceanol F (CHEBI:65528) is a δ-lactone (CHEBI:18946)
IUPAC Name 
methyl (11β,12α,15β)-15-{[(2E)-3,4-dimethylpent-2-enoyl]oxy}-2,11,12-trihydroxy-1,16-dioxo-13,20-epoxypicras-2-en-21-oate
Synonym  Source
(11β,12α,15β(E))-15-((3,4-dimethyl-1-oxo-2-pentenyl)oxy)-13,20-epoxy-2,11,12-trihydroxy-1,16-dioxo-picras-2-en-21-oic acid methyl esterChemIDplus
Registry NumbersSources
CAS:101910-72-9ChemIDplus
Citations