CHEBI:65528 - bruceanol F

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ChEBI Name bruceanol F
ChEBI ID CHEBI:65528
Definition A quassinoid isolated from Brucea antidysenterica and has been shown to exhibit in vitro cytotoxicity towards several human tumour cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H36O11
Net Charge 0
Average Mass 548.57880
Monoisotopic Mass 548.22576
InChI InChI=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
InChIKey PCKQDAAUYVCTJJ-XYGKKIDYSA-N
SMILES COC(=O)[C@]12OC[C@@]34[C@H]1[C@@H](OC(=O)\C=C(/C)C(C)C)C(=O)O[C@@H]3C[C@H]1[C@H](C)C=C(O)C(=O)[C@]1(C)[C@H]4[C@@H](O)[C@@H]2O
Metabolite of Species Details
Brucea antidysenterica (NCBI:txid459111) Found in xylem (BTO:0001468). Previous component: ground wood; See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
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 ester ChemIDplus
Registry Number Type Source
101910-72-9 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
8133299 PubMed citation Europe PMC
Last Modified
11 March 2015