CHEBI:65527 - bruceanol E

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ChEBI Name bruceanol E
ChEBI ID CHEBI:65527
Definition A quassinoid that is the dihydro derivative of bruceanol D. Isolated from Brucea antidysenterica, it exhibits 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 C28H38O11
Net Charge 0
Average Mass 550.59470
Monoisotopic Mass 550.24141
InChI InChI=1S/C28H38O11/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/h8,11,13-14,16,18-23,31-33H,7,9-10H2,1-6H3/b12-8+/t13-,14+,16-,18-,19-,20-,21-,22-,23+,26+,27-,28+/m1/s1
InChIKey SXRILXHNZYONKW-XZXXSJTKSA-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)CC(=O)[C@@H](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 E (CHEBI:65527) has role antineoplastic agent (CHEBI:35610)
bruceanol E (CHEBI:65527) has role metabolite (CHEBI:25212)
bruceanol E (CHEBI:65527) is a δ-lactone (CHEBI:18946)
bruceanol E (CHEBI:65527) is a cyclic ether (CHEBI:37407)
bruceanol E (CHEBI:65527) is a enoate ester (CHEBI:51702)
bruceanol E (CHEBI:65527) is a methyl ester (CHEBI:25248)
bruceanol E (CHEBI:65527) is a organic heteropentacyclic compound (CHEBI:38164)
bruceanol E (CHEBI:65527) is a pentacyclic triterpenoid (CHEBI:25872)
bruceanol E (CHEBI:65527) is a quassinoid (CHEBI:72485)
bruceanol E (CHEBI:65527) is a secondary α-hydroxy ketone (CHEBI:2468)
bruceanol E (CHEBI:65527) is a triol (CHEBI:27136)
IUPAC Name
methyl (1β,11β,12α,15β)-15-{[(2E)-3,4-dimethylpent-2-enoyl]oxy}-1,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicrasan-21-oate
Registry Number Type Source
152645-85-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
8133299 PubMed citation Europe PMC
Last Modified
06 February 2018