CHEBI:5987 - isobrucein A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isobrucein A
ChEBI ID CHEBI:5987
Definition A quassinoid consisting of a heteropentacyclic skeleton containing a δ-lactone moiety which is substituted at the α-carbon by a 3-methylbutanoyloxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H34O11
Net Charge 0
Average Mass 522.54160
Monoisotopic Mass 522.21011
InChI InChI=1S/C26H34O11/c1-10(2)6-15(28)37-17-19-25-9-35-26(19,23(33)34-5)21(31)16(29)18(25)24(4)12(8-14(25)36-22(17)32)11(3)7-13(27)20(24)30/h7,10,12,14,16-21,29-31H,6,8-9H2,1-5H3/t12-,14+,16+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1
InChIKey NTBOLWMPXFGUHO-FTSLJJEMSA-N
SMILES [H][C@@]12C[C@@]3([H])C(C)=CC(=O)[C@@H](O)[C@]3(C)[C@@]3([H])[C@@H](O)[C@H](O)[C@]4(OC[C@@]13[C@@]4([H])[C@@H](OC(=O)CC(C)C)C(=O)O2)C(=O)OC
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 isobrucein A (CHEBI:5987) has role antineoplastic agent (CHEBI:35610)
isobrucein A (CHEBI:5987) has role metabolite (CHEBI:25212)
isobrucein A (CHEBI:5987) is a δ-lactone (CHEBI:18946)
isobrucein A (CHEBI:5987) is a cyclic ether (CHEBI:37407)
isobrucein A (CHEBI:5987) is a enoate ester (CHEBI:51702)
isobrucein A (CHEBI:5987) is a enone (CHEBI:51689)
isobrucein A (CHEBI:5987) is a methyl ester (CHEBI:25248)
isobrucein A (CHEBI:5987) is a organic heteropentacyclic compound (CHEBI:38164)
isobrucein A (CHEBI:5987) is a quassinoid (CHEBI:72485)
isobrucein A (CHEBI:5987) is a secondary α-hydroxy ketone (CHEBI:2468)
isobrucein A (CHEBI:5987) is a triol (CHEBI:27136)
IUPAC Name
methyl (1β,11β,12α,15β)-1,11,12-trihydroxy-15-[(3-methylbutanoyl)oxy]-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
Manual Xrefs Databases
C00003717 KNApSAcK
C08769 KEGG COMPOUND
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Registry Numbers Types Sources
5677582 Reaxys Registry Number Reaxys
57629-50-2 CAS Registry Number KEGG COMPOUND
Citation Waiting for Citations Type Source
6619884 PubMed citation Europe PMC
Last Modified
06 February 2018