CHEBI:69231 - caerulomycin A

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ChEBI Name caerulomycin A
ChEBI ID CHEBI:69231
Definition A pyridine alkaloid that is 2,2ʼ-bipyridine substituted by a methoxy group at position 4 and a (E)-(hydroxyimino)methyl group at position 6. Isolated from the marine-derived actinomycete Actinoalloteichus cyanogriseus, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C12H11N3O2
Net Charge 0
Average Mass 229.23460
Monoisotopic Mass 229.08513
InChI InChI=1S/C12H11N3O2/c1-17-10-6-9(8-14-16)15-12(7-10)11-4-2-3-5-13-11/h2-8,16H,1H3/b14-8+
InChIKey JCTRJRHLGOKMCF-RIYZIHGNSA-N
SMILES COc1cc(\C=N\O)nc(c1)-c1ccccn1
Metabolite of Species Details
Actinoalloteichus cyanogriseus (NCBI:txid65497) Ethyl acetate extract of fermentation broth of strain WH1 2216-6 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing caerulomycin A (CHEBI:69231) has parent hydride 2,2'-bipyridine (CHEBI:30351)
caerulomycin A (CHEBI:69231) has role antineoplastic agent (CHEBI:35610)
caerulomycin A (CHEBI:69231) has role bacterial metabolite (CHEBI:76969)
caerulomycin A (CHEBI:69231) has role marine metabolite (CHEBI:76507)
caerulomycin A (CHEBI:69231) is a aldoxime (CHEBI:22307)
caerulomycin A (CHEBI:69231) is a aromatic ether (CHEBI:35618)
caerulomycin A (CHEBI:69231) is a bipyridines (CHEBI:50511)
caerulomycin A (CHEBI:69231) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name
(E)-N-hydroxy-1-(4-methoxy-2,2ʼ-bipyridin-6-yl)methanimine
Synonyms Sources
(E)-4-methoxy-(2,2ʼ-bipyridine)-6-carbaldehyde oxime ChemIDplus
(E)-4-methoxy-2,2ʼ-bipyridyl-6-aldoxime ChEBI
cerulomycin ChemIDplus
Registry Numbers Types Sources
15421 Reaxys Registry Number Reaxys
21802-37-9 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
21770434 PubMed citation Europe PMC
Last Modified
28 April 2014