caerulomycin C (CHEBI:69232)

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ChEBI Name	caerulomycin C

ChEBI ID	CHEBI:69232

Definition	A pyridine alkaloid that is 2,2ʼ-bipyridine substituted by methoxy groups at positions 3 and 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

Download	Molfile XML SDF

Formula

C13H13N3O3

Net Charge

Average Mass

259.26060

Monoisotopic Mass

259.09569

InChI

InChI=1S/C13H13N3O3/c1-18-11-7-9(8-15-17)16-12(13(11)19-2)10-5-3-4-6-14-10/h3-8,17H,1-2H3/b15-8+

InChIKey

WZBOHQZLZFLYKP-OVCLIPMQSA-N

SMILES

COc1cc(\C=N\O)nc(-c2ccccn2)c1OC

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.

ChEBI Ontology
Outgoing	caerulomycin C (CHEBI:69232) has parent hydride 2,2'-bipyridine (CHEBI:30351) caerulomycin C (CHEBI:69232) has role antineoplastic agent (CHEBI:35610) caerulomycin C (CHEBI:69232) has role bacterial metabolite (CHEBI:76969) caerulomycin C (CHEBI:69232) has role marine metabolite (CHEBI:76507) caerulomycin C (CHEBI:69232) is a aldoxime (CHEBI:22307) caerulomycin C (CHEBI:69232) is a aromatic ether (CHEBI:35618) caerulomycin C (CHEBI:69232) is a bipyridines (CHEBI:50511) caerulomycin C (CHEBI:69232) is a pyridine alkaloid (CHEBI:26416)

IUPAC Name

(E)-1-(3,4-dimethoxy-2,2ʼ-bipyridin-6-yl)-N-hydroxymethanimine

Registry Number	Type	Source
7485593	Reaxys Registry Number	Reaxys

Citation	Type	Source
21770434	PubMed citation	Europe PMC

Last Modified

28 April 2014