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CHEBI:65608 - ceratamine A

ChEBI IDCHEBI:65608
ChEBI Nameceratamine A
Stars
DefinitionAn organic heterobicyclic compound, which is imidazo[4,5-d]azepin-5(6H)-one substituted by a 3,5-dibromo-4-methoxybenzyl group at position 4, a methyl group at position 6 and a methylamino group at position 2. It is an antimitotic alkaloid isolated from the marine sponge Pseudoceratina.
Last Modified2 November 2012
DownloadsMolfile
FormulaC17H16Br2N4O2
Net Charge0
Average Mass468.149
Monoisotopic Mass465.96400
SMILESCNc1nc2ccn(C)c(=O)c(Cc3cc(Br)c(OC)c(Br)c3)c-2n1
InChIInChI=1S/C17H16Br2N4O2/c1-20-17-21-13-4-5-23(2)16(24)10(14(13)22-17)6-9-7-11(18)15(25-3)12(19)8-9/h4-5,7-8H,6H2,1-3H3,(H,20,22)
InChIKeyHAIJSTYZBPUVSG-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Pseudoceratina (ncbitaxon:283601) - PubMed (14627391)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimitotic  Any compound that inhibits cell division (mitosis).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
ceratamine A (CHEBI:65608) has role antimitotic (CHEBI:64911)
ceratamine A (CHEBI:65608) has role metabolite (CHEBI:25212)
ceratamine A (CHEBI:65608) is a alkaloid (CHEBI:22315)
ceratamine A (CHEBI:65608) is a aromatic ether (CHEBI:35618)
ceratamine A (CHEBI:65608) is a cyclic ketone (CHEBI:3992)
ceratamine A (CHEBI:65608) is a organic heterobicyclic compound (CHEBI:27171)
ceratamine A (CHEBI:65608) is a organobromine compound (CHEBI:37141)
ceratamine A (CHEBI:65608) is a secondary amino compound (CHEBI:50995)
ceratamine A (CHEBI:65608) is a tertiary amine (CHEBI:32876)
IUPAC Name 
4-(3,5-dibromo-4-methoxybenzyl)-6-methyl-2-(methylamino)imidazo[4,5-d]azepin-5(6H)-one
Registry NumbersSources
Reaxys:9655937Reaxys
Citations