CHEBI:65608 - ceratamine A

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ChEBI Name ceratamine A
ChEBI ID CHEBI:65608
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB5855401, ZINC000005854633
Download Molfile XML SDF
Formula C17H16Br2N4O2
Net Charge 0
Average Mass 468.14300
Monoisotopic Mass 465.96400
InChI InChI=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)
InChIKey HAIJSTYZBPUVSG-UHFFFAOYSA-N
SMILES CNc1nc2ccn(C)c(=O)c(Cc3cc(Br)c(OC)c(Br)c3)c2n1
Metabolite of Species Details
Pseudoceratina (NCBI:txid283601) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
antimitotic
Any compound that inhibits cell division (mitosis).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
9655937 Reaxys Registry Number Reaxys
Citation Type Source
14627391 PubMed citation Europe PMC
Last Modified
02 November 2012