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CHEBI:65639 - cladoniamide G

ChEBI IDCHEBI:65639
ChEBI Namecladoniamide G
Stars
DefinitionAn organic heteropentacyclic compound that is 7,12-dihydro-6H-pyrido[1,2-a:3,4-b']diindole substituted by chloro groups at positions 2 and 9, a hydroxy group at position 7, a methoxy group at position 13, a N-methyl carbamyl group at position 7 and an oxo group at position 6 (the 7R stereoisomer). It is isolated from the culture broth of Streptomyces uncialis and exhibits cytotoxicity against human breast cancer MCF- cells.
Last Modified7 March 2018
DownloadsMolfile
FormulaC21H15Cl2N3O4
Net Charge0
Average Mass444.274
Monoisotopic Mass443.04396
SMILESCNC(=O)[C@@]1(O)C(=O)n2c(c(OC)c3cc(Cl)ccc32)-c2nc3ccc(Cl)cc3c21
InChIInChI=1S/C21H15Cl2N3O4/c1-24-19(27)21(29)15-11-7-9(22)3-5-13(11)25-16(15)17-18(30-2)12-8-10(23)4-6-14(12)26(17)20(21)28/h3-8,25,29H,1-2H3,(H,24,27)/t21-/m1/s1
InChIKeyIHIARQAFKOOAQT-OAQYLSRUSA-N
Species of MetaboliteComponentSourceComments
Streptomyces uncialis (ncbitaxon:1048205) - PubMed (18646774)
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
cladoniamide G (CHEBI:65639) has role antineoplastic agent (CHEBI:35610)
cladoniamide G (CHEBI:65639) is a cladoniamide (CHEBI:83956)
cladoniamide G (CHEBI:65639) is a lactam (CHEBI:24995)
cladoniamide G (CHEBI:65639) is a organic heteropentacyclic compound (CHEBI:38164)
cladoniamide G (CHEBI:65639) is a organochlorine compound (CHEBI:36683)
cladoniamide G (CHEBI:65639) is a secondary carboxamide (CHEBI:140325)
cladoniamide G (CHEBI:65639) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(7R)-2,9-dichloro-7-hydroxy-13-methoxy-N-methyl-6-oxo-7,12-dihydro-6H-pyrido[1,2-a:3,4-b']diindole-7-carboxamide
Registry NumbersSources
Reaxys:19021252Reaxys
Citations