CHEBI:65639 - cladoniamide G

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ChEBI Name cladoniamide G
ChEBI ID CHEBI:65639
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H15Cl2N3O4
Net Charge 0
Average Mass 444.26800
Monoisotopic Mass 443.04396
InChI InChI=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
InChIKey IHIARQAFKOOAQT-OAQYLSRUSA-N
SMILES CNC(=O)[C@@]1(O)C(=O)n2c(-c3[nH]c4ccc(Cl)cc4c13)c(OC)c1cc(Cl)ccc21
Metabolite of Species Details
Streptomyces uncialis (NCBI:txid1048205) See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via cladoniamide )
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 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 Number Type Source
19021252 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18646774 PubMed citation Europe PMC
21876764 PubMed citation Europe PMC
23413919 PubMed citation Europe PMC
Last Modified
07 March 2018