erdasporine C (CHEBI:156315)

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ChEBI Name	erdasporine C

ChEBI ID	CHEBI:156315

Definition	An organic heterohexacyclic compound that is 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogens at positions 5 and 7 are substituted by a methoxycarbonyl and oxo groups, respectively. It is synthesized by a gene cluster found in environmental DNA and exhibits cytotoxic activity against human HCT116 cancer cells and Staphylococcus aureus.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Martin Larralde

Supplier Information

Download	Molfile XML SDF

Formula

C22H15N3O3

Net Charge

Average Mass

369.380

Monoisotopic Mass

369.11134

InChI

InChI=1S/C22H15N3O3/c1-28-22(27)20-16-14-10-6-2-4-8-12(10)23-18(14)19-15(17(16)21(26)25-20)11-7-3-5-9-13(11)24-19/h2-9,20,23-24H,1H3,(H,25,26)

InChIKey

DOZODIABNANYHJ-UHFFFAOYSA-N

SMILES

COC(=O)C1NC(=O)C2=C3C(NC4=CC=CC=C34)=C3NC4=CC=CC=C4C3=C12

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):	antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. toxin Poisonous substance produced by a biological organism such as a microbe, animal or plant. 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	erdasporine C (CHEBI:156315) has functional parent erdasporine B (CHEBI:156314) erdasporine C (CHEBI:156315) has role antibacterial agent (CHEBI:33282) erdasporine C (CHEBI:156315) has role antineoplastic agent (CHEBI:35610) erdasporine C (CHEBI:156315) has role toxin (CHEBI:27026) erdasporine C (CHEBI:156315) is a indolocarbazole alkaloid (CHEBI:37697) erdasporine C (CHEBI:156315) is a methyl ester (CHEBI:25248) erdasporine C (CHEBI:156315) is a organic heterohexacyclic compound (CHEBI:51914) erdasporine C (CHEBI:156315) is a secondary amino compound (CHEBI:50995)

IUPAC Name

methyl 7-oxo-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5-carboxylate

Synonym	Source
methyl 14-oxo-3,13,23-triazahexacyclo[14.7.0.0^2,10.0^4,9.0^11,15.0^17,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12-carboxylate	IUPAC

Citation	Type	Source
24171465	PubMed citation	SUBMITTER

Last Modified

18 August 2020