CHEBI:156314 - erdasporine B

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ChEBI Name erdasporine B
ChEBI ID CHEBI:156314
Definition An organic heterohexacyclic compound that is 12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogen at position 5 is substituted by a methoxycarbonyl group. 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 C22H15N3O2
Net Charge 0
Average Mass 353.381
Monoisotopic Mass 353.11643
InChI InChI=1S/C22H15N3O2/c1-27-22(26)21-18-13(10-23-21)16-11-6-2-4-8-14(11)24-19(16)20-17(18)12-7-3-5-9-15(12)25-20/h2-10,23-25H,1H3
InChIKey POAWNROCPSHGIZ-UHFFFAOYSA-N
SMILES COC(=O)C1=C2C(=CN1)C1=C(NC3=CC=CC=C13)C1=C2C2=CC=CC=C2N1
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing erdasporine B (CHEBI:156314) has role antibacterial agent (CHEBI:33282)
erdasporine B (CHEBI:156314) has role antineoplastic agent (CHEBI:35610)
erdasporine B (CHEBI:156314) has role toxin (CHEBI:27026)
erdasporine B (CHEBI:156314) is a indolocarbazole alkaloid (CHEBI:37697)
erdasporine B (CHEBI:156314) is a methyl ester (CHEBI:25248)
erdasporine B (CHEBI:156314) is a organic heterohexacyclic compound (CHEBI:51914)
erdasporine B (CHEBI:156314) is a secondary amino compound (CHEBI:50995)
Incoming erdasporine C (CHEBI:156315) has functional parent erdasporine B (CHEBI:156314)
IUPAC Name
methyl 12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5-carboxylate
Synonym Source
methyl 3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1(16),2(10),4,6,8,11,14,17,19,21-decaene-12-carboxylate IUPAC
Citations Waiting for Citations Types Sources
24171465 PubMed citation SUBMITTER
25872030 PubMed citation Europe PMC
Last Modified
18 August 2020