CHEBI:156313 - erdasporine A

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ChEBI Name erdasporine A
ChEBI ID CHEBI:156313
Definition A organic heterohexacyclic compound that is 12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogens at positions 5 and 10 are substituted by a methoxycarbonyl and hydroxy 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
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Formula C22H15N3O3
Net Charge 0
Average Mass 369.380
Monoisotopic Mass 369.11134
InChI InChI=1S/C22H15N3O3/c1-28-22(27)21-18-13(9-23-21)16-12-7-6-10(26)8-15(12)25-19(16)20-17(18)11-4-2-3-5-14(11)24-20/h2-9,23-26H,1H3
InChIKey WIKWOGJGVQUVBW-UHFFFAOYSA-N
SMILES COC(=O)C1=C2C(=CN1)C1=C(NC3=CC(O)=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): toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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 A (CHEBI:156313) has role antibacterial agent (CHEBI:33282)
erdasporine A (CHEBI:156313) has role antineoplastic agent (CHEBI:35610)
erdasporine A (CHEBI:156313) has role toxin (CHEBI:27026)
erdasporine A (CHEBI:156313) is a indolocarbazole alkaloid (CHEBI:37697)
erdasporine A (CHEBI:156313) is a methyl ester (CHEBI:25248)
erdasporine A (CHEBI:156313) is a organic heterohexacyclic compound (CHEBI:51914)
erdasporine A (CHEBI:156313) is a phenols (CHEBI:33853)
erdasporine A (CHEBI:156313) is a secondary amino compound (CHEBI:50995)
IUPAC Name
methyl 10-hydroxy-12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5-carboxylate
Synonym Source
methyl 20-hydroxy-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
Citation Waiting for Citations Type Source
24171465 PubMed citation SUBMITTER
Last Modified
14 August 2020