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CHEBI:156313 - erdasporine A

Default Structure
ChEBI IDCHEBI:156313
ChEBI Nameerdasporine A
Stars
DefinitionA 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.
Last Modified14 August 2020
SubmitterMartin Larralde
DownloadsMolfile
FormulaC22H15N3O3
Net Charge0
Average Mass369.380
Monoisotopic Mass369.11134
SMILESCOC(=O)c1ncc2c1c1c3ccccc3nc1c1nc3cc(O)ccc3c21
InChIInChI=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
InChIKeyWIKWOGJGVQUVBW-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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-carboxylateIUPAC
Citations