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CHEBI:82758 - prodigiosin

Default Structure
ChEBI IDCHEBI:82758
ChEBI Nameprodigiosin
Stars
DefinitionA member of the class of tripyrroles that is a red-coloured pigment with antibiotic properties produced by Serratia marcescens.
Last Modified28 October 2014
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H25N3O
Net Charge0
Average Mass323.440
Monoisotopic Mass323.19976
SMILESCCCCCC1=C/C(=C/c2nc(-c3cccn3)cc2OC)N=C1C
InChIInChI=1S/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,21,23H,4-6,8H2,1-3H3/b16-12-
InChIKeySZXDNGVQRDTJSD-VBKFSLOCSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Serratia marcescens (ncbitaxon:615) - PubMed (15853884)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
prodigiosin (CHEBI:82758) has role antimicrobial agent (CHEBI:33281)
prodigiosin (CHEBI:82758) has role antineoplastic agent (CHEBI:35610)
prodigiosin (CHEBI:82758) has role apoptosis inducer (CHEBI:68495)
prodigiosin (CHEBI:82758) has role bacterial metabolite (CHEBI:76969)
prodigiosin (CHEBI:82758) has role biological pigment (CHEBI:26130)
prodigiosin (CHEBI:82758) is a aromatic ether (CHEBI:35618)
prodigiosin (CHEBI:82758) is a ring assembly (CHEBI:36820)
prodigiosin (CHEBI:82758) is a tripyrrole (CHEBI:36317)
IUPAC Name 
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole
Synonym  Source
4-Methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)-2,2'-bipyrroleChemIDplus
Manual XrefsDatabases
CPD-16992MetaCyc
ProdigiosinWikipedia
Registry NumbersSources
Reaxys:4526727Reaxys
CAS:82-89-3ChemIDplus
Citations