CHEBI:82758 - prodigiosin

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ChEBI Name prodigiosin
ChEBI ID CHEBI:82758
Definition A member of the class of tripyrroles that is a red-coloured pigment with antibiotic properties produced by Serratia marcescens.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
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Formula C20H25N3O
Net Charge 0
Average Mass 323.43200
Monoisotopic Mass 323.200
InChI InChI=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-
InChIKey SZXDNGVQRDTJSD-VBKFSLOCSA-N
SMILES CCCCCC1=C\C(=C\c2[nH]c(cc2OC)-c2ccc[nH]2)N=C1C
Metabolite of Species Details
Serratia marcescens (NCBI:txid615) See: PubMed
Roles Classification
Biological Role(s): 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.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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'-bipyrrole ChemIDplus
Manual Xrefs Databases
CPD-16992 MetaCyc
Prodigiosin Wikipedia
View more database links
Registry Numbers Types Sources
4526727 Reaxys Registry Number Reaxys
82-89-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15853884 PubMed citation SUBMITTER
24247721 PubMed citation Europe PMC
24372158 PubMed citation Europe PMC
24440841 PubMed citation Europe PMC
24587717 PubMed citation Europe PMC
24619531 PubMed citation Europe PMC
24781979 PubMed citation Europe PMC
24817724 PubMed citation Europe PMC
25063175 PubMed citation Europe PMC
25199250 PubMed citation Europe PMC
25201292 PubMed citation Europe PMC
Last Modified
28 October 2014