CHEBI:29702 - undecylprodigiosin

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ChEBI Name undecylprodigiosin
ChEBI ID CHEBI:29702
Definition A member of the class of tripyrroles that is 1H-pyrrole substituted by (4'-methoxy-1H,5'H-[2,2'-bipyrrol]-5'-ylidene)methyl and undecyl groups at positions 2 and 5, respectively. It is a pigment produced by Stveptomyces coelicolor.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H35N3O
Net Charge 0
Average Mass 393.575
Monoisotopic Mass 393.27801
InChI InChI=1S/C25H35N3O/c1-3-4-5-6-7-8-9-10-11-13-20-15-16-21(27-20)18-24-25(29-2)19-23(28-24)22-14-12-17-26-22/h12,14-19,26-27H,3-11,13H2,1-2H3/b24-18-
InChIKey HIYSWASSDOXZLC-MOHJPFBDSA-N
SMILES CCCCCCCCCCCC1=CC=C(N1)\C=C1/N=C(C=C1OC)C1=CC=CN1
Metabolite of Species Details
Streptomyces sp. JS520 (NCBI:txid1141730) See: PubMed
Streptomyces coelicolor (NCBI:txid1902) See: PubMed
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
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.
radiosensitizing agent
A drug that makes increases the sensitivity of tumour cells to radiation therapy.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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ChEBI Ontology
Outgoing undecylprodigiosin (CHEBI:29702) has role antibacterial agent (CHEBI:33282)
undecylprodigiosin (CHEBI:29702) has role antineoplastic agent (CHEBI:35610)
undecylprodigiosin (CHEBI:29702) has role apoptosis inducer (CHEBI:68495)
undecylprodigiosin (CHEBI:29702) has role bacterial metabolite (CHEBI:76969)
undecylprodigiosin (CHEBI:29702) has role biological pigment (CHEBI:26130)
undecylprodigiosin (CHEBI:29702) has role immunosuppressive agent (CHEBI:35705)
undecylprodigiosin (CHEBI:29702) has role radiosensitizing agent (CHEBI:132992)
undecylprodigiosin (CHEBI:29702) is a alkaloid (CHEBI:22315)
undecylprodigiosin (CHEBI:29702) is a aromatic ether (CHEBI:35618)
undecylprodigiosin (CHEBI:29702) is a tripyrrole (CHEBI:36317)
IUPAC Name
(5'Z)-4'-methoxy-5'-[(5-undecyl-1H-pyrrol-2-yl)methylidene]-1H,5'H-2,2'-bipyrrole
Synonyms Sources
undecylprodiginin ChEBI
undecylprodiginine KNApSAcK
Manual Xrefs Databases
10481061 ChemSpider
C00018818 KNApSAcK
C12023 KEGG COMPOUND
Undecylprodigiosin Wikipedia
View more database links
Registry Number Type Source
52340-48-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17881028 PubMed citation Europe PMC
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IND44467824 Agricola citation Europe PMC
IND500742037 Agricola citation Europe PMC
Last Modified
03 March 2022