Chemicals and Drugs

Prodigiosin

4-Methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)- 2,2'-bi-1H-pyrrole. A toxic, bright red tripyrrole pigment from Serratia marcescens and others. It has antibacterial, anticoccidial, antimalarial, and antifungal activities, but is used mainly as a biochemical tool.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

4-Methoxy-5-((5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl)- 2,2'-bi-1H-pyrrole. A toxic, bright red tripyrrole pigment from Serratia marcescens and others. It has antibacterial, anticoccidial, antimalarial, and antifungal activities, but is used mainly as a biochemical tool.

Chemical Identity

Chemical Information

Molecular Formula
C20H25N3O
Molecular Weight
323.4 g/mol
IUPAC Name
(2Z)-3-methoxy-2-[(5-methyl-4-pentyl-1H-pyrrol-2-yl)methylidene]-5-(1H-pyrrol-2-yl)pyrrole
InChIKey
SHUNBVWMKSXXOM-UNOMPAQXSA-N
SMILES
CCCCCC1=C(NC(=C1)/C=C\2/C(=CC(=N2)C3=CC=CN3)OC)C
MeSH Unique ID
D011353
Source
PubChem CID 135455579

MeSH Record

Classification

Related Concepts

Knowledge Graph

Loading graph…

Drag nodes to rearrange; hover to trace links; click a node to open its page.

Drug Class

Pharmacological Action

MeSH Record

Aspects Covered

26 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

an antibiotic from Serratia marcescens & others; do not confuse with PRODIGIOZAN, another antibiotic from same source; /biosyn permitted if by micro-organism

MeSH Record

History Note

73(63)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Prodigiosin. Medical Subject Headings (MeSH). 2026. Unique ID D011353. http://id.nlm.nih.gov/mesh/2026/D011353
  2. Prodigiosin. In: Wikipedia. https://en.wikipedia.org/wiki/Prodigiosin
  3. Prodigiosin. In: Wikidata. https://www.wikidata.org/wiki/Q415663
  4. Prodigiosin. In: PubChem Compound. CID 135455579. https://pubchem.ncbi.nlm.nih.gov/compound/135455579