Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 08:59:36 UTC
Update Date2024-10-15 17:38:31 UTC
Metabolite IDMMDBc0018838
Metabolite Identification
Common NamePyrrolnitrin
DescriptionPyrrolnitrin, also known as NSC 107654, belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond. The fungicides fenpiclonil and fludioxonil are chemically related to pyrrolnitrin. Pyrrolnitrin is an extremely weak acidic (essentially neutral) compound (based on its pKa). Pseudomonas pyrrocinia and other Pseudomonas species produce pyrrolnitrin from tryptophan as secondary metabolite. Pyrrolnitrin is an antifungal antibiotic.
Structure
Synonyms
ValueSource
3-Chloro-4-(2'-nitro-3'-chlorophenyl)pyrroleChEBI
3-Chloro-4-(3-chloro-2-nitrophenyl)pyrroleChEBI
NSC 107654ChEBI
NSC-107654ChEBI
PirrolnitrinaChEBI
PyrrolnitrineChEBI
PyrrolnitrinumChEBI
Molecular FormulaC10H6Cl2N2O2
Average Mass257.07
Monoisotopic Mass255.9806328
IUPAC Name3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
Traditional Namepyrrolnitrin
CAS Registry NumberNot Available
SMILES
[O-][N+](=O)C1=C(Cl)C=CC=C1C1=CNC=C1Cl
InChI Identifier
InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H
InChI KeyQJBZDBLBQWFTPZ-UHFFFAOYSA-N