pyrrolnitrin (PAMDB100029)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100029
Identification
Name: pyrrolnitrin
Description:A member of the class of pyrroles carrying chloro and 3-chloro-2-nitrophenyl substituents at positions 3 and 4 respectively.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 3-Chloro-4-(2'-nitro-3'-chlorophenyl)pyrrole
  • 3-Chloro-4-(3-chloro-2-nitrophenyl)pyrrole
  • NSC 107654
  • NSC-107654
  • pyrrolnitrin
Chemical Formula: C10H6Cl2N2O2
Average Molecular Weight: 257.073
Monoisotopic Molecular Weight: 255.981
InChI Key: QJBZDBLBQWFTPZ-UHFFFAOYSA-N
InChI:InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H
CAS number: Not Available
IUPAC Name:3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
Traditional IUPAC Name: Not Available
SMILES:[O-][N+](=O)c1c(Cl)cccc1-c1c[nH]cc1Cl
Chemical Taxonomy
Taxonomy DescriptionThis compound 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.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Pyrroles
Sub ClassSubstituted pyrroles
Direct Parent Phenylpyrroles
Alternative Parents
Substituents
  • 3-phenylpyrrole
  • Nitrobenzene
  • Nitroaromatic compound
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Organic nitro compound
  • C-nitro compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Azacycle
  • Organic oxoazanium
  • Organic 1,3-dipolar compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
  • C-nitro compound, indole alkaloid, monochlorobenzenes, ring assembly, pyrroles (CHEBI:32079)
  • a chloroaromatic compound (CPD-12776)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass257.0694ChemAxon
logP4.4199ChemAxon
H-bond acceptors4ChemAxon
H-bond donors1ChemAxon
Rotatable bonds2ChemAxon
PSA61.6100ChemAxon
RO5 violations0ChemAxon
RO3 violations3ChemAxon
Refractivity65.0707ChemAxon
Atoms22ChemAxon
Rings2ChemAxon
Heavy atoms16ChemAxon
Hydrogen atoms6ChemAxon
Heteroatoms6ChemAxon
N/O atoms4ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms2ChemAxon
Chiral centers0ChemAxon
R/S chiral centers0ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers0ChemAxon
Stereo double bonds0ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds0ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Thongsri Y, Aromdee C, Yenjai C, Kanokmedhakul S, Chaiprasert A, Hamal P, Prariyachatigul C. Detection of diketopiperazine and pyrrolnitrin, compounds with anti-Pythium insidiosum activity, in a Pseudomonas stutzeri environmental strain. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2014 Sep;158(3):378-83. Pubmed: 23149469
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    KNApSAcKC00018726