Pyrrolnitrin (CHEM019316)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:00:57 UTC
Update Date2016-11-09 01:15:58 UTC
Accession NumberCHEM019316
Identification
Common NamePyrrolnitrin
ClassSmall Molecule
DescriptionA member of the class of pyrroles carrying chloro and 3-chloro-2-nitrophenyl substituents at positions 3 and 4 respectively.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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
Chemical FormulaC10H6Cl2N2O2
Average Molecular Mass257.070 g/mol
Monoisotopic Mass255.981 g/mol
CAS Registry Number1018-71-9
IUPAC Name3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
Traditional Namepyrrolnitrin
SMILES[O-][N+](=O)C1=C(Cl)C=CC=C1C1=CNC=C1Cl
InChI IdentifierInChI=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
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrroles
Sub ClassSubstituted pyrroles
Direct ParentPhenylpyrroles
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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.072 g/LALOGPS
logP3.86ALOGPS
logP3.85ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)15.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.93 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity61.88 m³·mol⁻¹ChemAxon
Polarizability22.54 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-f6ad5cd4ead742601b39Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0090000000-9c7ee7a00096ebc769adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0znc-0290000000-f8128d718262b7d8e34eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-be486096da708c149e42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-30c7238a5418140123e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uyu-2790000000-8e241ce25ed4df3902a2Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB13603
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00018726
BiGG IDNot Available
BioCyc IDCPD-12776
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPyrrolnitrin
Chemspider IDNot Available
ChEBI ID32079
PubChem Compound ID13916
Kegg Compound IDC12491
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23149469
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23990066
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25679537
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25901993
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=4379208
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=4955234