PYRROLE (CHEM007377)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:24:49 UTC
Update Date2016-11-09 01:09:55 UTC
Accession NumberCHEM007377
Identification
Common NamePYRROLE
ClassSmall Molecule
DescriptionA tautomer of pyrrole that has the double bonds at positions 2 and 4.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Feces
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Aza-2,4-cyclopentadieneChEBI
DivinyleneimineChEBI
DivinylenimineChEBI
ImidoleChEBI
MonopyrroleChEBI
PyrrolChEBI
1H-PyrroleHMDB
1H-Pyrrole, homopolymerHMDB
1H-Pyrrole, potassium saltHMDB
AzoleHMDB
FEMA 3386HMDB
IndoleHMDB
PolypyrroleHMDB, MeSH
PyrolleHMDB
PyrrholHMDB
PyrrolineHMDB
PyrroleChEBI
PyrrolesMeSH
Chemical FormulaC4H5N
Average Molecular Mass67.089 g/mol
Monoisotopic Mass67.042 g/mol
CAS Registry Number109-97-7
IUPAC Name1H-pyrrole
Traditional Namepyrrole
SMILESN1C=CC=C1
InChI IdentifierInChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H
InChI KeyKAESVJOAVNADME-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen 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 Solubility445 g/LALOGPS
logP0.76ALOGPS
logP1.05ChemAxon
logS0.82ALOGPS
pKa (Strongest Acidic)18ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area15.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity20.82 m³·mol⁻¹ChemAxon
Polarizability7.17 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9000000000-f644c5fdd4d5f9db3117Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-9000000000-510c084e3c928fa514aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-9000000000-150b960a1186c02653f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9000000000-3bea04ffb045db51356dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-9000000000-bb04398351cbc20c433bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-9b747cfdf2fe46d188eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-ac61df56d353d5acb48bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-8777c03f1c46a5fcce9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-3f070060c5785123e18cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-3f070060c5785123e18cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02tc-9000000000-43982034e7a3a595201aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-9000000000-e0673bc7e6a6226fb72eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9000000000-a3a7192ca6658a081b5bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-9000000000-972ac9fb6e8cbc34f0d3Spectrum
MSMass Spectrum (Electron Ionization)splash10-00ko-9000000000-8908fc8793c6501dc2d0Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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 IDNot Available
HMDB IDHMDB0035924
FooDB IDFDB014718
Phenol Explorer IDNot Available
KNApSAcK IDC00018376
BiGG IDNot Available
BioCyc IDCPD-13300
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPyrrole
Chemspider ID7736
ChEBI ID19203
PubChem Compound ID8027
Kegg Compound IDC19907
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1556177
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2917974
3. Corelli F, Massa S, Stefancich G, Ortenzi G, Strippoli V, Artico M, Simonetti N: [Antibacterial and antifungal agents. IV. Synthesis and antifungal activity of econazole analogs with pyrrole structure]. Farmaco Sci. 1985 May;40(5):315-24.
4. Raimondi MV, Cascioferro S, Schillaci D, Petruso S: Synthesis and antimicrobial activity of new bromine-rich pyrrole derivatives related to monodeoxypyoluteorin. Eur J Med Chem. 2006 Dec;41(12):1439-45. Epub 2006 Sep 25.
5. Amishiro N, Okamoto A, Murakata C, Tamaoki T, Okabe M, Saito H: Synthesis and antitumor activity of duocarmycin derivatives: modification of segment-A of A-ring pyrrole compounds. J Med Chem. 1999 Jul 29;42(15):2946-60.
6. Xia B, Wang T, Fox LM, Wang D: HPLC/MS/MS analysis of 3-carbamyl-4-methylpyrrole analog MNP001, a highly potent antihypertensive agent, in rat plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jul 1;877(20-21):1867-72. doi: 10.1016/j.jchromb.2009.05.011. Epub 2009 May 15.
7. Biava M, Cirilli R, Fares V, Ferretti R, Gallinella B, La Torre F, Poce G, Porretta GC, Supino S, Villani C: HPLC enantioseparation and absolute configuration of novel anti-inflammatory pyrrole derivatives. Chirality. 2008 Jun;20(6):775-80. doi: 10.1002/chir.20518.
8. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.