Record Information
Version1.0
Creation date2010-04-08 22:08:00 UTC
Update date2020-02-24 19:10:52 UTC
Primary IDFDB008291
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Nitroso-pyrrolidine
DescriptionN-Nitroso-pyrrolidine belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. N-Nitroso-pyrrolidine is a strong basic compound (based on its pKa). N-Nitroso-pyrrolidine has been detected, but not quantified in, several different foods, such as green bell peppers, orange bell peppers, pepper (c. annuum), red bell peppers, and yellow bell peppers. This could make N-nitroso-pyrrolidine a potential biomarker for the consumption of these foods. N-Nitroso-pyrrolidine is a potentially toxic compound.
CAS Number930-55-2
Structure
Thumb
Synonyms
SynonymSource
1-NitrosopyrrolidineHMDB
1-Nitroso-pyrrolidineHMDB
N-Nitroso-1-pyrrolidinamineHMDB
Nitroso-pyrrolidineHMDB
NitrosopyrrolidineHMDB
Tetrahydro-N-nitroso-pyrroleHMDB
N-NitrosopyrrolidineHMDB
N NitrosopyrrolidineHMDB
1-Pyrrolidinamine, N-nitroso-biospider
Pyrrole, tetrahydro-N-nitroso-biospider
Pyrrolidine, 1-nitroso-biospider
Pyrrolidine, nitroso-biospider
Predicted Properties
PropertyValueSource
Water Solubility52.9 g/LALOGPS
logP-0.07ALOGPS
logP0.44ChemAxon
logS-0.28ALOGPS
pKa (Strongest Basic)3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.67 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity27.59 m³·mol⁻¹ChemAxon
Polarizability10.02 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H8N2O
IUPAC name1-nitrosopyrrolidine
InChI IdentifierInChI=1S/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H2
InChI KeyWNYADZVDBIBLJJ-UHFFFAOYSA-N
Isomeric SMILESO=NN1CCCC1
Average Molecular Weight100.1191
Monoisotopic Molecular Weight100.063662888
Classification
Description Belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassNot Available
Direct ParentPyrrolidines
Alternative Parents
Substituents
  • Pyrrolidine
  • Organic n-nitroso compound
  • Organic nitroso compound
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Industrial process:

Role

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 47.99%; H 8.05%; N 27.98%; O 15.98%DFC
Melting PointNot Available
Boiling PointBp 214°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn20D 1.4900DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0f6x-9300000000-c9950fc76ef0705da573Spectrum
Predicted GC-MSN-Nitroso-pyrrolidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0g2c-9000000000-25d8797fa4ff751a2d70Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0udi-1900000000-85f43e28b348aeb93404Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0udi-1900000000-85f43e28b348aeb93404Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0udi-1900000000-85f43e28b348aeb93404Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0udi-3900000000-79fa9d8de9566bec999eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0zfr-7900000000-0a674ea8d4b2d3f65b02Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0pb9-9500000000-98bb6cb1fe4c3f9a5bc7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-2900000000-954c68340e2ec5c96773Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-9400000000-b485c8519f27b43bd31eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9000000000-c7530b5d976c4a448753Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-4f72e350127fc271c203Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001j-9000000000-370f605a1fa54cb29bffSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-9000000000-e5d77a59e81129df0a5cSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID13002
ChEMBL IDCHEMBL351175
KEGG Compound IDC19285
Pubchem Compound ID13591
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31642
CRC / DFC (Dictionary of Food Compounds) IDDFR12-Z:DFR15-C
EAFUS IDNot Available
Dr. Duke IDN-NITROSO-PYRROLIDINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).