N-Nitrosopiperidine (CHEM004108)

Record Information
Version1.0
Creation Date2016-05-19 01:34:55 UTC
Update Date2026-08-22 19:53:29 UTC
Accession NumberCHEM004108
Identification
Common NameN-Nitrosopiperidine
ClassSmall Molecule
Description
A nitrosamine that is piperidine in which the hydrogen attached to the nitrogen is replaced by a nitroso group. One of the many carcinogens detected in cigarette smoke, it is found in meat, cheese and spices that have been treated with the preservative sodium nitrite.
Contaminant Sources
  • Clean Air Act Chemicals
  • Disinfection Byproducts
  • HPV EPA Chemicals
  • IARC Carcinogens Group 2B
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-NitrosohexahydropyridineChEBI
NO-PipChEBI
N-NitrosopentamethyleneimineMeSH
NitrosopiperidineMeSH
N-NitrosopiperidineMeSH
Chemical FormulaC5H10N2O
Average Molecular Mass114.148 g/mol
Monoisotopic Mass114.079 g/mol
CAS Registry Number100-75-4
IUPAC Name1-nitrosopiperidine
Traditional NameN-nitrosopiperidine
SMILESO=NN1CCCCC1
InChI IdentifierInChI=1S/C5H10N2O/c8-6-7-4-2-1-3-5-7/h1-5H2
InChI KeyUWSDONTXWQOZFN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrosopiperidines. These are piperidines with a nitroso functional group attached to the piperidine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPiperidines
Sub ClassNitrosopiperidines
Direct ParentNitrosopiperidines
Alternative Parents
Substituents
  • 1-nitrosopiperidine
  • 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
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 Solubility20.6 g/LALOGPS
logP0.37ALOGPS
logP0.89ChemAxon
logS-0.74ALOGPS
pKa (Strongest Basic)3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.67 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.19 m³·mol⁻¹ChemAxon
Polarizability11.99 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
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
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID7245
ChEBI ID76324
PubChem Compound ID7526
Kegg Compound IDC19284
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11272112
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=132034
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=148095
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15328585
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19301245
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19748591
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20651851
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21105252
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21860515
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=355103
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=7342373