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Record Information
Version4.0
Creation Date2005-11-16 15:48:42 UTC
Update Date2017-09-25 19:15:46 UTC
HMDB IDHMDB0001010
Secondary Accession Numbers
  • HMDB01010
StatusExpected but not Quantified
Metabolite Identification
Common NameNicotine imine
DescriptionNicotine-delta 1'-(5')-iminium ion is an intermediate in the metabolic conversion of nicotine to cotinine. This product is generated by liver enzymes.
Structure
Thumb
Synonyms
ValueSource
(S)-1-(Methylene-11C)-2-(3-pyridinyl)-pyrrolidiumHMDB
(S)-1-(Methylene-11C)-2-(3-pyridinyl)pyrrolidiniumHMDB
11C-Nicotine imineHMDB
Nicotine iminiumHMDB
Nicotine-delta 1'-(5')-iminiumHMDB
Nicotine delta 1'(5)' iminium ionMeSH
Chemical FormulaC10H13N2
Average Molecular Weight161.2236
Monoisotopic Molecular Weight161.107873426
IUPAC Name1-methyl-2-(pyridin-3-yl)-3,4-dihydro-2H-pyrrol-1-ium
Traditional Name1-methyl-2-(pyridin-3-yl)-3,4-dihydro-2H-pyrrol-1-ium
CAS Registry Number74710-78-4
SMILES
C[N+]1=CCCC1C1=CC=CN=C1
InChI Identifier
InChI=1S/C10H13N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6-8,10H,3,5H2,1H3/q+1
InChI KeyGTQXYYYOJZZJHL-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
KingdomChemical entities
Super ClassOrganic compounds
ClassAlkaloids and derivatives
Sub ClassNot Available
Direct ParentAlkaloids and derivatives
Alternative Parents
Substituents
  • Alkaloid or derivatives
  • Pyridine
  • Heteroaromatic compound
  • Pyrroline
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition
Biological Location:
Source:
Subcellular:
Biofluid and excreta:
Organ and components:
Process
Naturally occurring process:
Biological process:
Biochemical pathway:
Role
Biological role:
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.21 mg/mLALOGPS
logP-1.9ALOGPS
logP-2.9ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)4.46ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area15.9 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity59.8 m3·mol-1ChemAxon
Polarizability18.14 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
Pathways
NameSMPDB/PathwhizKEGG
Nicotine Metabolism PathwayPw000604Pw000604 greyscalePw000604 simpleNot Available
Nicotine PathwayPw000430Pw000430 greyscalePw000430 simpleNot Available
Displaying all 2 entries
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDDBMET00516
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDFDB022368
      KNApSAcK IDNot Available
      Chemspider ID418
      KEGG Compound IDNot Available
      BioCyc IDCPD-3186
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB0001010
      METLIN ID5940
      PubChem Compound431
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available