(S)-nicotine (CHEM041780)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:41:49 UTC
Update Date2016-11-09 01:22:32 UTC
Accession NumberCHEM041780
Identification
Common Name(S)-nicotine
ClassSmall Molecule
DescriptionA Nicotine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(-)-NicotineChEBI
(-)-3-(1-Methyl-2-pyrrolidyl)pyridineChEBI
(-)-3-(N-Methylpyrrolidino)pyridineChEBI
(R)-3-(1-Methyl-2-pyrrolidinyl)pyridineChEBI
(S)-(-)-NicotineChEBI
(S)-3-(1-Methylpyrrolidin-2-yl)pyridineChEBI
(S)-3-(N-Methylpyrrolidin-2-yl)pyridineChEBI
1-Methyl-2-(3-pyridyl)pyrrolidineChEBI
3-(1-Methyl-2-pyrollidinyl)pyridineChEBI
3-(1-Methylpyrrolidin-2-yl)pyridineChEBI
3-(2-(N-Methylpyrrolidinyl))pyridineChEBI
3-(N-Methylpyrollidino)pyridineChEBI
L(-)-NicotineChEBI
L-3-(1-Methyl-2-pyrrolidyl)pyridineChEBI
L-NicotineChEBI
(S)-NicotineKegg
HabitrolKegg
(+)-NicotineHMDB
(R,S)-NicotineHMDB
1-Methyl-2-(3-pyridal)-pyrrolideneHMDB
1-Methyl-2-(3-pyridal)-pyrrolidineHMDB
1-Methyl-2-(3-pyridiyl)pyrrolidineHMDB
2'-beta-H-NicotineHMDB
3-(1-Methyl-2-pyrrolidinyl)-pyridineHMDB
3-(1-Methyl-2-pyrrolidinyl)pyridineHMDB
3-(N-Methylpyrrolidino)pyridineHMDB
3-N-MethylpyrrolidineHMDB
a -N-MethylpyrrolidineHMDB
a-N-MethylpyrrolidineHMDB
alpha-N-MethylpyrrolidineHMDB
beta-Pyridyl-alpha-N-methylpyrrolidineHMDB
D-NicotineHMDB
delta-NicotineHMDB
DestruxolHMDB
DL-TetrahydronicotyrineHMDB
Fumeto bacHMDB
Methyl-2-pyrrolidinyl)pyridineHMDB
NicodermHMDB
Nicotine polacrilexHMDB
R)-(+)-NicotineHMDB
Tartrate, nicotineHMDB
Nicotine bitartrateHMDB
Nicotine tartrateHMDB
Bitartrate, nicotineHMDB
NicotineChEBI
Chemical FormulaC10H14N2
Average Molecular Mass162.232 g/mol
Monoisotopic Mass162.116 g/mol
CAS Registry NumberNot Available
IUPAC Name3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
Traditional Namenicoderm CQ
SMILESCN1CCC[C@H]1C1=CN=CC=C1
InChI IdentifierInChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
InChI KeySNICXCGAKADSCV-JTQLQIEISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyrrolidinylpyridines
Direct ParentPyrrolidinylpyridines
Alternative Parents
Substituents
  • Pyrrolidinylpyridine
  • Alkaloid or derivatives
  • Aralkylamine
  • N-alkylpyrrolidine
  • Heteroaromatic compound
  • Pyrrolidine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • 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 Solubility93.3 g/LALOGPS
logP0.87ALOGPS
logP1.16ChemAxon
logS-0.24ALOGPS
pKa (Strongest Basic)8.58ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area16.13 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.66 m³·mol⁻¹ChemAxon
Polarizability18.59 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-001i-9500000000-f2d4835c504301f9410eSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01q9-7900000000-1e2c38b5e4e7aae10d37Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9800000000-fe889308f7088d47c31dSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-001i-9500000000-f2d4835c504301f9410eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-4900000000-6d65165a4417a6129eebSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-0900000000-3e7377f36ca2547f4885Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-2900000000-a505fff3a4028a6f0d52Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00lr-7900000000-b91a12a16d7688e8679dSpectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-01q9-7900000000-10d401d7ffa1c2cdbd9fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-03di-0900000000-440798524836a27b78b4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-01q9-0900000000-926940dd7f4851dbd73bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-00lr-0900000000-6bccc06d40ab273cf972Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-0159-2900000000-f7512c405bb662e040a6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-014i-7900000000-f1781566be5aee88f6efSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-001i-0900000000-09e9b29571abf3a52e44Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0900000000-16cdb5f23105be4a892bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0900000000-720fe01876c739a30be0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0900000000-85a813588b57acf531feSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0900000000-93a3dae1577f4f2dda53Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-1900000000-cb6f8cec40dd9ed35d00Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00lr-1900000000-1443b1cf22d2de281898Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-0900000000-440798524836a27b78b4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-01q9-0900000000-926940dd7f4851dbd73bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00lr-0900000000-6bccc06d40ab273cf972Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-bf73c660c9fef052a3e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-1900000000-317ad58e8bc4c3092420Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053u-9400000000-ea4895202e26a55d8a9bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-ed813017157d07798ea2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1900000000-02ba66ba693d048f19abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-442e757e1da476d883afSpectrum
MSMass Spectrum (Electron Ionization)splash10-001i-9400000000-47a036aa305825218fa2Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D 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 IDDB00184
HMDB IDHMDB0001934
FooDB IDFDB003968
Phenol Explorer IDNot Available
KNApSAcK IDC00002057
BiGG IDNot Available
BioCyc IDNICOTINE
METLIN ID1526
PDB IDNot Available
Wikipedia LinkNicotine
Chemspider ID80863
ChEBI ID17688
PubChem Compound ID89594
Kegg Compound IDC00745
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
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