Nicotine


PubChem CID 89594
Molecular Formula C10H14N2
Structure Compound Image
Synonyms
nicotine
L-Nicotine
54-11-5
(-)-Nicotine
(S)-Nicotine
(S)-3-(1-methylpyrrolidin-2-yl)pyridine
Habitrol
(S)-(-)-Nicotine
Nicotrol
Nicoderm
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
Nicotine polacrilex
Fumetobac
Micotine
Nicocide
Prostep
Tendust
Nico-dust
Nicoderm Cq
Nicotine alkaloid
Emo-nik
Nico-Fume
Mach-Nic
Nic-Sal
Flux MAAG
Nicotina
Nikotyna
Ortho N-4 dust
Ortho N-5 dust
XL All Insecticide
Niagara P.A. dust
Destruxol orchid spray
L(-)-nicotine
3-(N-Methylpyrollidino)pyridine
3-(N-Methylpyrrolidino)pyridine
Nicabate
Nicorette
Nicotinum
Niquitin
Tabazur
L-3-(1-Methyl-2-pyrrolidyl)pyridine
Caswell No. 597
Ortho N-4 and N-5 dusts
Nicotin
(-)-3-(1-Methyl-2-pyrrolidyl)pyridine
(S)-3-(1-Methyl-2-pyrrolidinyl)pyridine
RCRA waste number P075
1-Methyl-2-(3-pyridyl)pyrrolidine
NSC 5065
S-(-)-Nicotine
Nikotin
ENT 3,424
3-(2-(N-methylpyrrolidinyl))pyridine
CCRIS 1637
fumeto bac
HSDB 1107
Pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S)-
3-((2S)-1-methylpyrrolidin-2-yl)pyridine
EINECS 200-193-3
UNII-6M3C89ZY6R
nicotine s(-)
(-)-3-(N-Methylpyrrolidino)pyridine
3-(1-Methyl-2-pyrollidinyl)pyridine
beta-Pyridyl-alpha-N-methylpyrrolidine
EPA Pesticide Chemical Code 056702
beta-Pyridyl-alpha-N-methyl pyrrolidine
6M3C89ZY6R
Pyrrolidine, 1-methyl-2-(3-pyridal)-
DTXSID1020930
CHEBI:17688
(S)-3-(N-methylpyrrolidin-2-yl)pyridine
AI3-03424
3-(1-Methyl-2-pyrrolidinyl)pyridine
Nicotine [USP:BAN]
Pyridine, 3-(tetrahydro-1-methylpyrrol-2-yl)
MFCD00006369
Pyrrolidine, 1-methyl-2-(3-pyridyl)-
DTXCID50930
EC 200-193-3
Pyridine, 3-((2S)-1-methyl-2-pyrrolidinyl)-
NSC-5065
1-Methyl-2-(3-pyridiyl)pyrrolidine
Nikotin [German]
Nikotyna [Polish]
104062-50-2
Nicotina [Italian]
Nicotine (USP:BAN)
Nicotrol Inhaler
NICOTINE (MART.)
NICOTINE [MART.]
Nicotrol NS
Nicotine [for single use]
NICOTINE-L (BASE)
destruxol
Pyridine, 3-[(2S)-1-methyl-2-pyrrolidinyl]-
3-((2S)-1-METHYL-2-PYRROLIDINYL)PYRIDINE
(-)-1-Methyl-2-(3-pyridyl)pyrrolidine
NICOTINE (EP MONOGRAPH)
NICOTINE [EP MONOGRAPH]
NICOTINE (USP MONOGRAPH)
NICOTINE [USP MONOGRAPH]
Nicotine [BSI:ISO]
Exodus
Nicotine-D salicylate
CAS-54-11-5
DL-tetrahydronicotyrine
Habitrol (TN)
Nicotine (USP)
Nicotine [ISO]
SMR000059074
(S)-(-)-Nicotine (1.0 mg/mL in Methanol)
methyl-2-pyrrolidinyl)pyridine
UN1654
RCRA waste no. P075
CHEBI:18723
blip
Nicorelief
bjwc nicotine
euqate nicotine
NicoretteMint
NicotineMini
nictoine gum
delta-Nicotine
Lucy nicotine
Nicorette gum
Equate Nicotine
Leader Nicotine
Rexall Nicotine
Maxi Nicotine
Mini Nicotine
Nicotine betadex
Nicotine Mini
Nicotinum,
Careone Nicotine
Good Sense
Habitrol Lozenge
NicoretteOriginal
Sunmark Nicotine
Topcare Nicotine
1-methyl-2-(3-pyridal)-pyrrolidene
HabitrolStep 1
HabitrolStep 2
HabitrolStep 3
Equaline Nicotine
HEB Nicotine
Nicotine polarilex
Nicotinetransdermal
Stop Smoking Aid
nicotinemint flavor
NicotineSugar Free
Care One Nicotine
DG Health nicotine
NicoretteFresh Mint
3-(1-Methyl-2-pyrrolidyl)pyridine
Basic Care Nicotine
Good Sense Nicotine
NicoretteFruit Chill
Up and Up Nicotine
Health Mart Nicotine
MACHNIC
NICODERMCQ
Topcare Nicotine Gum
a-N-methylpyrrolidine
Campbell's nico-soap
Caswell No 597
3-N-methylpyrrolidine
Habitrol LozengeCherry
Members Mark Nicotine
R)-(+)-nicotine
good sense nicotinemint
Harris Teeter Nicotine
a -N-methylpyrrolidine
NicoretteCinnamon Surge
TEN DUST
CHEMBL3
NIAGARA PA DUST
Signature Care Nicotine
1uw6
exchange select nicotine
family wellness nicotine
NicoretteSpearmint Burst
Nicotine PolacrilexMINT
NicoretteWhite Ice Mint
basic care nicotine mini
NICOTINE [HSDB]
up and up mini nicotine
NICOTINE (TPD)
alpha-N-methylpyrrolidine
NICOTINE [MI]
Nicotine [UN1654]
NICOTINE [VANDF]
Nicotinetransdermal system
NICOTINUM [HPUS]
(S)-(-)--nicotine
foster and thrive nicotine
Nicotine COATED ice mint
Nicotine Polacrilexoriginal
Kirkland Signature Quit 2
Kirkland Signature Quit 4
bmse000105
Kirkland Signature Nicotine
Members Mark Mini Nicotine
NICOTINE [WHO-DD]
(2S) 3-(1-Methyl-pyrrolidin-2-yl)-pyridine
Berkley and Jensen Nicotine
NICOTINE, (LIQUID)
Nicotine polacrilex [USAN]
Pyridine, 3-(1-methyl-2-pyrrolidinyl)-,(S)-
S-()-Nicotine-pyridine-d4
SCHEMBL20192
MLS001055457
MLS001335905
Nicotine Polacrilexcoated mint
BIDD:GT0599
Habitrol LozengeOriginal Flavor
NICOTINE [ORANGE BOOK]
Good Neighbor Pharmacy Nicotine
GTPL2585
BDBM82070
l-Nicotine, 1mg/ml in Methanol
Nicotine Polacrilexcoated cinnamon
Nicotine Transdermal System Patch
Nicotinetransdermal system step 2
l-Nicotine, 10mg/ml in Methanol
l-Nicotine, 50mg/ml in Methanol
Nicotine PolacrilexOrigianl Flavor
Nicotine PolacrilexOriginal Flavor
Nicotine Transdermal SystemStep 1
Nicotine Transdermal SystemStep 2
Nicotine Transdermal SystemStep 3
HMS2230H17
HMS3259E16
Nicotine [UN1654] [Poison]
Nicotine PolacrilexCoated Ice Mint
good neighbor pharmacy nicotine mini
HY-B0638
l-Nicotine, 100mg/ml in Methanol
Nicotine 10 microg/mL in Methanol
NICOTINE COMPONENT OF COMMIT
NICOTINETransdermal System Step 1
NICOTINETransdermal System Step 3
Good Sense NicotineStop Smoking Aid
Tox21_201814
Tox21_300174
Nicotine 100 microg/mL in Methanol
PDSP1_000113
PDSP1_000465
PDSP2_000463
PDSP2_000555
1-methyl-2-(3-pyridal)-Pyrrolidine
AKOS016843798
Nicotac Nicotine PolacrilexCoated Mint
Nicotine 1000 microg/mL in Methanol
NICOTINE COMPONENT OF NICORETTE
3-(1-methyl-2-pyrrolidinyl)-Pyridine
CCG-204892
CS-3999
DB00184
NC00577
SB12751
SDCCGMLS-0066911.P001
SDCCGSBI-0050785.P004
USEPA/OPP Pesticide Code: 056702
NCGC00090693-01
NCGC00090693-02
NCGC00090693-03
NCGC00090693-04
NCGC00090693-05
NCGC00090693-06
NCGC00090693-07
NCGC00090693-08
NCGC00090693-09
NCGC00254095-01
NCGC00259363-01
(-)-Nicotine, >=99% (GC), liquid
Nicotac Nicotine PolacrilexCoated Cinnamon
3-[(S)-1-Methylpyrrolidin-2-yl]pyridine
NICOTINE COMPOUND, LIQUID, N.O.S.
SBI-0050785.P003
CAS_29790-52-1
N0079
NS00010445
NICOTINE PREPARATION, LIQUID, N.O.S.
C00745
D03365
EN300-304948
LEADER NICOTINE TRANSDERMAL SYSTEMSTEP 1
LEADER NICOTINE TRANSDERMAL SYSTEMSTEP 2
LEADER NICOTINE TRANSDERMAL SYSTEMSTEP 3
P10017
PYRROLIDENE, 1-METHYL-2-(3-PYRIDAL)-
(-)-.beta.-Pyridyl-.alpha.-N-methylpyrrolidine
AB00694322_12
(-)-Nicotine, PESTANAL(R), analytical standard
J-500021
SR-05000001762-5
BRD-K05395900-322-02-1
BRD-K05395900-322-04-7
BRD-K05395900-322-05-4
Pyridine, 3-(tetrahydro-1-methylpyrrol-2-yl), (S)-
Q28086552
PYRIDINE, 3-(TETRAHYDRO-1-METHYL PYRROL-2-YL)
Z1198150037
434F7990-3240-4A43-ACEC-E6CC1E495FA0
(S)-(-)-NICOTINE; 3-[(2S)-1-METHYL-2-PYRROLIDINYL] PYRIDINE

Computed Descriptors


IUPAC Name 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
SMILES CN1CCC[C@H]1C2=CN=CC=C2
Canonical SMILES CN1CCCC1C2=CN=CC=C2
InChI InChI=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
InChIKey SNICXCGAKADSCV-JTQLQIEISA-N

Computed Properties

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Molecular Weight 162.23 g/mol
XLogP3 1.2
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 1
Exact Mass 162.116
Monoisotopic Mass 162.116
Topological Polar Surface Area 16.1
Heavy Atom Count 12
Formal Charge 0
Complexity 147
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1

Annotation

  • N - Nervous system
  • N07 - Other nervous system drugs
  • N07B - Drugs used in addictive disorders
  • N07BA - Drugs used in nicotine dependence|D018377 - Neurotransmitter Agents
  • D018678 - Cholinergic Agents
  • D018679 - Cholinergic Agonists|D018373 - Peripheral Nervous System Agents
  • D001337 - Autonomic Agents
  • D005731 - Ganglionic Stimulants|D000077444 - Smoking Cessation Agents|C78272 - Agent Affecting Nervous System
  • C47796 - Cholinergic Agonist
  • C73579 - Nicotinic Agonist
  • 5 pairs of Verified P450 and Nicotine


    Insect Gene Symbol Validation Reference
    Aphis gossypii CYP6CY22 R,D
    Bemisia tabaci CYP6CM1 R
    Myzus persicae CYP6CY3 D
    Nilaparvata lugens CYP6AY1 R
    Spodoptera litura CYP9A75A R