NICOTINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H14N2
Molecular Weight	162.2316
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of NICOTINE

Structure Search

SMILES

CN1CCC[C@H]1C2=CN=CC=C2

InChI

InChIKey=SNICXCGAKADSCV-JTQLQIEISA-N

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

HIDE SMILES / InChI

Molecular Formula	C10H14N2
Molecular Weight	162.2316
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:07:38 UTC 2023` Edited by `admin` on `Fri Dec 15 15:07:38 UTC 2023`
Record UNII	6M3C89ZY6R
Record Status	`Validated (UNII)`
Record Version

Download

Related Record	Type

Name

Type

Language

NICOTINE

Systematic Name

English

NICOTINE [HSDB]

Common Name

English

NSC-5065

Code

English

Nicotine [WHO-DD]

Common Name

English

NICODERM CQ

Brand Name

English

NICOTINE [ISO]

Common Name

English

NICOTINE [MI]

Common Name

English

PYRIDINE, 3-((2S)-1-METHYL-2-PYRROLIDINYL)-

Systematic Name

English

NICOTINE [VANDF]

Common Name

English

PROSTEP

Brand Name

English

3-((2S)-1-METHYLPYRROLIDIN-2-YL)PYRIDINE

Systematic Name

English

3-((2S)-1-METHYL-2-PYRROLIDINYL)PYRIDINE

Systematic Name

English

HABITROL

Brand Name

English

NICOTINUM

Common Name

English

NICOTINE COMPONENT OF COMMIT

Brand Name

English

NICOTINE (TPD)

Common Name

English

NICOTINE [EP MONOGRAPH]

Common Name

English

NICOTINE [USP MONOGRAPH]

Common Name

English

NICOTINUM [HPUS]

Common Name

English

NICOTINE [ORANGE BOOK]

Common Name

English

NICOTINE COMPONENT OF NICORETTE

Brand Name

English

β-Pyridyl-α-N-methyl pyrrolidine

Common Name

English

NICOTINE S(-)

Common Name

English

NICOTROL

Brand Name

English

NICOTINE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C221

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

LIVERTOX

NBK548698

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

WHO-ATC

N07BA01

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

NDF-RT

N0000175706

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

WHO-VATC

QP53AX13

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

WHO-VATC

QN07BA01

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

EPA PESTICIDE CODE

56702

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

NDF-RT

N0000006496

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

NCI_THESAURUS

C73579

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

NDF-RT

N0000006496

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

Code System Code Type Description

MESH

D009538

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

RXCUI

7407

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

SMS_ID

100000079991

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

IUPHAR

2585

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

NCI_THESAURUS

C691

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

WIKIPEDIA

Nicotine replacement therapy

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

CHEBI

17688

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

PUBCHEM

89594

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

HSDB

1107

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

WIKIPEDIA

NICOTINE

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

ChEMBL

CHEMBL3

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

DRUG BANK

DB00184

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

EPA CompTox

DTXSID1020930

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

EVMPD

SUB14645MIG

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

LACTMED

Nicotine

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

CAS

54-11-5

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

ALANWOOD

nicotine

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

EVMPD

SUB30160

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

DRUG CENTRAL

1920

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

MERCK INDEX

m7879

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

Merck Index

NSC

5065

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

FDA UNII

6M3C89ZY6R

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

ECHA (EC/EINECS)

200-193-3

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

DAILYMED

6M3C89ZY6R

Created by admin on Fri Dec 15 15:07:38 UTC 2023 , Edited by admin on Fri Dec 15 15:07:38 UTC 2023

PRIMARY

Related Record Type Details


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE


					6M3C89ZY6R

NICOTINE

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (TITRATION)

Qualification:

EP

Amount:


					P4J1I8C6CX

NEURONAL ACETYLCHOLINE RECEPTOR SUBUNIT ALPHA-7

TARGET -> AGONIST

Comments:

NICOTINE IS AN ANTIHERBIVORY ALKALOID AND POTENT PARASYMPATHOMIMETIC STIMULANT AND FOUND IN PLANTS, MOSTLY THOSE IN THE NIGHTSHADE FAMILY. NICOTINE ACTS AS A RECEPTOR AGONIST AT MOST NICOTINIC ACETYLCHOLINE RECEPTORS (NACHRS), EXCEPT AT TWO NICOTINIC RECEPTOR SUBUNITS (NACHR.ALPHA.9 AND NACHR.ALPHA.10) WHERE IT ACTS AS A RECEPTOR ANTAGONIST.

Amount:


					6M3C89ZY6R

NICOTINE

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (TITRATION)

Qualification:

USP

Amount:


					7892ZN5G41

NICOTINE BITARTRATE ANHYDROUS

SALT/SOLVATE -> PARENT


					X656TZ86DX

N-NITROSONORNICOTINE

DERIVATIVE -> PARENT

Comments:

Carcinogenic substance present in cigarette smoke

Amount:


					744Q1CL77H

NICOTINE SALICYLATE

SALT/SOLVATE -> PARENT


					LSV6GBW93D

NICOTINE HEMICITRATE

SALT/SOLVATE -> PARENT


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					3OV8HVI592

AMINE OXIDASE (FLAVIN-CONTAINING) B

METABOLIC ENZYME -> INHIBITOR

Amount:


					2KC7KP5BGA

NEURONAL ACETYLCHOLINE RECEPTOR SUBUNIT ALPHA-4

TARGET -> INHIBITOR

Interaction Type:

BINDING

Qualification:

IC50

Amount:


					JZ7JBT2MTT

URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B10

METABOLIC ENZYME -> SUBSTRATE

NICOTINE BETADEX

SUB_CONCEPT->SUBSTANCE


					F0PHZ04D78

NICOTINE DICITRATE

SALT/SOLVATE -> PARENT


					6YR2608RSU

PARENT -> CONSTITUENT ALWAYS PRESENT

Comments:

Nicotine (mg/cigarette) Domestic = 12.6 SD(1.6) Imported = 11.1 SD(2.2)


					UX4GTH155W

NICOTINE SULFATE

SALT/SOLVATE -> PARENT


					246D9TQ2XG

CYTOCHROME P450 2A6

METABOLIC ENZYME -> SUBSTRATE


					I16I55623S

NICOTINE DIHYDROCHLORIDE

SALT/SOLVATE -> PARENT


					R7M676M8YV

NICOTINE BITARTRATE

SALT/SOLVATE -> PARENT


					T397A2CQJ9

LABELED -> NON-LABELED


					6DX9Y74D3E

ATI-1013

INHIBITOR -> TARGET

Comments:

BINDS TO NICOTINE PREVENTS ACTION

Amount:

NICOTINE POLACRILEX

SUB_CONCEPT->SUBSTANCE


					8XAS3GPB3T

NICOTINE LACTATE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					6V35J35GP5

NICOTINE N'-OXIDE, (1'S,2'S)-

METABOLITE LESS ACTIVE -> PARENT

Comments:

75% is converted into cotintine which is further metabolized.

Interaction Type:

MAJOR

Qualification:

PLASMA; URINE

Amount:


					K5161X06LL

COTININE

METABOLITE -> PARENT

Comments:

circulating nicotine is metabolized to cotinine by cytochrome P450 and aldehyde oxidase

Interaction Type:

MAJOR


					6V35J35GP5

NICOTINE N'-OXIDE, (1'S,2'S)-

METABOLITE -> PARENT

Comments:

in animals both N-oxide isomers form, in humans only the transisomers form.

Interaction Type:

MAJOR

Qualification:

URINE

Amount:


					CB9VB3OLM0

NICOTINE N-GLUCURONIDE

METABOLITE -> PARENT

Comments:

The extent of nicotine N-glucuronidation by African Americans is significantly lower than by Whites.


					H7LH47Y29A

3'-HYDROXYCOTININE, TRANS-

METABOLITE -> PARENT

Qualification:

PLASMA; URINE

Amount:


					E3PE1559SW

COTININE N-GLUCURONIDE

METABOLITE -> PARENT

Comments:

The extent of Cotinine N-glucuronidation by African Americans is significantly lower than by Whites.


					OL86R2ULD8

BA-2702

METABOLITE INACTIVE -> PARENT

Related Record Type Details


					9O0A545W4L

MYOSMINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP


					83H6L5QD8Z

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP


					K5161X06LL

COTININE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP


					XN4R1LH79Y

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP


					5PP654XB7D

ANATABINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP


					LMS11II2LO

ANABASINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP


					9R173T257I

NICOTINE N'-OXIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Related Record Type Details


					6M3C89ZY6R

NICOTINE

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC