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Substance Name: Cotinine [INN]
RN: 486-56-6
UNII: K5161X06LL
InChIKey: UIKROCXWUNQSPJ-VIFPVBQESA-N

Note

  • The N-glucuronide conjugate of cotinine is a major urinary metabolite of NICOTINE. It thus serves as a biomarker of exposure to tobacco SMOKING. It has CNS stimulating properties.

Molecular Formula

  • C10-H12-N2-O

Molecular Weight

  • 176.2178
 

Classification Codes

  • Drug / Therapeutic Agent
  • Indicators and Reagents

Names and Synonyms

Name of Substance

  • Cotinine
  • Cotinine [INN]

MeSH Heading

  • Cotinine

Synonyms

  • (-)-Cotinine
  • (S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone
  • (S)-Cotinine
  • 5-24-02-00504 (Beilstein Handbook Reference)
  • BRN 0083099
  • CCRIS 7625
  • Cotinina
  • Cotinina [INN-Spanish]
  • Cotinine
  • Cotininum
  • Cotininum [INN-Latin]
  • EINECS 207-634-9
  • HSDB 7805
  • NIH 10498
  • UNII-K5161X06LL

Systematic Names

  • (S)-(-)-Cotinine
  • 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (5S)-
  • 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (S)- (9CI)
  • Cotinine

Registry Numbers

CAS Registry Number

  • 486-56-6

FDA UNII

  • K5161X06LL

System Generated Number

  • 0000486566

Structure Descriptors

InChI

1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1

InChIKey

UIKROCXWUNQSPJ-VIFPVBQESA-N

Smiles

[C@H]1(c2cccnc2)N(C(=O)CC1)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 930mg/kg (930mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 137, Pg. 313, 1962.
mouse LD50 oral 1604mg/kg (1604mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 137, Pg. 313, 1962.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 41 deg C   EXP
log P (octanol-water) 0.07 (none)   EXP
Water Solubility 9.99E+05 mg/L 25 EST
Vapor Pressure 8.55E-05 mm Hg 25 EST
Henry's Law Constant 3.33E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.61E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.