CAS 486-56-6|CAS 32162-64-4|S-(-)-Cotinine|(5R)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one|(5R)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one|(5S)-(-)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one|R-(+)-Coti...

General Information

Structure

Molecular Formula

C₁₀H₁₂N₂O

Molecular Mass

176.21508

Exact Mass

176.09496301

Charge

InChI

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-/m1/s1

InChIKey

UIKROCXWUNQSPJ-SECBINFHSA-N

Canonic Smiles

O=C1CC[C@@H](N1C)c1cccnc1

Isomeric Smiles

n1cccc(c1)[C@@H]1N(C(=O)CC1)C

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

0.14203912

LogD (pH = 7.4)

0.20968148

Log P

0.21063453

Molar Refractivity

49.2805

Polarizability

19.111326

Polar Surface Area

33.2

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

S-(-)-Cotinine(5S)-(-)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-oneR-(+)-Cotinine(5R)-(+)-1-Methyl-5-(3-pyridiyl)-2-pyrrolidinone(R)-CotinineBa 2701(+)-Cotinine

IUPAC Traditional name

(5R)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

IUPAC name

(5R)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

Registration numbers

Properties

Safety Information

Harmful/Irritant

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

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Product Information

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Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

OR7251T

A major metabolite of nicotine in humans.

TRC

C724990

The R metabolite of Nicotine. This is the unnatural isomer of Cotinine. Carcinogen.

Molecule Details

References

PubChem Literature

From Data Sources

• Thompson, J.A., et al.: J. Chromatog., 231, 53 (1957)

• Frankenburg, V.: J. Am. Chem. Soc., 79, 149 (1957)

• Seeman, J.I., et al.: J. Org. Chem., 51, 1548 (1986)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

Synonyms

S-(-)-Cotinine(5S)-(-)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-oneR-(+)-Cotinine(5R)-(+)-1-Methyl-5-(3-pyridiyl)-2-pyrrolidinone(R)-CotinineBa 2701(+)-Cotinine

IUPAC Traditional name

(5R)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

IUPAC name

(5R)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

Registration numbers

CAS Number

486-56-632162-64-4

MDL Number

MFCD00077696

PubChem SID

162078205

PubChem CID