CAS 139427-57-9

Pyridinium, 1-β-D-glucopyranuronosyl-3-[(2S)-1-methyl-5-oxo-2-pyrrolidinyl]-, inner salt

Description:

Pyridinium, 1-β-D-glucopyranuronosyl-3-[(2S)-1-methyl-5-oxo-2-pyrrolidinyl]-, inner salt, identified by CAS number 139427-57-9, is a complex organic compound characterized by its pyridinium and glucopyranuronosyl moieties. This substance features a pyrrolidine ring, which contributes to its structural diversity and potential biological activity. The presence of the glucopyranuronosyl group suggests that it may participate in various biochemical interactions, particularly in glycosylation processes. As an inner salt, it indicates that the compound possesses both acidic and basic functional groups, allowing for intramolecular interactions that can influence its solubility and stability in different environments. The compound's unique structure may confer specific pharmacological properties, making it of interest in medicinal chemistry and drug development. Its potential applications could range from serving as a biochemical probe to being utilized in therapeutic contexts, although further studies would be necessary to elucidate its full range of characteristics and biological effects.

Formula: C₁₆H₂₀N₂O₇

InChI: InChI=1S/C16H20N2O7/c1-17-9(4-5-10(17)19)8-3-2-6-18(7-8)15-13(22)11(20)12(21)14(25-15)16(23)24/h2-3,6-7,9,11-15,20-22H,4-5H2,1H3/t9-,11-,12-,13+,14-,15+/m0/s1

InChI key: InChIKey=XWZCZWKUGIQPJD-LKUTUIMVSA-N

SMILES: O[C@H]1[C@@H](O[C@H](C([O-])=O)[C@@H](O)[C@@H]1O)[N+]=2C=C(C=CC2)[C@H]3N(C)C(=O)CC3

Synonyms:

• (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{3-[(2S)-1-methyl-5-oxopyrrolidin-2-yl]pyridinium-1-yl}tetrahydro-2H-pyran-2-carboxylate (non-preferred name)
• Cotinine-N-A-D-Glucuronide
• Cotinine-N-Alpha-D-Glucuronide
• Cotinine-N-B-D-Glucuronide
• Cotinine-N-B-D-Glucuronide, Methyl-D3
• Cotinine-N-Beta-D-Glucuronide
• Cotinine-N-Beta-D-Glucuronide, Methyl-D3
• Cotinine-N-glucuronide
• N-Beta-D-Glucopyranuronosyl-(S)-(-)-Cotinium Inner Salt
• Pyridinium, 1-β-<span class="text-smallcaps">D</span>-glucopyranuronosyl-3-(1-methyl-5-oxo-2-pyrrolidinyl)-, inner salt, (S)-
• Pyridinium, 1-β-<span class="text-smallcaps">D</span>-glucopyranuronosyl-3-[(2S)-1-methyl-5-oxo-2-pyrrolidinyl]-, inner salt
• Pyridinium, 1-β-D-glucopyranuronosyl-3-(1-methyl-5-oxo-2-pyrrolidinyl)-, inner salt, (S)-

Cotinine N-b-D-Glucuronide

CAS: 139427-57-9

Formula: C₁₆H₂₀N₂O₇

Color and Shape: Solid

Molecular weight: 352.3392

Ref: IN-DA001B0N

Cotinine b-D-glucuronide

CAS: 139427-57-9

Ref: 7W-GC1366

Cotinine N-glucuronide

CAS: 139427-57-9

Formula: C₁₆H₂₀N₂O₇

Molecular weight: 352.35

Ref: 4Z-C-557

Cotinine N-β-D-Glucuronide

CAS: 139427-57-9

Stability Hygroscopic
Applications A major metabolite of Nicotine in humans. Carcinogen.
References Benowitz, N., et al.: Clin. Pharmacol. Ther., 56, 483 (1994), Nakajima, M., et al.: Drug Metab. Dispos., 24, 1212 (1996), Messina, E., et al.: J. Pharmacol. Exp. Ther., 282, 1608 (1997), Oscarson, M., et al.: Hum. Mutat., 20, 275 (2002),

Formula: C₁₆H₂₀N₂O₇

Color and Shape: Off White Solid

Molecular weight: 352.34

Ref: TR-C725175

(R)-Cotinine-d3 N-β-D-Glucuronide

Controlled Product

CAS: 139427-57-9

Formula: C₁₆H₁₇D₃N₂O₇

Color and Shape: Neat

Molecular weight: 355.36

Ref: TR-C725178

(S)-Cotinine-d3 N-β-D-Glucuronide

Controlled Product

CAS: 139427-57-9

Formula: C₁₆D₃H₁₇N₂O₇

Color and Shape: Neat

Molecular weight: 355.358

Ref: TR-C725176

Cotinine b-D-glucuronide

CAS: 139427-57-9

Cotinine is a major metabolite of nicotine. It is excreted in the urine and has been extensively studied for its role in nicotine addiction and the development of cancer. Cotinine is also used as a biomarker to identify exposure to tobacco smoke, secondhand smoke, and nicotine replacement therapy. The levels of cotinine are proportional to the number of cigarettes smoked per day, with an average half-life of 15 hours. The concentration can be determined by LC-MS/MS with chemical ionization or LC-MS/MS with electron impact ionization. Cotinine can be hydrolyzed by esterases or glucuronidases, oxidized by cytochrome P450 enzymes, reduced by glutathione reductase, or conjugated with glucuronic acid.

Formula: C₁₆H₂₀N₂O₇

Purity: Min. 95%

Molecular weight: 352.34 g/mol

Ref: 3D-MC10427