CAS 100495-98-5

(3R,4R,5R,6S)-3,4,5-trihydroxy-6-[2-(2-methyl-5-nitro-imidazol-1-yl)ethoxy]tetrahydropyran-2-carboxylic acid

Description:

The chemical substance known as (3R,4R,5R,6S)-3,4,5-trihydroxy-6-[2-(2-methyl-5-nitro-imidazol-1-yl)ethoxy]tetrahydropyran-2-carboxylic acid, with the CAS number 100495-98-5, is a complex organic compound characterized by its tetrahydropyran ring structure, which features multiple hydroxyl groups that contribute to its hydrophilicity and potential for forming hydrogen bonds. The presence of a carboxylic acid functional group indicates acidic properties, while the imidazole moiety suggests potential biological activity, possibly as an antimicrobial agent. The specific stereochemistry, denoted by the (3R,4R,5R,6S) configuration, implies that the compound may exhibit chiral properties, influencing its interaction with biological systems and receptors. This compound is likely to be soluble in polar solvents due to its hydroxyl and carboxylic acid groups, and its structural complexity may allow for various applications in pharmaceuticals or biochemistry, particularly in drug design or as a biochemical probe. Further studies would be necessary to elucidate its specific biological activities and potential therapeutic uses.

Formula: C₁₂H₁₇N₃O₉

InChI: InChI=1S/C12H17N3O9/c1-5-13-4-6(15(21)22)14(5)2-3-23-12-9(18)7(16)8(17)10(24-12)11(19)20/h4,7-10,12,16-18H,2-3H2,1H3,(H,19,20)/t7-,8-,9+,10-,12+/m0/s1

InChI key: InChIKey=KOVNZSSTXZPVCG-GOVZDWNOSA-N

SMILES: C(CO[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O)N2C(N(=O)=O)=CN=C2C

Synonyms:

• 2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl β-D-glucopyranosiduronic acid
• Metronidazole glucuronide
• β-D-Glucopyranosiduronic acid, 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl

Metronidazole b-D-Glucuronide

CAS: 100495-98-5

Formula: C₁₂H₁₇N₃O₉

Color and Shape: Solid

Molecular weight: 347.2781

Ref: IN-DA00024Z

Metronidazole-O-Glucuronide

CAS: 100495-98-5

Formula: C₁₂H₁₇N₃O₉

Color and Shape: White To Off-White Solid

Molecular weight: 347.28

Ref: 4Z-M-6310

Metronidazole O-β-D-glucuronide

CAS: 100495-98-5

Ref: 7W-GC6083

Metronidazole β-D-Glucuronide

Controlled Product

CAS: 100495-98-5

Stability Hygroscopic
Applications A metabolite of Metronidazole.
References Kokwaro, G.O., et al.: Biochem. Pharmacol., 45, 1243 (1993), Sidelmann, U.G. , et al.: Xenobiotica, 26, 709 (1996),

Formula: C₁₂H₁₇N₃O₉

Color and Shape: Neat

Molecular weight: 347.28

Ref: TR-M338890

Metronidazole b-D-glucuronide

CAS: 100495-98-5

Metronidazole b-D-glucuronide is a glycosylated form of metronidazole that is rapidly hydrolyzed by esterases or glucuronidases to the parent drug. Metronidazole b-D-glucuronide has been shown to be an effective inhibitor of bacterial growth, which may be due to its inhibition of DNA synthesis. The drug also has anti-inflammatory and antiproliferative activity in vitro. Metronidazole b-D-glucuronide is a water soluble prodrug that is used as an antimicrobial agent for the treatment of infections caused by susceptible bacteria. It can be custom synthesized with high purity and good yield.

Formula: C₁₂H₁₇N₃O₉

Purity: Min. 95%

Molecular weight: 347.28 g/mol

Ref: 3D-MM31785

Metronidazole β-D-Glucuronide

CAS: 100495-98-5

Formula: C₁₂H₁₇N₃O₉

Molecular weight: 347.28

Ref: ST-EA-CP-M18014