CAS 29315-53-5

Salicyl acyl glucuronide

Description:

Salicyl acyl glucuronide is a chemical compound that serves as a metabolite of salicylic acid, a well-known nonsteroidal anti-inflammatory drug (NSAID). It is characterized by its glucuronide conjugate structure, which is formed through the process of glucuronidation, a common phase II metabolic reaction that enhances the solubility and excretion of various drugs. This compound typically exhibits a polar nature due to the presence of the glucuronic acid moiety, which facilitates its solubility in aqueous environments. Salicyl acyl glucuronide is primarily involved in the detoxification and elimination of salicylic acid from the body. Its formation is significant in pharmacokinetics, as it can influence the therapeutic effects and side effects of salicylic acid. Additionally, this metabolite may have its own biological activities, which can contribute to the overall pharmacological profile of salicylic acid. Understanding the characteristics and behavior of salicyl acyl glucuronide is essential for evaluating the safety and efficacy of salicylate-based therapies.

Formula: C₁₃H₁₄O₉

InChI: InChI=1S/C13H14O9/c14-6-4-2-1-3-5(6)12(20)22-13-9(17)7(15)8(16)10(21-13)11(18)19/h1-4,7-10,13-17H,(H,18,19)/t7-,8-,9+,10-,13-/m0/s1

InChI key: InChIKey=IXVVXKRKCLJCKA-UNLLLRGISA-N

SMILES: O(C(=O)C1=C(O)C=CC=C1)[C@@H]2O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]2O

Synonyms:

• Glucopyranosiduronic acid, 1-salicylate, β-<span class="text-smallcaps">D</span>-
• Salicyl acyl glucuronide
• Salicylic acid glucuronide
• Salicylic acid, β-<span class="text-smallcaps">D</span>-glucopyranuronosyl ester
• beta-D-Glucopyranuronic acid, 1-(2-hydroxybenzoate)
• β-<span class="text-smallcaps">D</span>-Glucopyranuronic acid, 1-(2-hydroxybenzoate)
• Salicylic acid, β-D-glucopyranuronosyl ester
• Glucopyranosiduronic acid, 1-salicylate, β-D-
• β-D-Glucopyranuronic acid, 1-(2-hydroxybenzoate)

Salicylic Acid Acyl-β-D-Glucuronide

CAS: 29315-53-5

Formula: C₁₃H₁₄O₉

Color and Shape: White To Off-White Solid

Molecular weight: 314.25

Ref: 4Z-S-351

Salicylic acid-acyl-β-D-glucuronide

CAS: 29315-53-5

Salicylic acid-acyl-β-D-glucuronide

Purity: >98%

Molecular weight: 314.24g/mol

Ref: 54-BICL4196

Salicylic acid acyl-β-D-glucuronide

CAS: 29315-53-5

Ref: 7W-GC2468

Salicylic Acid Impurity 6

CAS: 29315-53-5

Formula: C₁₁H₁₄O₄

Color and Shape: White To Off-White Solid

Molecular weight: 210.23

Ref: 4Z-S-3514

Salicylic Acid Acyl-b-D-glucuronide

Controlled Product

CAS: 29315-53-5

Applications Salicylic Acid Acyl-β-D-glucuronide is a metabolite of Salicylic Acid (S088125), an impurity of Acetylsalicylic Acid (A187780). Acetylsalicylic Acid Impurity B.
References Walter, M., et al.: Eur. J. Biochem., 1996, 239, 281 (1996); Liu, J. et al.: J. Pharm. Exp. Ther., 278, 277 (1996); Bantignies, B., et al.: Plant Mol. Biol., 42, 871 (2000); Bais, H., et al.: J. Biol. Chem., 278, 32413 (2003); Finkler, C., et al.: Genetica, 124, 117 (2005);

Formula: C₁₃H₁₄O₉

Color and Shape: Neat

Molecular weight: 314.24

Ref: TR-S088135

Salicylic acid-acyl-b-D-glucuronide

CAS: 29315-53-5

Salicylic acid-acyl-b-D-glucuronide is an anti-inflammatory compound that is found in the urine of diabetic patients. It has been shown to inhibit the production of a number of proinflammatory compounds, including prostaglandin E2 (PGE2), in human serum. Salicylic acid-acyl-b-D-glucuronide is formed by the reaction of salicylic acid with acetylsalicylic acid. The rate of formation is dependent on the concentration of salicylic acid and pH. The reactive product can form covalent adducts with tyrosinase and other proteins, leading to inhibition of tyrosinase activity and melanin synthesis.

Formula: C₁₃H₁₄O₉

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 314.24 g/mol

Ref: 3D-MS44634