CAS 384329-76-4

(3S,4S,5S,6R)-6-[[(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

Description:

The chemical substance with the name "(3S,4S,5S,6R)-6-[[(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid" and CAS number "384329-76-4" is a complex organic molecule characterized by its specific stereochemistry and functional groups. It features a tetrahydropyran ring with multiple hydroxyl groups, indicating its potential as a carbohydrate derivative. The presence of a carboxylic acid group suggests acidic properties, while the amino and purine components may contribute to biological activity, possibly as a nucleoside analog. The cyclopropylamino substituent adds to its structural complexity and may influence its interaction with biological targets. This compound is likely to exhibit solubility in polar solvents due to its hydroxyl and carboxylic acid functionalities, and its stereochemistry may play a crucial role in its pharmacological properties, including receptor binding and metabolic stability. Overall, this substance is of interest in medicinal chemistry and may have applications in drug development.

Formula: C₂₀H₂₆N₆O₇

InChI: InChI=1/C20H26N6O7/c21-20-24-16(23-9-2-3-9)11-17(25-20)26(7-22-11)10-4-1-8(5-10)6-32-19-14(29)12(27)13(28)15(33-19)18(30)31/h1,4,7-10,12-15,19,27-29H,2-3,5-6H2,(H,30,31)(H3,21,23,24,25)/t8-,10+,12+,13+,14+,15?,19-/m1/s1

Abacavir 5''-b-D-glucuronide

CAS: 384329-76-4

Formula: C₂₀H₂₆N₆O₇

Purity: ≥ 98.0%

Color and Shape: Off-white to light yellow powder

Molecular weight: 462.46

Ref: 7W-GC2122

Abacavir 5’-β-D-Glucuronide Sodium Salt

Controlled Product

CAS: 384329-76-4

Stability Hygroscopic
Applications Abacavir 5’-β-D-Glucuronide is a metabolite of Abacavir (A105000). Abacavir is a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.
References (1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)

Formula: C₂₀H₂₅N₆NaO₇

Color and Shape: Neat

Molecular weight: 484.44

Ref: TR-A104985

Abacavir 5'-β-D-glucuronide

CAS: 384329-76-4

Main metabolite of antiretroviral drug Abacavir with potent activity against human immunodeficiency virus type 1 (HIV-1). Abacavir is eliminated by hepatic metabolism to two major metabolites: 5’-glucuronide formed by uridine diphosphate glucuronyl transferase and 5’-carboxylate formed by cytosolic alcohol dehydrogenase.

Formula: C₂₀H₂₆N₆O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 462.46 g/mol

Ref: 3D-MA10017

Abacavir 5\'-β-D-Glucuronide

CAS: 384329-76-4

Formula: C₂₀H₂₆N₆O₇

Molecular weight: 462.46

Ref: ST-EA-CP-A1027