CAS 1314116-53-4

Clopidogrel-β-<span class="text-smallcaps">D</span>-glucuronide

Description:

Clopidogrel-β-D-glucuronide is a metabolite of the antiplatelet medication clopidogrel, which is commonly used to prevent blood clots in patients with cardiovascular diseases. This compound is formed through the glucuronidation process, where a glucuronic acid moiety is conjugated to clopidogrel, enhancing its solubility and facilitating excretion. The chemical structure of clopidogrel-β-D-glucuronide features a glucuronide group linked to the clopidogrel molecule, which is characterized by its thienopyridine structure. This metabolite retains some pharmacological activity, contributing to the overall therapeutic effects of clopidogrel. It is typically analyzed in pharmacokinetic studies to understand the drug's metabolism and efficacy. The compound is soluble in water due to the presence of the glucuronic acid, which also influences its distribution and elimination in the body. Understanding the characteristics of clopidogrel-β-D-glucuronide is essential for optimizing clopidogrel therapy and managing potential drug interactions or side effects.

Formula: C₂₁H₂₂ClNO₈S

InChI: InChI=1S/C21H22ClNO8S/c22-12-4-2-1-3-11(12)14(23-7-5-13-10(9-23)6-8-32-13)20(29)31-21-17(26)15(24)16(25)18(30-21)19(27)28/h1-4,6,8,14-18,21,24-26H,5,7,9H2,(H,27,28)/t14-,15-,16-,17+,18-,21-/m0/s1

InChI key: InChIKey=TUBQAJBXTWIXFX-CLCCAKIRSA-N

SMILES: [C@H](C(O[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O)=O)(N2CC3=C(CC2)SC=C3)C4=C(Cl)C=CC=C4

Synonyms:

• Clopidogrel-β-D-glucuronide
• β-D-Glucopyranuronic acid, 1-[(αS)-α-(2-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate]
• Clopidogrel acyl-O-β-D- Glucuronide
• 1-[α-(2-Chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate] β-D-Glucopyranuronic Acid
• Clopidogrel Acyl-beta-D-Glucuronide
• Clopidogrel Acyl--D-glucuronide

Clopidogrel-β-D-glucuronide ((2S,3S,4S,5R,6S)-6-((S)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid)

CAS: 1314116-53-4

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₂₁H₂₂ClNO₈S

Color and Shape: White Off-White Solid

Molecular weight: 483.07547

Ref: 45-1A01360

Clopidogrel Acyl-β-D-Glucuronide

CAS: 1314116-53-4

Formula: C₂₁H₂₂ClNO₈S

Color and Shape: White To Off-White Solid

Molecular weight: 483.92

Ref: 4Z-C-134

Clopidogrel acyl glucuronide

CAS: 1314116-53-4

Clopidogrel is a prodrug that is metabolized to the active form, clopidogrel acyl glucuronide (CPG). The glucuronide conjugate of CPG is excreted in urine and can be used as a potential biomarker for drug interactions. Clopidogrel acyl glucuronide is an inhibitor of CYP2C19, CYP1A2, and CYP3A4 which may lead to drug-drug interactions. Clopidogrel also inhibits uptake by P-glycoprotein and efflux by MRPs. The uptake of CPG in the liver cells from the blood stream is low due to its high affinity for proteins such as albumin. This makes it difficult to measure plasma concentrations of CPG and its metabolites. However, CPG can be detected in human liver microsomes using liquid chromatography with tandem mass spectrometry (LC-MS/MS) analysis. The metabolite

Formula: C₂₁H₂₂ClNO₈S

Purity: Min. 95%

Molecular weight: 483.92 g/mol

Ref: 3D-MC31652

Clopidogrel Acyl-b-D-glucuronide

Controlled Product

CAS: 1314116-53-4

Applications A metabolite of Clopidogrel.

Formula: C₂₁H₂₂ClNO₈S

Color and Shape: Neat

Molecular weight: 483.92

Ref: TR-C587245

Clopidogrel Acyl-β-D-glucuronide

Controlled Product

CAS: 1314116-53-4

Formula: C₂₁H₁₈ClD₄NO₈S

Color and Shape: Neat

Molecular weight: 483.92

Ref: TR-C587247

Clopidogrel Acyl-β-D-Glucuronide

CAS: 1314116-53-4

Formula: C₂₁H₂₂ClNO₈S

Molecular weight: 483.92

Ref: ST-EA-CP-C2079

Clopidogrel-β-D-glucuronide

CAS: 1314116-53-4

Clopidogrel-β-D-glucuronide is a metabolite of Clopidogrel. It directly interacts with the CYP2C8 enzyme and strongly inhibits the hepatic enzyme CYP2C8.

Formula: C₂₁H₂₂ClNO₈S

Color and Shape: Solid

Molecular weight: 483.919

Ref: TM-T206623