CAS 190448-57-8: Ezetimibe glucuronide

Description: Ezetimibe glucuronide is a metabolite of the cholesterol absorption inhibitor ezetimibe, primarily formed through the process of glucuronidation in the liver. This compound is characterized by its role in enhancing the pharmacological effects of ezetimibe by increasing its solubility and facilitating its excretion. Ezetimibe itself works by selectively inhibiting the intestinal absorption of cholesterol, thereby lowering serum cholesterol levels. The glucuronide form is typically more polar, which can influence its bioavailability and pharmacokinetics. In terms of chemical structure, ezetimibe glucuronide features a glucuronic acid moiety linked to the ezetimibe molecule, which alters its interaction with biological systems. This modification can affect its efficacy and safety profile, making it an important consideration in pharmacotherapy for hyperlipidemia. The compound is generally studied in the context of drug metabolism and pharmacodynamics, contributing to a better understanding of how ezetimibe functions in the body and its potential therapeutic benefits.

Formula: C₃₀H₂₉F₂NO₉

InChI: InChI=1S/C30H29F2NO9/c31-17-5-1-15(2-6-17)22(34)14-13-21-23(33(28(21)38)19-9-7-18(32)8-10-19)16-3-11-20(12-4-16)41-30-26(37)24(35)25(36)27(42-30)29(39)40/h1-12,21-27,30,34-37H,13-14H2,(H,39,40)/t21-,22+,23-,24+,25+,26-,27+,30-/m1/s1

InChI key: InChIKey=UOFYCFMTERCNEW-ADEYADIWSA-N

SMILES: O=C(O)C1OC(OC2=CC=C(C=C2)C3N(C(=O)C3CCC(O)C4=CC=C(F)C=C4)C5=CC=C(F)C=C5)C(O)C(O)C1O

Synonyms:

• 4-[(2S,3R)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxo-2-azetidinyl]phenyl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
• 4-[(2S,3R)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxo-2-azetidinyl]phenyl-D-Glucopyranosiduronic Acid
• Ezetimibe -D-Glucuronide, >85%
• Ezetimibe B-D-Glucuronide
• Ezetimibe glucuronide
• Ezm-G
• Sch 58235 Glucuronide
• Sch 60663
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, 4-[(2S,3R)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxo-2-azetidinyl]phenyl
• β-D-Glucopyranosiduronic acid, 4-[(2S,3R)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxo-2-azetidinyl]phenyl
• 4-[(2S,3R)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxo-2-azetidinyl]phenyl β-D-glucopyranosiduronic acid

β-D-Glucopyranosiduronic acid, 4-[(2S,3R)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxo-2-azetidinyl]phenyl

CAS: 190448-57-8

• Formula: C₃₀H₂₉F₂NO₉
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 585.5493663999999

Ezetimibe-d4 Phenolic Glucuronide

CAS: 190448-57-8

• Formula: C₃₀H₂₅D₄F₂NO₉
• Color and Shape: White To Off-White Solid
• Molecular weight: 589.58

Ezetimibe Phenoxy Glucuronide

CAS: 190448-57-8

• Formula: C₃₀H₂₉F₂NO₉
• Color and Shape: White To Off-White Solid
• Molecular weight: 585.56

Ezetimibe phenoxy glucuronide

CAS: 190448-57-8

• Color and Shape: Solid
• Molecular weight: 585.557

Ezetimibe phenoxy glucuronide

CAS: 190448-57-8

Ezetimibe phenoxy glucuronide (Ezetimibe glucuronide) is the active metabolite of Ezetimibe. Antihyperlipoproteinemic activity.

• Formula: C₃₀H₂₉F₂NO₉
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 585.55

Ezetimibe phenoxy-?-D-glucuronide

CAS: 190448-57-8

• Molecular weight: 585.55g/mol

Ezetimibe b-D-glucuronide

CAS: 190448-57-8

Ezetimibe Phenoxy Beta-D-Glucuronide

CAS: 190448-57-8

Stability Hygroscopic Applications Phase-II metabolite of Ezetimibe, an antihyperlipoproteinemic. A Cholesterol absorption inhibitor.This compound is …

• Formula: C₃₀H₂₉F₂NO₉
• Color and Shape: White To Light Brown
• Molecular weight: 585.55

Ezetimibe b-D-glucuronide

CAS: 190448-57-8

Ezetimibe b-D-glucuronide is a glucuronide conjugate of ezetimibe. It can be found in human serum, …

• Formula: C₃₀H₂₉F₂NO₉
• Purity: Min. 95%
• Color and Shape: Powder
• Molecular weight: 585.55 g/mol