CAS 16110-10-4

acetaminophen glucuronide

Description:

Acetaminophen glucuronide, with the CAS number 16110-10-4, is a metabolite of acetaminophen (paracetamol) formed through the process of glucuronidation, which is a phase II metabolic reaction. This compound is characterized by its role in the detoxification and elimination of acetaminophen from the body. It is a conjugate formed when acetaminophen is linked to glucuronic acid, enhancing its solubility in water and facilitating excretion via urine. Acetaminophen glucuronide is typically non-toxic and is one of the primary metabolites found in human urine following acetaminophen ingestion. In terms of chemical structure, it contains a phenolic hydroxyl group and a glucuronic acid moiety, contributing to its polar characteristics. The compound is generally stable under physiological conditions but can be influenced by various factors, including liver function and the presence of other substances that may affect glucuronidation pathways. Understanding its properties is crucial for assessing the pharmacokinetics and potential toxicity of acetaminophen, especially in cases of overdose.

Formula: C₁₄H₁₇NO₈

InChI: InChI=1/C14H17NO8/c1-6(16)15-7-2-4-8(5-3-7)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-5,9-12,14,17-19H,1H3,(H,15,16)(H,20,21)/t9-,10-,11+,12-,14+/m0/s1

InChI key: InChIKey=IPROLSVTVHAQLE-BYNIDDHOSA-N

SMILES: O([C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O)C2=CC=C(NC(C)=O)C=C2

Synonyms:

• 4-(Acetylamino)phenyl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
• 4-(acetylamino)phenyl beta-D-glucopyranosiduronic acid
• 4-Glucuronosidoacetanilide
• 4-Hydroxyacetanilide glucuronide
• Acetanilide glucuronide
• Deethylphenacetin glucuronide
• Glucopyranosiduronic acid, p-acetamidophenyl, β-<span class="text-smallcaps">D</span>-
• N-Acetyl-4-aminophenol glucuronide
• N-Acetyl-4-glucuronosidoaniline
• N-Acetyl-p-aminophenyl glucuronide
• Paracetamol O-glucuronide
• Paracetamol glucuronide
• Paracetamol β-glucuronide
• Pcm-G
• beta-D-Glucopyranosiduronic acid, 4-(acetylamino)phenyl
• p-Acetamidophenyl <span class="text-smallcaps">D</span>-glucosiduronic acid
• p-Acetamidophenyl glucosiduronic acid
• p-Acetamidophenyl glucuronide
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, 4-(acetylamino)phenyl
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, p-acetamidophenyl
• β-<span class="text-smallcaps">D</span>-Glucosiduronic acid, p-acetamidophenyl
• β-D-Glucopyranosiduronic acid, p-acetamidophenyl
• 4-(Acetylamino)phenyl β-D-glucopyranosiduronic acid
• β-D-Glucosiduronic acid, p-acetamidophenyl
• Acetaminophen glucuronide
• Glucopyranosiduronic acid, p-acetamidophenyl, β-D-
• β-D-Glucopyranosiduronic acid, 4-(acetylamino)phenyl
• Acetaminophen D-glucuronide
• Acetaminophen D-Glucuronide
• 2H4]-Acetaminophen β-D-glucuronide
• Acetaminophen Impurity 33
• p-Acetamidophenyl β-D-glucuronide
• acetaminophen O-beta-D-glucosiduronic acid
• Acetaminophen β-D-glucuronide
• Acetaminophen beta-D-glucuronide, Min. 95%
• Acetaminophen O-β-D-glucuronide
• (4-Acetamidophenyl)-glucuronide
• Paracetamol β-D-glucuronide
• Acetaminophen beta-D-glucuronide
• See A158500

Acetaminophen glucuronide

CAS: 16110-10-4

Formula: C₁₄H₁₇NO₈

Molecular weight: 327.2867

Ref: IN-DA00AKLV

Acetaminophen β-D-glucuronide

CAS: 16110-10-4

Acetaminophen β-D-glucuronide

Formula: C₁₄H₁₇NO₈

Purity: >95%

Color and Shape: white crystalline solid

Molecular weight: 327.29g/mol

Ref: 54-BICL4227

Acetaminophen D-glucuronide

CAS: 16110-10-4

Formula: C₁₄H₁₇NO₈

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 327.29

Ref: 7W-GC6170

Acetaminophen D-glucuronide

CAS: 16110-10-4

Acetaminophen D-glucuronide (APG) is a metabolite of acetaminophen. It is a major metabolite produced by the liver after acetaminophen is converted to APG by UDP-glucuronyltransferase. The biological properties of APG are similar to acetaminophen, but it has been shown that APG may have greater potency than acetaminophen in some tissues. For example, in vitro studies using hepatocyte-like cells have shown that APG has higher activity than acetaminophen on the induction of CYP2E1 and CYP3A4, two enzymes involved in drug metabolism. Acetaminophen D-glucuronide can be detected in blood samples for up to 48 hours after administration of an intravenous dose of acetaminophen, which provides a more precise measurement than other methods such as plasma concentrations or urinary excretion measurements.

Formula: C₁₄H₁₇NO₈

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 327.29 g/mol

Ref: 3D-MA09392

Acetaminophen Glucuronide

CAS: 16110-10-4

Formula: C₁₄H₁₇NO₈

Molecular weight: 327.29 g/mol

Ref: ST-EA-CP-A7037

Acetaminophen D-glucuronide

CAS: 16110-10-4

Formula: C₁₄H₁₇NO₈

Molecular weight: 327.29

Ref: ST-EA-CP-A7003