4-hydroxy Nonenal Mercapturic Acid

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4-hydroxy Nonenal Mercapturic Acid (4-HNE) is generated by the peroxidation of common ω-6 polyunsaturated fatty acids (PUFAs) such as linoleic acid, DGLA, and arachidonic acid. 4-hydroxy Nonenal Mercapturic Acid is rapidly cleared from plasma and enters the enterohepatic circulation in rats as a glutathione conjugate. Approximately two-thirds of 4-hydroxy Nonenal Mercapturic Acid is excreted in the urine within 48 hours, primarily as mercapturic acid conjugates. Approximately half of the metabolites are C-1 aldehydes of 4-hydroxy Nonenal Mercapturic Acid that are reduced to alcohols. The remainder are C-1 aldehydes or have been oxidized to C-1 carboxylic acids. These aldehydes and carboxylic acids can also form gamma-lactols and gamma-lactones, respectively, resulting in at least four or five final urinary metabolites of 4-HNE in vivo.

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4-hydroxy Nonenal Mercapturic Acid Chemical Structure

CAS No. : 146764-24-1

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Other Forms of 4-hydroxy Nonenal Mercapturic Acid:

4-Hydroxy nonenal mercapturic acid-d₃ Get quote

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Description	4-hydroxy Nonenal Mercapturic Acid (4-HNE) is generated by the peroxidation of common ω-6 polyunsaturated fatty acids (PUFAs) such as linoleic acid, DGLA, and arachidonic acid. 4-hydroxy Nonenal Mercapturic Acid is rapidly cleared from plasma and enters the enterohepatic circulation in rats as a glutathione conjugate. Approximately two-thirds of 4-hydroxy Nonenal Mercapturic Acid is excreted in the urine within 48 hours, primarily as mercapturic acid conjugates. Approximately half of the metabolites are C-1 aldehydes of 4-hydroxy Nonenal Mercapturic Acid that are reduced to alcohols. The remainder are C-1 aldehydes or have been oxidized to C-1 carboxylic acids. These aldehydes and carboxylic acids can also form gamma-lactols and gamma-lactones, respectively, resulting in at least four or five final urinary metabolites of 4-HNE in vivo.
Molecular Weight	319.42
Formula	C₁₄H₂₅NO₅S
CAS No.	146764-24-1
SMILES	OC1CC(SCC(NC(C)=O)C(O)=O)C(CCCCC)O1
Shipping	Room temperature in continental US; may vary elsewhere.
Storage	Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation	Data Sheet (255 KB) Handling Instructions (2659 KB)
References	[1]. Laurent, et al. Analysis in the rat of 4-hydroxynonenal metabolites excreted in bile: Evidence of enterohepatic circulation of these byproducts of lipid peroxidation. Chem. Res. Toxicol. 12(10), 887-894 (1999).