(±)-Acetylcarnitine chloride

• CAT Number: I011649
• CAS Number: 2504-11-2
• Molecular Formula: C9H18ClNO4
• Molecular Weight: 239.70
• Purity: ≥95%
• Synonyms: (2-acetyloxy-3-carboxypropyl)-trimethylazanium;chloride
• InChI: InChI=1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H
• InChIKey: JATPLOXBFFRHDN-UHFFFAOYSA-N
• SMILES: CC(=O)OC(CC(=O)O)C[N+](C)(C)C.[Cl-]

(±)-Acetylcarnitine chloride (Acetyl dl-carnitine chloride) is a weak cholinergic agonist with cholinergic properties. (±)-Acetylcarnitine chloride is an important intermediate in lipid metabolism[1][2].
Large increases of Acetylcarnitine concentration during the flight of the blowfly and the presence of an active Acetylcarnitine transferase indicate that Acetylcarnitine is important in carbohydrate metabolism. Acetylcarnitine has been synthesized by the choline acetylase system isolated from brain tissue and is destroyed by cholinesterase[2].
In rats, the infusion of 2 mg (±)-Acetylcarnitine chloride decreases blood flow through the hind limb vasculature 50%. (±)-Acetylcarnitine chloride also potentiates the inhibitory effect of adrenaline on the isolated rabbit duodenum[3].

Reference

[1]. R A Chalmers, et al. Urinary excretion of l-carnitine and acylcarnitines by patients with disorders of organic acid metabolism: evidence for secondary insufficiency of l-carnitine. Pediatr Res. 1984 Dec;18(12):1325-8.
 [Content Brief]

[2]. R L Sass, et al. Acetylcarnitine: on the relationship between structure and function. Biochem Biophys Res Commun. 1973 Dec 10;55(3):736-42.
 [Content Brief]

[3]. R T Louis-Ferdinand, et al. Flow decrease through rat hind limb vasculature by (plus or minus)-carnitine, (plus or minus)-acetylcarnitine and (plus or minss)-chloroacetylcarnitine chlorides. J Pharm Pharmacol. 1970 Sep;22(9):704-5.
 [Content Brief]