92107

O-Acetyl-L-carnitine hydrochloride

analytical standard

• Synonym(s): (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride, ALC, ALCAR, R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride
• Empirical Formula (Hill Notation): C₉H₁₇NO₄ · HCl
• CAS Number: 5080-50-2
• Molecular Weight: 239.70
• Beilstein/REAXYS Number: 4340103
• MDL number: MFCD00082230
• UNSPSC Code: 41116107
• NACRES: NB.21

Properties

• grade: analytical standard
• Quality Level: 100
• assay: ≥96.0% (HPLC); 96.0-104.0% (AT)
• form: powder or crystals
• optical activity: [α]/D -27.0±2.0°, c = 1 in H₂O
• shelf life: limited shelf life, expiry date on the label
• color: white to off-white
• application(s): clinical testing
• format: neat
• storage temp.: 2-8°C
• SMILES string: C[N+](C)(C)C[C@H](OC(C)=O)CC(O)=O.[Cl-]
• InChI: 1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1
• InChI key: JATPLOXBFFRHDN-DDWIOCJRSA-N

Description

General description

Acetyl carnitine is one of the major acylcarnitines produced during the transport of long-chain fatty acids in the body.

Application

O-Acetyl-L-carnitine hydrochloride may be used as a precursor for the preparation of O-Acetyl-L-carnitine, which in turn may be used as an analytical reference standard for the determination of the analyte in biological samples by hydrophilic interaction liquid chromatography-tandem mass spectrometry (HILIC-MS/MS) technique.

Biochem/physiol Actions

Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.

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Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable