Acetyl-DL-carnitine
acetylcarnitine · Acetyl-DL-carnitine · O-Acety-carnitine · O-ACETYL CARNITINE · ACETYL-L-CARNITINE · DL-Acetylcarnitine · Levocarnitine Impurity 80 · 3-acetoxy-4-(trimethylammonio)butyrate
Identifiers & Physical Properties
| CAS No. | 14992-62-2 |
|---|---|
| Molecular formula | C9H17NO4 |
| Average molar mass | 203.24 g/mol |
| Monoisotopic mass | 203.11575802 g/mol |
| SMILES | CC(=O)OC(CC(=O)[O-])C[N+](C)(C)C |
| InChIKey | RDHQFKQIGNGIED-UHFFFAOYSA-N |
| PubChem CID | 1 |
| ChEBI | CHEBI:73024 |
| DTXSID | DTXSID2048117 |
Chemical & Physical Properties
| XLogP | 0.4 |
|---|---|
| Topological polar surface area | 66.4 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 5 |
| Heavy atoms | 14 |
| Formal charge | 0 |
| Complexity | 214 |
| Solubility | DMF, DMSO, ethanol |
| pKa (acidity coefficient) | 3.558±0.10(predicted) |
| Physical state | Solid |
| Color | White to off-white |
| Appearance | white solid |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| Cosmetic Ingredient Review (CIR) | ACETYL-L-CARNITINE (14992-62-2) |
| LogP (partition coefficient) | -4.149 (est) |
| NCI Dictionary of Cancer Terms | acetyl-L-carnitine |
| FDA UNII | 07OP6H4V4A |
| ATC code | N06BX12 |
Safety & Regulations
| Toxicity summary | The CIR Expert Panel concluded the following ingredients are safe in the present practices of use and concentration described in the safety assessment when formulated to be non-irritating...Acetyl Carnitine..Safe for use in cosmetics, with qualifications |
|---|
Applications & Uses
Description
Acetylcarnitine is an ester of the amino acid carnitine with an acetyl group, the first representative of short-chain acyl-carnitines.The product is used primarily as a control for MS/MS.Acetyl-L-carnitine, like other carnitines, is involved in the transport of fatty acids into mitochondria for β-oxidation and energy production. Acetylcarnitine easily penetrates the blood-brain barrier (BBB) and has an effect on the central nervous system (CNS), is used as a neuroprotector, a neurotrophic drug, and has a cholinomimetic effect. It is also a key molecule in the study of aging and related metabolic processes, due to its involvement in lipid metabolism and the production of acetyl-CoA, a central metabolite in many biosynthetic and energy pathways.
Uses
Acetylcarnitine is an endogenous metabolite.