Lauroylcarnitine [Dodecanoyl-L-carnitine; L-Carnitine dodecanoyl ester] is an acylcarnitine that is present in fatty acid oxidation disorders such as long-chain acyl CoA dehydrogenase deficiency, carnitine palmitoyltransferase I/II deficiency, and is also associated with celiac disease.
Physicochemical Properties
| Molecular Formula | C19H37NO4 |
| Molecular Weight | 343.5 |
| Exact Mass | 343.272 |
| CAS # | 25518-54-1 |
| PubChem CID | 168381 |
| Appearance | White to off-white solid powder |
| LogP | 2.665 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 15 |
| Heavy Atom Count | 24 |
| Complexity | 344 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | CCCCCCCCCCCC(O[C@H](CC([O-])=O)C[N+](C)(C)C)=O |
| InChi Key | FUJLYHJROOYKRA-QGZVFWFLSA-N |
| InChi Code | InChI=1S/C19H37NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(15-18(21)22)16-20(2,3)4/h17H,5-16H2,1-4H3/t17-/m1/s1 |
| Chemical Name | (3R)-3-dodecanoyloxy-4-(trimethylazaniumyl)butanoate |
| Synonyms | L-Carnitine dodecanoyl ester Dodecanoyl-L-carnitine Lauroylcarnitine |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| References |
[1]. Selective screening for fatty acid oxidation disorders by tandem mass spectrometry: difficulties in practical discrimination. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):63-72. |
| Additional Infomation |
O-lauroyl-L-carnitine is an O-acyl-L-carnitine in which the acyl group is specified as lauroyl (dodecanoyl). It is an O-dodecanoylcarnitine, a dodecanoate ester, a saturated fatty acyl-L-carnitine and a medium-chain fatty acyl-L-carnitine. Lauroylcarnitine has been reported in Homo sapiens with data available. Dodecanoylcarnitine is a metabolite found in or produced by Saccharomyces cerevisiae. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~33.33 mg/mL (~97.03 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.28 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (7.28 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (7.28 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.9112 mL | 14.5560 mL | 29.1121 mL | |
| 5 mM | 0.5822 mL | 2.9112 mL | 5.8224 mL | |
| 10 mM | 0.2911 mL | 1.4556 mL | 2.9112 mL |