An acylcarnitine
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Labeled Version(s)
26574Isovaleryl-L-carnitine-d3 (chloride)
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Isovaleryl-L-carnitine (chloride)

Item No. 26555

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R)-3-carboxy-N,N,N-trimethyl-2-(3-methyl-1-oxobutoxy)-1-propanaminium, monochloride
CAS Number
139144-12-0
Synonyms
  • CAR 5:0
  • C5:0 Carnitine
  • L-Carnitine isovaleryl ester
  • L-Isovalerylcarnitine
Molecular Formula
C12H24NO4 • Cl
Formula Weight
281.8
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC(C[C@@H](OC(CC(C)C)=O)C[N+](C)(C)C)=O.[Cl-]
InChi Code
InChI=1S/C12H23NO4.ClH/c1-9(2)6-12(16)17-10(7-11(14)15)8-13(3,4)5;/h9-10H,6-8H2,1-5H3;1H/t10-;/m1./s1
InChi Key
HWDFIOSIRGUUSM-HNCPQSOCSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Product Description

    Isovaleryl-L-carnitine is a naturally occurring acylcarnitine that is formed via metabolic conversion of L-leucine.1 It increases survival and decreases apoptosis in hepatocyte growth factor-deprived murine C2.8 hepatocytes when used at a concentration of 1 mM.2 Isovaleryl-L-carnitine inhibits amino acid deprivation-induced proteolysis and autophagy in isolated perfused rat liver when used at concentrations of 77 and 100 μM, respectively.3 Increased levels of isovaleryl carnitine are associated with isovaleryl-CoA dehydrogenase deficiency (isovaleric acidemia).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cavazza, C. L-carnitine derivatives as therapeutical agents for treating myopathies and neuronal degeneration and for inhibiting proteolysis. (1993).

    2. Revoltella, R.P., Dal Canto, B., Caracciolo, L., et al. L-carnitine and some of its analogs delay the onset of apoptotic cell death initiated in murine C2.8 hepatocytic cells after hepatocyte growth factor deprivation. Biochim. Biophys. Acta 1224(3), 333-341 (1994).

    3. Miotto, G., Venerando, R., Khurana, K.K., et al. Control of hepatic proteolysis by leucine and isovaleryl-L-carnitine through a common locus. Evidence for a possible mechanism of recognition at the plasma membrane. The Journal of Biological Chemisty 267(31), 22066-22072 (1992).

    4. Rinaldo, P., Cowan, T.M., and Matern, D. Acylcarnitine profile analysis. Genet. Med. 10(2), 151-156 (2008).