Synonym: (2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxohexyl)oxy]-1-propanaminium inner salt; (R)-Caproylcarnitine; n-Hexanoyl-L-carnitine; C6-Carnitine
CAS Number: 22671-29-0
Empirical Formula (Hill Notation): C13H25NO4
Molecular Weight: 259.34
Linear Formula: C13H25NO4
Product Type: Chemical
assay |
≥97.0% (TLC) |
format |
neat |
impurities |
≤10% water |
InChI |
1S/C13H25NO4/c1-5-6-7-8-13(17)18-11(9-12(15)16)10-14(2,3)4/h11H,5-10H2,1-4H3/t11-/m1/s1 |
InChI key |
VVPRQWTYSNDTEA-LLVKDONJSA-N |
optical activity |
[α]/D -21±2°, c = 1 in H2O |
Quality Level |
100  |
SMILES string |
C[N+](C)(C)C[C@H](OC(CCCCC)=O)CC([O-])=O |
storage temp. |
2-8°C |
Biochem/physiol Actions: |
Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired re-absorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥97.0% (TLC) |
Storage Temp. |
2-8°C |
UNSPSC |
41116107 |