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Merck

50892

Octanoyl-L-carnitine

≥97.0% (TLC)

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctyl)oxy]-1-propanaminium inner salt, L-Carnitine octanoyl ester, C8-Carnitine

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About This Item

Empirical Formula (Hill Notation):
C15H29NO4
CAS Number:
Molecular Weight:
287.40
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.26
Beilstein/REAXYS Number:
5955761
Assay:
≥97.0% (TLC)
Quality level:
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Quality Level

assay

≥97.0% (TLC)

optical activity

[α]/D -17±2°, c = 0.1 in H2O

impurities

≤10% water

storage temp.

2-8°C

SMILES string

C[N+](C)(C)C[C@H](OC(CCCCCCC)=O)CC([O-])=O

InChI

1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3/t13-/m1/s1

InChI key

CXTATJFJDMJMIY-CYBMUJFWSA-N

Biochem/physiol Actions

L-Octanoylcarnitine is the physiologically active form of octanoylcarnitine and is detected in medium-chain acyl-CoA dehydrogenase (MCAD) deficiency. MCAD is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels.


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

50892-BULK: + 50892-10MG: + 50892-VAR: + 50892-50MG:

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David S Millington et al.
Methods in molecular biology (Clifton, N.J.), 708, 55-72 (2011-01-06)
The acylcarnitine profile is a diagnostic test for inherited disorders of fatty acid and branched-chain amino acid catabolism. Patients with this type of metabolic disorder accumulate disease-specific acylcarnitines that correlate with the acyl coenzyme A compounds in the affected mitochondrial
Steen Larsen et al.
The Journal of physiology, 590(14), 3349-3360 (2012-05-16)
Skeletal muscle mitochondrial content varies extensively between human subjects. Biochemical measures of mitochondrial proteins, enzyme activities and lipids are often used as markers of mitochondrial content and muscle oxidative capacity (OXPHOS). The purpose of this study was to determine how
J Will Thompson et al.
Rapid communications in mass spectrometry : RCM, 26(21), 2548-2554 (2012-09-26)
Acylcarnitines are routinely analyzed by electrospray ionization tandem mass spectrometry (ESI-MS/MS) both in clinical diagnostic and public health newborn screening laboratories from plasma and dried whole blood spots (DBS) on filter paper. The use of DBS as a convenient method