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50637

Sigma-Aldrich

Decanoyl-L-carnitine

≥94.0% (HPLC)

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxodecyl)oxy]-1-propanaminium inner salt, L-Carnitine decanoyl ester, C10-Carnitine

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About This Item

Empirical Formula (Hill Notation):
C17H33NO4
CAS Number:
3992-45-8
Molecular Weight:
315.45
Beilstein/REAXYS Number:
4145305
UNSPSC Code:
12352211
PubChem Substance ID:
329757616
NACRES:
NA.26

Quality Level

100

assay

≥94.0% (HPLC)

form

powder or crystals

optical activity

[α]/D -15±3°, c = 1 in H2O

impurities

≤10% water

functional group

ester

storage temp.

2-8°C

SMILES string

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

InChI

1S/C17H33NO4/c1-5-6-7-8-9-10-11-12-17(21)22-15(13-16(19)20)14-18(2,3)4/h15H,5-14H2,1-4H3/t15-/m1/s1

InChI key

LZOSYCMHQXPBFU-OAHLLOKOSA-N

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Biochem/physiol Actions

Decanoylcarnitine is useful in the diagnosis of fatty acid oxidation disorders and differentiation between biochemical phenotypes of medium-chain acyl-CoA dehydrogenase (MCAD) deficiency deficiencyoxidation disorders.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC4464
BCBX3976
BCBP2552V
BCBP2552

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Sarah K Davies et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(29), 10761-10766 (2014-07-09)
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Journal of separation science, 39(2), 247-255 (2015-11-01)
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Fotouh R Mansour et al.
Biomedical chromatography : BMC, 27(10), 1339-1353 (2013-09-06)
Carnitine and its acylesters are a family of compounds that can be used in the early diagnosis of many diseases. Carnitine and acylcarnitines have a crucial role in fatty acid transportation. The increased level of free carnitine, total carnitine, or
Christoph Nowak et al.
Scientific reports, 8(1), 8691-8691 (2018-06-08)
Insulin resistance (IR) predisposes to type 2 diabetes and cardiovascular disease but its causes are incompletely understood. Metabolic challenges like the oral glucose tolerance test (OGTT) can reveal pathogenic mechanisms. We aimed to discover associations of IR with metabolite trajectories
Wajih Anwer et al.
Biophysical journal, 118(5), 1032-1043 (2020-02-07)
Excessive accumulation of acylcarnitines (ACs), often caused by metabolic disorders, has been associated with obesity, arrhythmias, cardiac ischemia, insulin resistance, etc. Mechanisms whereby elevated ACs might contribute to pathophysiological effects remain largely unexplored. We have aimed to gain insight into
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