92107

Supelco

O-Acetyl-L-carnitine hydrochloride

analytical standard

Synonym(s):
ALC, ALCAR, R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride, (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride
Empirical Formula (Hill Notation):
C9H17NO4 · HCl
CAS Number:
Molecular Weight:
239.70
Beilstein/REAXYS Number:
4340103
MDL number:
NACRES:
NB.21

Quality Level

grade

analytical standard

assay

≥96.0% (HPLC)
96.0-104.0% (AT)

form

powder or crystals

optical activity

[α]/D -27.0±2.0°, c = 1 in H2O

shelf life

limited shelf life, expiry date on the label

color

white to off-white

format

neat

storage temp.

2-8°C

SMILES string

[Cl-].CC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C

InChI

1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1

InChI key

JATPLOXBFFRHDN-DDWIOCJRSA-N

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General description

Acetyl carnitine is one of the major acylcarnitines produced during the transport of long-chain fatty acids in the body.

Application

O-Acetyl-L-carnitine hydrochloride may be used as a precursor for the preparation of O-Acetyl-L-carnitine, which in turn may be used as an analytical reference standard for the determination of the analyte in biological samples by hydrophilic interaction liquid chromatography-tandem mass spectrometry (HILIC-MS/MS) technique.

Biochem/physiol Actions

Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Rapid and sensitive HILIC-MS/MS analysis of carnitine and acetylcarnitine in biological fluids
Isaguirre AC, et al.
Analytical and Bioanalytical Chemistry, 405(23), 7397-7404 (2013)

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