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92107

O-Acetyl-L-carnitine hydrochloride

analytical standard

Synonym(s):

(R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride, ALC, ALCAR, R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride

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About This Item

Empirical Formula (Hill Notation):
C9H17NO4 · HCl
CAS Number:
5080-50-2
Molecular Weight:
239.70
NACRES:
NB.21
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
4340103
MDL number:
MFCD00082230
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grade

analytical standard

Quality Level

100

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

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

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

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

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.
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.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF3024
BCCD3140
BCBW7675

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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)

Global Trade Item Number

SKUGTIN
92107-10MG04061835343539
92107-50MG04061835343546