O-Acetyl-L-carnitine hydrochloride

SIGMA/A6706 - ≥99% (titration), powder

Synonym: Acetyl L-carnitine HCl; (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride; ALC; ALCAR; R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride

CAS Number: 5080-50-2
Empirical Formula (Hill Notation): C₉H₁₇NO₄ · HCl
Molecular Weight: 239.70
MDL Number: MFCD00082230
Linear Formula: C₉H₁₇NO₄ · HCl
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A6706-1G	1 g	$61.00 1/EA	Add To Favorites
45-A6706-5G	5 g	$203.00 1/EA	Add To Favorites

FT-NMR Spectra for (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride.

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: A6706-1G

Properties
Descriptions
Safety Info.
Basic Data

application(s)	cell analysis
assay	≥99% (titration)
biological source	synthetic
color	white to off-white
form	powder
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
mp	194 °C
optical activity	[α]25/D −28°, c = 2 in H₂O(lit.)
Quality Level	300
SMILES string	C[N+](C)(C)C[C@H](OC(C)=O)CC(O)=O.[Cl-]
solubility	H₂O: 100 mg/mL
storage temp.	2-8°C

Application:	O-Acetyl-L-carnitine hydrochloride has been used: • as a bioactive compound to study its effect on the proliferation of B-lymphoblastoid cell lines (BLCL) and its immune modulating properties on influenza virus specific human B and T cell responses in vitro • as in vitro maturation (IVM) media component to study its effects on lamb oocyte blastocyst rate, ultrastructure and mitochondrial DNA copy number • as a metabolite/chemical standard to quantify the metabolite levels in murine tumor interstitial fluid
Biochem/physiol Actions:	Acetyl _L-carnitine (ALC) plays a vital role in intermediary metabolism and in improving female fertility. The oxidative and metabolic status of the female reproductive system is controlled by ALC. ALC possesses cholinomimetic and anti-inflammatory effects. It controls γ-amino butyric acid (GABA) system. ALC is capable of modifying the rate of glucose usage in the brain. It also possesses a neuroprotective role in the developing brain.
Biochem/physiol Actions:	Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane.
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.
General description:	Acetyl-L-carnitine (ALC/ALCAR), a quasi-vitamin is a metabolite of carnitine, present in mammalian plasma and tissues. It is the acetylated form of L-carnitine (LC). ALCAR is used as a dietary supplement. It is present at high level in the hypothalamus.
Packaging:	1, 5 g in poly bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99% (titration)
mp	194 °C
Storage Temp.	2-8°C
UNSPSC	12352204

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