A6706
O-Acetyl-L-carnitine hydrochloride
≥99% (titration)
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Synonym(s):
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
Empirical Formula (Hill Notation):
C9H17NO4 · HCl
CAS Number:
Molecular Weight:
239.70
Beilstein:
4340103
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83
Recommended Products
biological source
synthetic
Quality Level
Assay
≥99% (titration)
form
powder
optical activity
[α]25/D −28°, c = 2 in H2O(lit.)
color
white to off-white
mp
194 °C
solubility
H2O: 100 mg/mL
application(s)
cell analysis
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
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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.
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.
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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