A6706
O-Acetyl-L-carnitine hydrochloride
≥99% (titration)
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
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About This Item
Empirical Formula (Hill Notation):
C9H17NO4 · HCl
CAS Number:
Molecular Weight:
239.70
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
4340103
Product Name
O-Acetyl-L-carnitine hydrochloride, ≥99% (titration), powder
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
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
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.
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.
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signalword
Warning
hcodes
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
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Kifayatullah Shah et al.
Drug delivery, 24(1), 1631-1647 (2017-10-25)
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Abbi D Lane-Cordova et al.
PloS one, 12(10), e0186495-e0186495 (2017-10-20)
Having experienced 2-3 births is associated with reduced mortality versus women with <2 or ≥4 births. The effect of 2-3 births on lifespan may be associated with delayed cellular aging. We hypothesized telomere length, a marker of cellular aging, would