laevo-carnitine

3-carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner salt

CAS: 541-15-1 C7 H15 N O3 MW: 161.20115000

Identification

Namelaevo-carnitine
IUPAC(3R)-3-hydroxy-4-(trimethylazaniumyl)butanoate
CAS Number541-15-1
EINECS208-768-0
FDA UNII0G389FZZ9M
Molecular FormulaC7 H15 N O3
Molecular Weight161.20115000
MDL NumberMFCD00038747
Beilstein4292315

Regulatory

FDA/DG SANTE Petitions, Reviews, NoticesGRN 362
FDA Mainterm (SATF)541-15-1 ; L-CARNITINE

Physical Properties

Appearance white crystalline powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Flash Point 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w) -4.729 (est)
Soluble in water, 1e+006 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantistatic agents

No sensory data available

Safety Information

European informationMost important hazard(s):
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 750 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 9000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynutrient supplements
Recommendation for laevo-carnitine usage levels up tonot for fragrance use.
Recommendation for laevo-carnitine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

3- carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner salt (R)-(3- carboxy-2-hydroxypropyl)trimethylammonium hydroxide L- carnitine (3R)-3- hydroxy-4-(trimethylazaniumyl)butanoate levocarnitine vitamin BT Info: CARNITINE PubMed: Risks and Benefits of Carnitine Supplementation in Diabetes. PubMed: The influence of chronic L-carnitine supplementation on the formation of preneoplastic and atherosclerotic lesions in the colon and aorta of male F344 rats. PubMed: The effect of dietary α-lipoic acid, betaine, l-carnitine, and swimming on the obesity of mice induced by a high-fat diet. PubMed: Protective effect of acetyl-L-carnitine on propofol-induced toxicity in embryonic neural stem cells. PubMed: Decreased cerebrospinal fluid levels of L-carnitine in non-apolipoprotein E4 carriers at early stages of Alzheimer's disease. PubMed: Evaluation of the satiating properties of a nutraceutical product containing Garcinia cambogia and Ascophyllum nodosum extracts in healthy volunteers. PubMed: 'The way to a man's heart is through his gut microbiota'--dietary pro- and prebiotics for the management of cardiovascular risk. PubMed: Attending rounds: A patient with intradialytic hypotension. PubMed: Taurine reverses endosulfan-induced oxidative stress and apoptosis in adult rat testis. PubMed: Acetyl-L-carnitine and lipoic acid improve mitochondrial abnormalities and serum levels of liver enzymes in a mouse model of nonalcoholic fatty liver disease. PubMed: Comprehensive rehabilitation in chronic heart failure. PubMed: Acute effect on satiety, resting energy expenditure, respiratory quotient, glucagon-like peptide-1, free fatty acids, and glycerol following consumption of a combination of bioactive food ingredients in overweight subjects. PubMed: Analytical approaches to determination of carnitine in biological materials, foods and dietary supplements. PubMed: Acetyl L-carnitine protects motor neurons and Rohon-Beard sensory neurons against ketamine-induced neurotoxicity in zebrafish embryos. PubMed: [The biological function of L-carnitine and its content in the particular food examples]. PubMed: Impact on L-carnitine Homeostasis of Short-term Treatment with the Pivalate Prodrug Tenofovir Dipivoxil. PubMed: Food, nutrigenomics, and neurodegeneration--neuroprotection by what you eat! PubMed: First mass spectrometry metabolic fingerprinting of bacterial metabolism in a model cheese. PubMed: Processing of meats and cardiovascular risk: time to focus on preservatives. PubMed: Ergogenic effect of dietary L-carnitine and fat supplementation against exercise induced physical fatigue in Wistar rats. PubMed: Effect of metformin on the urinary metabolites of diet-induced-obese mice studied by ultra performance liquid chromatography coupled to time-of-flight mass spectrometry (UPLC-TOF/MS). PubMed: Feed restriction, but not l-carnitine infusion, alters the liver transcriptome by inhibiting sterol synthesis and mitochondrial oxidative phosphorylation and increasing gluconeogenesis in mid-lactation dairy cows. PubMed: Randomized double-blind placebo-controlled trial of acetyl-L-carnitine for ALS. PubMed: Meat Science and Muscle Biology Symposium: in utero nutrition related to fetal development, postnatal performance, and meat quality of pork. PubMed: Improvement in insulin resistance and favourable changes in plasma inflammatory adipokines after weight loss associated with two months' consumption of a combination of bioactive food ingredients in overweight subjects. PubMed: Feeding healthy beagles medium-chain triglycerides, fish oil, and carnitine offsets age-related changes in serum fatty acids and carnitine metabolites. PubMed: Ketamine-induced neuronal damage and altered N-methyl-D-aspartate receptor function in rat primary forebrain culture. PubMed: [Diet supplements in nutrition of sport mastery school students]. PubMed: Evaluation of cognitive learning, memory, psychomotor, immunologic, and retinal functions in healthy puppies fed foods fortified with docosahexaenoic acid-rich fish oil from 8 to 52 weeks of age. PubMed: L-Carnitine: an adequate supplement for a multi-targeted anti-wasting therapy in cancer. PubMed: Chronic acetyl-L-carnitine alters brain energy metabolism and increases noradrenaline and serotonin content in healthy mice. PubMed: Propionyl-L-carnitine corrects metabolic and cardiovascular alterations in diet-induced obese mice and improves liver respiratory chain activity. PubMed: Bioactive compounds with effects on inflammation markers in humans. PubMed: Small-molecule modulators of Listeria monocytogenes biofilm development. PubMed: L-Carnitine rescues ketamine-induced attenuated heart rate and MAPK (ERK) activity in zebrafish embryos. PubMed: Nutrition delivery for obese ICU patients: delivery issues, lack of guidelines, and missed opportunities. PubMed: Enhancement of lipid metabolism with L-carnitine during in vitro maturation improves nuclear maturation and cleavage ability of follicular porcine oocytes. PubMed: Improvement of high-fat diet-induced obesity by a mixture of red grape extract, soy isoflavone and L-carnitine: implications in cardiovascular and non-alcoholic fatty liver diseases. PubMed: [Eating habits of a group of professional volleyball players]. PubMed: [Rapid analysis of L-carnitine in health food by high performance anion exchange chromatography with pulsed amperometric detector]. PubMed: Modulation of myelin basic protein gene expression by acetyl-L-carnitine. PubMed: A combination of (ω-3) polyunsaturated fatty acids, polyphenols and L-carnitine reduces the plasma lipid levels and increases the expression of genes involved in fatty acid oxidation in human peripheral blood mononuclear cells and HepG2 cells. PubMed: L-carnitine ameliorates cancer cachexia in mice by regulating the expression and activity of carnitine palmityl transferase. PubMed: A combination of grape extract, green tea extract and L-carnitine improves high-fat diet-induced obesity, hyperlipidemia and non-alcoholic fatty liver disease in mice. PubMed: Effects of l-carnitine supplement on serum amyloid A and vascular inflammation markers in hemodialysis patients: a randomized controlled trial. PubMed: Anti-diabetic effects of mildronate alone or in combination with metformin in obese Zucker rats. PubMed: Acute and subchronic toxicity of FCD, a soybean extract combined with L-carnitine, in Sprague-Dawley rats. PubMed: Long-term effects of neonatal treatment with dexamethasone, L-carnitine, and combinations thereof in rats. PubMed: Protective effect of L-carnitine on experimental lead toxicity in rats: a clinical, histopathological and immunohistochemical study. PubMed: Bioavailability of organoclay formulations of atrazine in soil. PubMed: Ameliorating effects of L-carnitine on diabetic podocyte injury. PubMed: Dietary L-carnitine alters gene expression in skeletal muscle of piglets. PubMed: Effects of L-Carnitine supplement on plasma coagulation and anticoagulation factors in hemodialysis patients. PubMed: Effects of L-carnitine supplement on serum inflammatory cytokines, C-reactive protein, lipoprotein (a), and oxidative stress in hemodialysis patients with Lp (a) hyperlipoproteinemia. PubMed: Analysis of amprolium by hydrophilic interaction liquid chromatography-tandem mass spectrometry. PubMed: Effect of L-carnitine on liver cell membranes in ethanol-intoxicated rats. PubMed: L-carnitine-supplemented parenteral nutrition improves fat metabolism but fails to support compensatory growth in premature Korean infants. PubMed: [Effect of acetyl-L-carnitine on the insulin resistance of L6 cells induced by tumor necrosis factor-alpha]. PubMed: L-carnitine attenuates cardiac remodelling rather than vascular remodelling in deoxycorticosterone acetate-salt hypertensive rats. PubMed: A diet supplemented with L-carnitine improves the sperm quality of Piétrain but not of Duroc and Large White boars when photoperiod and temperature increase. PubMed: Altered adult locomotor activity in rats from phencyclidine treatment on postnatal days 7, 9 and 11, but not repeated ketamine treatment on postnatal day 7. PubMed: Effect of Carnitine and herbal mixture extract on obesity induced by high fat diet in rats. PubMed: Acylcarnitines: role in brain. PubMed: Carnitine enhances the growth of Listeria monocytogenes in infant formula at 7 degrees C. PubMed: Oral supplementation of propionyl-l-carnitine reduces body weight and hyperinsulinaemia in obese Zucker rats. PubMed: Influence of l-carnitine on metabolism and performance of sows. PubMed: L-Carnitine in the lipid and protein protection against ethanol-induced oxidative stress. PubMed: [Statistical analysis of the consumption of nutritional and dietary supplements in gyms]. PubMed: Acetyl-l-carnitine inhibits TNF-alpha-induced insulin resistance via AMPK pathway in rat skeletal muscle cells. PubMed: Effects of carnitine supplementation on flow-mediated dilation and vascular inflammatory responses to a high-fat meal in healthy young adults. PubMed: L-carnitine supplementation and physical exercise restore age-associated decline in some mitochondrial functions in the rat. PubMed: A mixture of the aqueous extract of Garcinia cambogia, soy peptide and L: -carnitine reduces the accumulation of visceral fat mass in rats rendered obese by a high fat diet. PubMed: Appraisal of current and experimental approaches to the treatment of cachexia. PubMed: Dietary l-carnitine supplementation improves bone mineral density by suppressing bone turnover in aged ovariectomized rats. PubMed: Effects of L-carnitine on obesity, diabetes, and as an ergogenic aid. PubMed: Induction of apoptosis by L-carnitine through regulation of two main pathways in Hepa1c1c 7 cells. PubMed: The effects of L-carnitine on the combination of, inhalation anesthetic-induced developmental, neuronal apoptosis in the rat frontal cortex. PubMed: Nonvitamin, nonmineral dietary supplementation in HIV-positive people. PubMed: Characteristics of L-carnitine import into heart cells. PubMed: Effect of L-carnitine supplementation on endurance exercise in normobaric/normoxic and hypobaric/hypoxic conditions. PubMed: A combination of caffeine, arginine, soy isoflavones, and L-carnitine enhances both lipolysis and fatty acid oxidation in 3T3-L1 and HepG2 cells in vitro and in KK mice in vivo. PubMed: Selective modification of clay minerals for the adsorption of herbicides widely used in olive groves. PubMed: Ghrelin reduces hepatic mitochondrial fatty acid beta oxidation. PubMed: Involvement of carrier-mediated transport system in uptake of tetrodotoxin into liver tissue slices of puffer fish Takifugu rubripes. PubMed: Effect of L-carnitine infusion and feed restriction on carnitine status in lactating Holstein cows. PubMed: L-carnitine increases liver alpha-tocopherol and lowers liver and plasma triglycerides in aging ovariectomized rats. PubMed: Carnitine revisited: potential use as adjunctive treatment in diabetes. PubMed: L-carnitine stimulates lipolysis via induction of the lipolytic gene expression and suppression of the adipogenic gene expression in 3T3-L1 adipocytes. PubMed: Effect of genistein with carnitine administration on lipid parameters and obesity in C57Bl/6J mice fed a high-fat diet. PubMed: L-carnitine protects neurons from 1-methyl-4-phenylpyridinium-induced neuronal apoptosis in rat forebrain culture. PubMed: Co-regulation of dopamine D1 receptor and uncoupling protein-2 expression in 3-nitropropionic acid-induced neurotoxicity: neuroprotective role of L-carnitine. PubMed: Accumulation of trimethylamine and trimethylamine-N-oxide in end-stage renal disease patients undergoing haemodialysis. PubMed: L-carnitine and neuroprotection in the animal model of mitochondrial dysfunction. PubMed: Adsorption of pesticides from water by functionalized organobentonites. PubMed: Capillary electrophoresis determination of carnitine in food supplements. PubMed: An anti-inflammatory and antioxidant nutritional supplement for hypoalbuminemic hemodialysis patients: a pilot/feasibility study. PubMed: Trimethylamine: metabolic, pharmacokinetic and safety aspects. PubMed: Increased carnitine-dependent fatty acid uptake into mitochondria of human colon cancer cells induces apoptosis. PubMed: The prooxidant effect of sodium metabisulfite in rat liver and kidney. PubMed: Lack of effect of L-carnitine supplementation on weight gain in very preterm infants. PubMed: Determination of L-carnitine in food supplement formulations using ion-pair chromatography with indirect conductimetric detection. PubMed: Effect of L-carnitine on plasma glycemic and lipidemic profile in patients with type II diabetes mellitus. PubMed: Role for compatible solutes glycine betaine and L-carnitine in listerial barotolerance. PubMed: Common dietary supplements for weight loss. PubMed: Interaction of food supplement L-carnitine with oral anticoagulant acenocoumarol. PubMed: Neuroprotective effect of L-carnitine in the 3-nitropropionic acid (3-NPA)-evoked neurotoxicity in rats. PubMed: Acetyl-L-carnitine reduces impulsive behaviour in adolescent rats. PubMed: Protein and energy nutrition among adult patients treated with chronic peritoneal dialysis. PubMed: Opportunities in nutraceuticals. PubMed: Quantification of non-protein nitrogen components of infant formulae and follow-up milks: comparison with cows' and human milk. PubMed: Potential osmoprotectants for the lactic acid bacteria Pediococcus pentosaceus and Tetragenococcus halophila. PubMed: Exercise-trained but not untrained rats maintain free carnitine reserves during acute exercise. PubMed: Carnitine and hemodialysis. PubMed: Nutritional effects of carnitine supplementation in hemodialysis patients. PubMed: Modeling, optimization and experimental assessment of continuous L-(-)-carnitine production by Escherichia coli cultures. PubMed: L-Carnitine changes the levels of insulin-like growth factors (IGFs) and IGF binding proteins in streptozotocin-induced diabetic rat. PubMed: Hepatothermic therapy of obesity: rationale and an inventory of resources. PubMed: The effects of dietary L-carnitine supplementation on the performance, organ weights and circulating hormone and metabolite concentrations of broiler chickens reared under a normal or low temperature schedule. PubMed: Medical management of peripheral arterial disease. PubMed: What's L-A-C got to do with it? PubMed: The role of L-carnitine and glycine betaine in the survival and sub-lethal injury of non-growing Listeria monocytogenes cells during chilled storage. PubMed: L-Carnitine, a 'Vitamin-like Substance' for functional food. Proceedings Of the symposium on L-carnitine, april 28 to may 1, 2000, zermatt, switzerland PubMed: Protective effect of L-carnitine in the neurotoxicity induced by the mitochondrial inhibitor 3-nitropropionic acid (3-NPA). PubMed: Metabolic functions of L-carnitine and its effects as feed additive in horses. A review. PubMed: Dietary precursors of trimethylamine in man: a pilot study. PubMed: Evaluation of carnitine nutritional status in full-term newborn infants. PubMed: A possible role of ProP, ProU and CaiT in osmoprotection of Escherichia coli by carnitine. PubMed: L-carnitine supplementation in childhood epilepsy: current perspectives. PubMed: Enzymic flow injection determination of free L-carnitine in infant formulae. PubMed: Betaine and L-carnitine transport by Listeria monocytogenes Scott A in response to osmotic signals. PubMed: Recent nutritional approaches to the prevention and therapy of cardiovascular disease. PubMed: Carnitine supplementation ameliorates the steatosis and ketosis induced by pivalate in rats. PubMed: Kinetic properties of purified carnitine acetyltransferase from the skeletal muscle of Arabian camel (Camelus dromedarius). PubMed: Benzoate therapy and carnitine deficiency in non-ketotic hyperglycinemia. PubMed: Effects of L-carnitine on the hypoxic atria from fed and fasted rats. PubMed: An ATP-dependent L-carnitine transporter in Listeria monocytogenes Scott A is involved in osmoprotection. PubMed: Tissue acylcarnitine and acyl-coenzyme A profiles in chronically hyperammonemic mice treated with sodium benzoate and supplementary L-carnitine. PubMed: [Effects of L-carnitine in poultry]. PubMed: Comment: N,N-dimethylglycine and L-carnitine as performance enhancers in athletes. PubMed: Ascorbate indirectly stimulates fatty acid utilization in primary cultured guinea pig hepatocytes by enhancing carnitine synthesis. PubMed: Nutrition support for glutaric acidemia type I. PubMed: Dietary carnitine did not influence performance and carcass composition of broiler chickens and young turkeys fed low- or high-fat diets. PubMed: A preterm infant with secondary carnitine deficiency due to MCT formula--effective treatment of L-carnitine. PubMed: Effects of diet restriction and carnitine on carbon tetrachloride toxicity in the rat. PubMed: Factors affecting the distribution of ingested propionic acid in the rat forestomach. PubMed: The effect of enteral carnitine administration in humans. PubMed: Influence of fatty acid oxidation in lateral hypothalamus on food intake and body composition. PubMed: Role of carnitine in utilization of dietary medium-chain triglycerides by term infants. PubMed: Effect of L-carnitine and stimulated lipolysis on muscle substrates in the exercising rat. PubMed: Secondary carnitine deficiency in handicapped patients receiving valproic acid and/or elemental diet. PubMed: Feeding preterm infants with L-carnitine supplemented formula. PubMed: Treatment of idiopathic hepatic lipidosis in cats: 11 cases (1986-1987). PubMed: The carnitine-deprived newborn rabbit: a potential model to study carnitine deficiency. PubMed: Changes of plasma free amino acids and renal clearances of carnitines in premature infants during L-carnitine-supplemented human milk feeding. PubMed: L-carnitine supplementation of a soybean-based formula in early infancy: plasma and urine levels of carnitine and acylcarnitines. PubMed: [Authorization request for the use of L-carnitine, calcium chloride and magnesium sulfate as nutritional additives in the formulation of food designed for specialized diets]. PubMed: Hepatic and cardiac carnitine palmitoyltransferase activity. Effects of adriamycin and galactosamine. PubMed: Effects of oral L-carnitine supplementation in low-birth-weight premature infants maintained on human milk. PubMed: Carnitine and the premature. PubMed: Studies concerning chronic and acute effects of L-carnitine on some biological parameters in elite athletes. PubMed: Carnitine balance and effects of intravenous L-carnitine in two patients receiving long-term total parenteral nutrition. PubMed: Cholinesterase-catalyzed resolution of D,L-carnitine. PubMed: The effect of a L-carnitine supplemented soybean formula on the plasma lipids of infants.