orotic acid

4-pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-

CAS: 65-86-1 C5 H4 N2 O4 MW: 156.09768000

Identification

Nameorotic acid
CAS Number65-86-1
EINECS200-619-8
FDA UNII61H4T033E5
Molecular FormulaC5 H4 N2 O4
Molecular Weight156.09768000
MDL NumberMFCD00006027
Nikkaji NumberJ2.359K
Beilstein383901
XlogP3-1.40 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 345.00 to 346.00 °C. @ 760.00 mm Hg
Boiling Point 656.00 to 657.00 °C. @ 760.00 mm Hg (est)
Flash Point 664.00 °F. TCC ( 351.10 °C. ) (est)
logP (o/w) -0.830
Soluble in water, 1820 mg/L @ 25 °C (exp)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesskin conditioning

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-rat LD50 2000 mg/kg
Dermal ToxicityNot determined
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, EFSA concludes: use is of safety concern.
Recommendation for orotic acid usage levels up tonot for fragrance use.
Recommendation for orotic acid flavor usage levels up tonot for flavor use.

American International Chemical, Inc.

Consistent sources

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Penta International Corporation

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

6- carboxyuracil 2,6- dihydroxy-4-pyrimidinecarboxylic acid 2,6- dihydroxy-pyrimidine-4-carboxylic acid 2,6- dihydroxypyrimidine-4-carboxylic acid 2,6- dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid 2,6- dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid 2,6- dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid 2,6- dioxo-1,3-dihydropyrimidine-4-carboxylic acid 2,4- dioxo-1H-pyrimidine-6-carboxylic acid 2,6- dioxo(4-14c)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid molkensaeure orotic acid anhydrous orotic acid, anhydrous oroticacid orotsaeure 4- pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo- 4- pyrimidinecarboxylic acid, 2,6-dihydroxy- 1,2,3,6- tetrahydro-2,6-dioxo-4-pyrimidecarboxylic acid 1,2,3,6- tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid 1,2,3,4- tetrahydro-2,6-dioxopyrimidine-4-carboxylic acid 1,2,3,6- tetrahydro-2,6-dioxopyrimidine-4-carboxylic acid 6- uracilcarboxylic acid vitamin B13 whey factor PubMed: The role of sodium in the salty taste of permeate. PubMed: Metabonomic analysis of quercetin against the toxicity of chronic exposure to low-level dichlorvos in rats via ultra-performance liquid chromatography-mass spectrometry. PubMed: Controllable self-assembly of sodium caseinate with a zwitterionic vitamin-derived bolaamphiphile. PubMed: Estimation of genetic parameters and detection of quantitative trait loci for metabolites in Danish Holstein milk. PubMed: Dietary sea cucumber cerebroside alleviates orotic acid-induced excess hepatic adipopexis in rats. PubMed: Improvement of the energy supply and contractile function in normal and ischemic rat hearts by dietary orotic acid. PubMed: Growth and exopolysaccharide yield of Lactobacillus delbrueckii ssp. bulgaricus DSM 20081 in batch and continuous bioreactor experiments at constant pH. PubMed: Isolation and anti-fatty liver activity of a novel cerebroside from the sea cucumber Acaudina molpadioides. PubMed: Molecular recognition of melamine by vesicles spontaneously formed from orotic acid derived bolaamphiphiles. PubMed: Study on possible mechanism of orotic acid-induced fatty liver in rats. PubMed: [Effect of sea cucumber cerebroside on lipid metabolism in fatty liver rats]. PubMed: Use of the pyrG gene as a food-grade selection marker in Monascus. PubMed: Nucleotides and nucleosides in ovine and caprine milk during lactation. PubMed: Dietary saponins of sea cucumber alleviate orotic acid-induced fatty liver in rats via PPARalpha and SREBP-1c signaling. PubMed: Regulation of pyrimidine formation in Pseudomonas lundensis. PubMed: Functional lipids and the prevention of the metabolic syndrome. PubMed: The orotate transporter encoded by oroP from Lactococcus lactis is required for orotate utilization and has utility as a food-grade selectable marker. PubMed: Hyperornithinemia-hyperammonemia-homocitrullinuria syndrome with stroke-like imaging presentation: clinical, biochemical and molecular analysis. PubMed: Transformation by complementation of a uracil auxotroph of the hyper lignin-degrading basidiomycete Phanerochaete sordida YK-624. PubMed: Influence of calcium and phosphorus, lactose, and salt-to-moisture ratio on Cheddar cheese quality: changes in residual sugars and water-soluble organic acids during ripening. PubMed: Adsorption of bile acid by chitosan-orotic acid salt and its application as an oral preparation. PubMed: The cyanobacterial toxin cylindrospermopsin inhibits pyrimidine nucleotide synthesis and alters cholesterol distribution in mice. PubMed: Dietary arginine supplementation enhances the growth of milk-fed young pigs. PubMed: Quantification of non-protein nitrogen components of infant formulae and follow-up milks: comparison with cows' and human milk. PubMed: Variation in organic acids content during ripening of pickled white cheese. PubMed: Development of a CE method to analyze organic acids in dairy products: application to study the metabolism of heat-shocked spores. PubMed: Behavior of alginate gel beads containing chitosan salt prepared with water-soluble vitamins. PubMed: Ornithine carbamoyltransferase deficiency: improved sensitivity of testing for protein tolerance in the diagnosis of heterozygotes. PubMed: Effects of dietary protein type on the response of lipid metabolism to orotic acid in rats. PubMed: Mutagenic specificity of the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in Escherichia coli using the yeast URA3 gene as a target. PubMed: High-performance liquid chromatographic determination of orotic acid as its methyl derivative in human urine. PubMed: Persistent hyperammonemia in two related Morgan weanlings. PubMed: Nutritional and metabolic effects and significance of mild orotic aciduria during dietary supplementation with arginine or its organic salts after trauma injury in rats. PubMed: Construction of a plasmid carrying both CTP synthetase and a fused gene formed from cholinephosphate cytidylyltransferase and choline kinase genes and its application to industrial CDP-choline production: enzymatic production of CDP-choline from orotic acid (Part II). PubMed: Enzymatic production of pyrimidine nucleotides using Corynebacterium ammoniagenes cells and recombinant Escherichia coli cells: enzymatic production of CDP-choline from orotic acid and choline chloride (Part I). PubMed: Antagonistic effect of nucleic acid precursors on the anticoccidial activity of 6-azauracil. PubMed: A novel strategy for the isolation of defined pyrG mutants and the development of a site-specific integration system for Aspergillus awamori. PubMed: Dietary citrulline but not ornithine counteracts dietary arginine deficiency in rats by increasing splanchnic release of citrulline. PubMed: Dietary supplementation of L-arginine ameliorates renal hypertrophy in rats fed a high-protein diet. PubMed: Glucagon administration in vivo stimulates hepatic RNA and protein breakdown in fed and fasted rats. PubMed: Influence of orotic acid and estrogen on hepatic lipid storage and secretion in the goose susceptible to liver steatosis. PubMed: Dietary arginine deficiency alters flux of glutamine and urea cycle intermediates across the portal-drained viscera and liver of rats. PubMed: Production of vitamins, coenzymes and related biochemicals by biotechnological processes. PubMed: Efficacy of ornithine-alpha-ketoglutarate (OKGA) as a dietary supplement in growing rats. PubMed: Rates of rat liver RNA degradation in vivo as determined from cytidine release during brief cyclic perfusion in situ. PubMed: The permeability properties of septate junctions in Malpighian tubules of Rhodnius. PubMed: The orotic acid concentration in the blood, milk, and urine of dairy cows fed with urea supplemented diet. PubMed: Natural history of symptomatic partial ornithine transcarbamylase deficiency. PubMed: The effect of dietary protein on nitrogen and sulfur metabolism in portacaval-shunted rats. PubMed: Orotic acid, arginine, and hepatotoxicity. PubMed: Nuclear RNA polymerase activity in tumor-host livers. PubMed: Orotic acid excretion during starvation and refeeding in normal men. PubMed: Brain mRNA translatability in rats: changes during long-term dietary restriction in the developmental period of life. PubMed: Effect of fasting on the metabolism of cytidine nucleotides in the liver of intact and alpha-hexachlorocyclohexane-treated rats. PubMed: Purine and pyrimidine metabolism. PubMed: [Neonatal hyperammonemia due to ornithine transcarbamylase deficiency (author's transl)]. PubMed: Treatment of hyperargininaemia due to arginase deficiency with a chemically defined diet. PubMed: Arginine: an indispensable amino acid for mature dogs. PubMed: Effect of some dietary additions to either an arginine-devoid diet or a diet supplemented with orotic acid refed after starvation on liver lipid content during essential fatty acid deficiency in rats. PubMed: Ammonia metabolism in a family affected by hyperargininemia. PubMed: Hydra viridis: transfer of metabolites between Hydra and symbiotic algae. PubMed: Arginine deficiency during gestation and lactation in the rat. PubMed: Studies dealing with hepatic RNA metabolism in rats force-fed a threonine-devoid diet. PubMed: Orotic acid content of infant formulas. PubMed: Effect of dietary arginine level on urinary orotate and citrate excretion in growing kittens. PubMed: Orotic acid and non-protein nitrogen overload in sheep. PubMed: Avoidance reaction of painful stimulation of another rat: effect of methylglucamine orotate. PubMed: Determination of orotic acid in whey and modified whey products. PubMed: Arginine requirements in immature dogs. PubMed: Lower gastric secretion and higher incorporation of orotic acid into liver RNA in rats treated with 5-azacytidine and cycloheximide. PubMed: Nitrogen retention in rats fed on diets enriched with arginine and glycine. 1. Improved N retention after trauma. PubMed: E1On the effect of 6-methyluracil on mice damaged by 2,4,6-triethylene-imino-1,3,5-triazine or by X-irradiation (author's transl). PubMed: [Feeding rhythms and the diurnal rhythm of cell proliferation in pharmacologically induced liver growth (author's transl)]. PubMed: Lithium orotate, carbonate and chloride: pharmacokinetics, polyuria in rats. PubMed: Character of the stimulatory response of uridine kinase in rat livers to cycloheximide treatment. PubMed: Reversible impairment of cerebral DNA synthesis in thiamine deficiency. PubMed: Effect of narcotic drugs on ribonucleic acid and nucleotide metabolism in mouse brain. PubMed: Nutrition and diseases of the blood: the megaloblastic anaemias. PubMed: Nutrition and diseases of the liver and gallbladder. PubMed: Neonatal undernutrition and RNA synthesis in developing rat brain. PubMed: The determination of non-fat milk solids in milk bread from the orotic acid content. PubMed: Effect of diet and tryptophan on hepatic polyribosomal disaggregation due to actinomycin D. PubMed: [Formula diets in studies of purine balance]. PubMed: Mechanisms of growth and atrophy of skeletal muscle. PubMed: Orotic acid in food milk powders. PubMed: Orotic acid in food milk powders. PubMed: Nuclear synthesis of cytoplasmic ribonucleic acid in Amoeba proteus.