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

Supplier Sponsors

CAS Number: 65-86-1Picture of molecule3D/inchi
Other(deleted CASRN):6784-70-9
ECHA EINECS - REACH Pre-Reg:200-619-8
FDA UNII: 61H4T033E5
Nikkaji Web:J2.359K
Beilstein Number:383901
MDL:MFCD00006027
XlogP3:-1.40 (est)
Molecular Weight:156.09768000
Formula:C5 H4 N2 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:nutrient supplements, EFSA concludes: use is of safety concern.
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
American International Chemical, LLC.
OROTIC ACID ANHYDROUS
AuNutra® Industries
Orotic Acid Anhydrous
BOC Sciences
For experimental / research use only.
Orotic acid >98%
Odor: characteristic
Use: Orotic acid is a heterocyclic compound and an acid. It is manufactured in the body via a mitochondrial enzyme, dihydroorotate dehydrogenase, or a cytoplasmic enzyme of pyrimidine synthesis pathway.
Penta International
OROTIC ACID ANHYDROUS
Sigma-Aldrich: Sigma
For experimental / research use only.
Orotic Acid ≥98% (titration), anhydrous
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 2000 mg/kg
Drugs in Japan Vol. 6, Pg. 165, 1982.

intravenous-mouse LD50 770 mg/kg
Drugs in Japan Vol. 6, Pg. 165, 1982.

intraperitoneal-mouse LD50 841 mg/kg
Drugs in Japan Vol. 6, Pg. 165, 1982.

oral-mouse LD50 2000 mg/kg
Drugs in Japan Vol. 6, Pg. 165, 1982.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
nutrient supplements, EFSA concludes: use is of safety concern.
Recommendation for orotic acid usage levels up to:
 not for fragrance use.
 
Recommendation for orotic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Scientific Report of EFSA on the risk assessment of salts of authorised acids, phenols or alcohols for use in food contact materials [1]
View page or View pdf

Orotic acid salts as sources of orotic acid and various minerals added for nutritional purposes to food supplements
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):65-86-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :967
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2,4-dioxo-1H-pyrimidine-6-carboxylic acid
Chemidplus:0000065861
EPA/NOAA CAMEO:hazardous materials
RTECS:RM3180000 for cas# 65-86-1
 
References:
 2,4-dioxo-1H-pyrimidine-6-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:65-86-1
Pubchem (cid):967
Pubchem (sid):134972782
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
Metabolomics Database:Search
KEGG (GenomeNet):C00295
HMDB (The Human Metabolome Database):HMDB00226
FooDB:FDB012327
YMDB (Yeast Metabolome Database):YMDB00405
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
Occurs in milk and other biol. systems. Salts used as dietary and mineral supplements Orotic acid is a heterocyclic compound and an acid; it is also known as pyrimidinecarboxylic acid. It was once believed to be part of the vitamin B complex and was called vitamin B13, but it is now known that it is not a vitamin but is instead manufactured in the body by intestinal flora. (Wikipedia)
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