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L-DIHYDROOROTIC ACID

L-DIHYDROOROTIC ACID Basic information
Product Name:L-DIHYDROOROTIC ACID
Synonyms:L-DIHYDROOROTIC ACID;L-HYDROOROTIC ACID;DIHYDRO-L-OROTIC ACID;(S)-2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid;2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid;L-4,5-Dihydroorotic acid~(S)-(+)-2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid;(S)-(+)-HYDROOROTIC ACID;(4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid
CAS:5988-19-2
MF:C5H6N2O4
MW:158.11
EINECS:624-952-7
Product Categories:Heterocycles;Miscellaneous Biochemicals;Amino Acid Derivatives;5988-19-2
Mol File:5988-19-2.mol
L-DIHYDROOROTIC ACID Structure
L-DIHYDROOROTIC ACID Chemical Properties
Melting point 254-255 °C (dec.)(lit.)
Boiling point 283.16°C (rough estimate)
density 1.523
refractive index 1.5090 (estimate)
storage temp. Sealed in dry,2-8°C
solubility DMSO (Slightly), Water (Slightly, Heated, Sonicated)
form Powder
pka2.82±0.20(Predicted)
color White to off-white
Water Solubility Soluble in water (partly), and dimethyl formamide.
InChIKeyUFIVEPVSAGBUSI-REOHCLBHSA-N
CAS DataBase Reference5988-19-2(CAS DataBase Reference)
NIST Chemistry ReferenceOrotic acid, dihydro-, l-(5988-19-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
L-DIHYDROOROTIC ACID Usage And Synthesis
Chemical PropertiesWhite to off-white crystalline powder
UsesL-Dihydroorotic acid a metabolite.
DefinitionChEBI: (S)-dihydroorotic acid is the (S)-enantiomer of dihydroorotic acid that is an intermediate in the metabolism of pyridine. It has a role as a Saccharomyces cerevisiae metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a (S)-dihydroorotate. It is an enantiomer of a (R)-dihydroorotic acid.
Biochem/physiol ActionsL-Dihydroorotic acid (DHO) serves as a substrate for dihydroorotate dehydrogenase (DHODH), an enzyme in the de novo synthesis of pyrimidine. Inhibition of DHOH by its inhibitors causes a large accumulation of upstream metabolite DHO and a reduction in the uridine levels. Therefore, DHO and uridine can be used as biomarkers for pyrimidine synthesis for the clinical development of DHOH inhibitors.
L-DIHYDROOROTIC ACID Preparation Products And Raw materials
Raw materialsOrotic acid
Preparation ProductsDisodium 5'-Inosinate-->Ribavirin-->CALCIUM5'-RIBONUCLEOTIDES-->Idoxuridine
4,5-Dihydroorotic acid DL-4,5-DIHYDROOROTIC ACID, [2-14C]- L-DIHYDROOROTIC ACID DL-DIHYDROOROTIC ACID (S)-BENZYL 1-METHYL-2,6-DIOXOHEXAHYDROPYRIMIDINE-4-CARBOXYLATE dihydroorotic acid hydrazide L-4,5-DIHYDROOROTIC ACID, [2-14C]- Sulbactum Sodium DL-Hydroorotic acid Cytidine 5′-(tetrahydrogen triphosphate), xsodium salt, hydrate Trisodium phosphate DIHYDROOROTIC ACID, [5,6-3H] Orotic acid Sodium phosphate tribasic dodecahydrate 1-Mehtyl-L-4,5-Dihydroorotic Acid D-HYDROOROTIC ACID 1-METHYL-L-4,5-DIHYDROOROTIC ACID (S)-BENZYL 2,6-DIOXOHEXAHYDROPYRIMIDINE-4-CARBOXYLATE
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