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About This Item
Linear Formula:
HOOCCH2CH(NHCONH2)COOH
CAS Number:
Molecular Weight:
176.13
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
EC Number:
213-096-6
Beilstein/REAXYS Number:
1726861
MDL number:
Quality Segment
assay
98.0-102.0% (T)
mp
~175 °C (dec.)
format
neat
SMILES string
NC(=O)NC(CC(O)=O)C(O)=O
InChI
1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)
InChI key
HLKXYZVTANABHZ-UHFFFAOYSA-N
Biochem/physiol Actions
Metabolite of pyrimidine biosynthesis, alanine, aspartate and glutamate metabolism.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
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L D Fairbanks et al.
Journal of chromatography. B, Biomedical sciences and applications, 732(2), 487-493 (1999-10-12)
Leflunomide is an immunomodulatory drug which acts by inhibiting dihydroorotic acid dehydrogenase, the fourth enzyme of pyrimidine biosynthesis. We modified our high-performance liquid chromatography method to demonstrate that the principal metabolite in mitogen-stimulated human T-lymphocytes incubated with leflunomide was not
S Vasudevan et al.
Carcinogenesis, 15(11), 2497-2500 (1994-11-01)
Feeding excess orotic acid (OA) in the diet promotes the carcinogenic process in different organs including the liver. A number of metabolic and genetic disorders are associated with increased synthesis of endogenous OA and some of these disorders appear to
R B Wickner
Science (New York, N.Y.), 264(5158), 566-569 (1994-04-22)
A cytoplasmically inherited element, [URE3], allows yeast to use ureidosuccinate in the presence of ammonium ion. Chromosomal mutations in the URE2 gene produce the same phenotype. [URE3] depends for its propagation on the URE2 product (Ure2p), a negative regulator of