Orotidine

Names

[ CAS No. ]:
314-50-1

[ Name ]:
Orotidine

[Synonym ]:
UNII:B350MC02GZ
3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,6-dioxopyrimidine-4-carboxylic acid
1,2,3,6-Tetrahydro-2,6-dioxo-3-b-D-ribofuranosyl-4-pyrimidinecarboxylic Acid
6-Carboxyuridin
3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-2,6-diketo-pyrimidine-4-carboxylic acid
Uridine-6-carboxylic acid
3-b-D-Ribofuranosylorotic Acid
Orotidine
Uridine, 6-carboxy-
Orotidine (Uridine-6-carboxylic acid)
6-Carboxyuridine
URIDIN-6-CARBOXYLIC ACID

Biological Activity

[Description]:

Orotidine is an intermediate in pyrimidine nucleotide biosynthesis in RNA and DNA, and plays a crucial role in contemporary biology.

[Related Catalog]:

Natural Products >> Others

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Kim EK, et al. Synthesis of orotidine by intramolecular nucleosidation. Chem Commun (Camb). 2015 Apr 4;51(26):5618-21.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Melting Point ]:
200ºC

[ Molecular Formula ]:
C₁₀H₁₂N₂O₈

[ Molecular Weight ]:
288.211

[ Exact Mass ]:
288.059357

[ PSA ]:
162.08000

[ LogP ]:
-1.24

[ Index of Refraction ]:
1.678

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2934999090

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Pyrophosphate interactions at the transition states of Plasmodium falciparum and human orotate phosphoribosyltransferases.

J. Am. Chem. Soc. 132(25) , 8787-94, (2010)

Orotate phosphoribosyltransferases from Plasmodium falciparum and human sources (PfOPRT and HsOPRT) use orotidine as a slow substrate in the pyrophosphorolysis reaction. With orotidine, intrinsic kine...

The allopurinol load test lacks specificity for primary urea cycle defects but may indicate unrecognized mitochondrial disease.

J. Inherit. Metab. Dis. 22(2) , 174-84, (1999)

Thirty-three children ranging from 2 weeks to 12 years of age were selected for allopurinol loading, 16 on the basis of an increased urinary ourotate excretion detected by routine organic acid analysi...

Orotidine accumulation in human erythrocytes during allopurinol therapy: association with high urinary oxypurinol-7-riboside concentrations in renal failure and in the Lesch-Nyhan syndrome.

Clin. Sci. 80(3) , 191-7, (1991)

1. A compound identified as orotidine has been found in the erythrocytes of all subjects on allopurinol. 2. The erythrocyte orotidine concentrations were much higher in patients with renal failure or ...

Related Compounds

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