Oteracil potassiumProduct ingredient for Oteracil
- Name
- Oteracil potassium
- Drug Entry
- Oteracil
Oteracil is an adjunct to antineoplastic therapy, used to reduce the toxic side effects associated with chemotherapy. Approved by the European Medicines Agency (EMA) in March 2011, Oteracil is available in combination with Gimeracil and Tegafur within the commercially available product "Teysuno". The main active ingredient in Teysuno is Tegafur, a pro-drug of Fluorouracil (5-FU), which is a cytotoxic anti-metabolite drug that acts on rapidly dividing cancer cells. By mimicking a class of compounds called "pyrimidines" that are essential components of RNA and DNA, 5-FU is able to insert itself into strands of DNA and RNA, thereby halting the replication process necessary for continued cancer growth.
Oteracil's main role within Teysuno is to reduce the activity of 5-FU within normal gastrointestinal mucosa, and therefore reduce's gastrointestinal toxicity 1. It functions by blocking the enzyme orotate phosphoribosyltransferase (OPRT), which is involved in the production of 5-FU.
- Accession Number
- DBSALT001274
- Structure
- Synonyms
- Not Available
- UNII
- 4R7FFA00RX
- CAS Number
- 2207-75-2
- Weight
- Average: 195.175
Monoisotopic: 194.96823705 - Chemical Formula
- C4H2KN3O4
- InChI Key
- IAPCTXZQXAVYNG-UHFFFAOYSA-M
- InChI
- InChI=1S/C4H3N3O4.K/c8-2(9)1-5-3(10)7-4(11)6-1;/h(H,8,9)(H2,5,6,7,10,11);/q;+1/p-1
- IUPAC Name
- potassium 6-hydroxy-4-oxo-4,5-dihydro-1,3,5-triazine-2-carboxylate
- SMILES
- [K+].OC1=NC(=NC(=O)N1)C([O-])=O
- External Links
- KEGG Compound
- C15997
- ChemSpider
- 66073
- ChEBI
- 80230
- ChEMBL
- CHEMBL3184847
- Predicted Properties
Property Value Source Water Solubility 7.35 mg/mL ALOGPS logP -0.55 ALOGPS logP -0.75 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 1.82 Chemaxon pKa (Strongest Basic) -8.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 114.18 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 41.06 m3·mol-1 Chemaxon Polarizability 11.58 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon