Ammonium orotate

Ammonium orotate
Names
IUPAC name
azanium 2,4-dioxo-1H-pyrimidine-6-carboxylate
Identifiers
3D model (JSmol)
  • InChI=1S/C5H4N2O4.H3N/c8-3-1-2(4(9)10)6-5(11)7-3;/h1H,(H,9,10)(H2,6,7,8,11);1H3
    Key: BLRHHOPYXJENCY-UHFFFAOYSA-N
  • C1=C(NC(=O)NC1=O)C(=O)[O-].[NH4+]
Properties
C5H7N3O4
Molar mass 173.128 g·mol−1
Appearance white powder
soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Ammonium orotate is a chemical compound with the chemical formula C5H7N3O4.This is an organic ammonium salt of orotic acid (vitamin B13).[1]

Properties

The compound is a white, crystalline powder, soluble in water, used in biochemical research and historically considered as a potential nutritional supplement, though its clinical significance is primarily diagnostic. As a metabolite, orotic acid (the anion of which is orotate) is an intermediate in the pyrimidine biosynthesis pathway.[2][3]

Structure

It exists as a 3D hydrogen-bonded supramolecular structure, often synthesized as ammonium orotate monohydrate.[4][5]

References

  1. ↑ Donnay, Joseph Désiré Hubert (1978). Crystal Data: Organic compounds 1967-1974. National Bureau of Standards. Retrieved 10 May 2026.
  2. ↑ Häberle, Johannes (24 March 2015). "Of Ammonia and Orotic Acid and Their Importance for Clinical Neuropediatrics". Neuropediatrics. 46 (2): 080–081. doi:10.1055/s-0035-1549161. ISSN 0174-304X. PMID 25803822. Retrieved 10 May 2026.
  3. ↑ Shukuo, Kinoshita; Katsunobu, Tanaka; Kazuo, Kimura (23 April 1963). "Method for producing orotic acid by fermentation process". Google Patents. Retrieved 10 May 2026.
  4. ↑ Sim, G. A.; Sutton, L. E. (31 October 2007). Molecular Structure by Diffraction Methods: Volume 1. Royal Society of Chemistry. ISBN 978-1-84755-674-5. Retrieved 10 May 2026.
  5. ↑ Solbakk, J.; Undheim, Kjell; Tveita, Per Olav; Svensson, Sigfrid; Koskikallio, J.; Kachi, Sukeji (1971). "The Crystal Structure of Ammonium Orotate Monohydrate". Acta Chemica Scandinavica. 25: 3006–3018. Bibcode:1971AcChS..25.3006S. doi:10.3891/acta.chem.scand.25-3006. Retrieved 10 May 2026.