Structure via PubChem · Public domain (PubChem)
orotic acid
Sign in to saveAlso known as orotate, 2,6-dioxo-3H-pyrimidine-4-carboxylic acid, Acide orotique, 1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidecarboxylic acid, 2,6-Dihydroxypyrimidine-4-carboxylic acid, 6-Carboxyuracil, Oropur, 1,2,3,6-Tetrahydro-2,6-dioxo-4-Pyrimidinecarboxylic acid
chemical compound synthesized in the body via a mitochondrial enzyme
Key facts
- Other names
- uracil-6-carboxylic acid
- Ahfs drugs com
- International Drug Names
- Atc code
- none
- Cas number
- 65-86-1
- Drugbank
- DB02262
- Unii
- 61H4T033E5
- Kegg
- C00295
- Comptox dashboard u s environmental prot
- DTXSID0025814
- Echa infocard
- 100.000.563
- Formula
- C 5 H 4 N 2 O 4
- Molar mass
- 156.097 g·mol
- 3d model jsmol
- Interactive image
via Wikipedia infobox
Chemical data
- Formula
- C5H4N2O4
- Molecular weight
- 156.1 g/mol
- IUPAC name
- 2,4-dioxo-1H-pyrimidine-6-carboxylic acid
- SMILES
- C1=C(NC(=O)NC1=O)C(=O)O
- InChIKey
- PXQPEWDEAKTCGB-UHFFFAOYSA-N
- XLogP
- -1.4
- Polar surface area
- 95.5 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
4,024 papers- Orotic acid.Australian and New Zealand journal of medicine · 1973
- [Orotic acid].Die Pharmazie · 1985
- Orotic Acid, More Than Just an Intermediate of Pyrimidine de novo Synthesis.Journal of genetics and genomics = Yi chuan xue bao · 2015
- Orotate (orotic acid): An essential and versatile molecule.Nucleosides, nucleotides & nucleic acids · 2016
- [Use of orotic acid and orotates].Journal de pharmacie de Belgique · 2006
via PubMed
~3 min read
Encyclopedic overview
Orotic acid (/ɔːˈrɒtɪk/) is a pyrimidinedione and a carboxylic acid. Historically, it was believed to be part of the vitamin B complex and was called vitamin B13, but it is now known that it is not a vitamin.
The compound is synthesized in the body via a mitochondrial enzyme, dihydroorotate dehydrogenase or a cytoplasmic enzyme of pyrimidine synthesis pathway. It is sometimes used as a mineral carrier in some dietary supplements (to increase their bioavailability), most commonly for lithium orotate.
Excerpted from Wikipedia’s “orotic acid” article, available under the CC BY-SA 4.0 licence.