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
In the Vinony graph
Within Vinony's link graph, orotic acid is referenced by 74 other articles, and connects out to pyrimidine nucleotide metabolic process, DL-hydroorotic acid and woman.
It sits within the topics Drugboxes which contain changes to verified fields, Drugboxes which contain changes to watched fields and Drugs not assigned an ATC code.
Its subject is documented across 28 Wikipedia language editions.
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
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
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
Wikidata facts
- Subclass of
- carboxylic acid
- Has part
- carbon
- Mass
- 156.017
Show 5 more facts
- chemical formula
- C₅H₄N₂O₄
- canonical SMILES
- C1=C(NC(=O)NC1=O)C(=O)O
- Commons category
- Orotic acid
- melting point
- 346
- found in taxon
- Caenorhabditis elegans
via Wikidata · CC0
~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.