Orotic acid

C₅H₄N₂O₄CAS 65-86-1156.10 g/mol

Open in Covalent MOL file

Carboxylic acid Phenol

Properties

Molecular formula: C₅H₄N₂O₄
Molar mass: 156.10 g/mol
Exact mass: 156.0171 Da
Melting point: 345–346 °C
pKa: 2.07, 9.45
Water solubility: 1.82 g/L (25 °C)
logP: -0.41Crippen estimate
Polar surface area: 103.5 Å²
H-bond donors / acceptors: 3 / 5
Rotatable bonds: 1

Hazards

Warning

H302 Harmful if swallowed93.3% of notifiers
H315 Causes skin irritation88.3% of notifiers
H319 Causes serious eye irritation88.3% of notifiers
H335 May cause respiratory irritation81.7% of notifiers

Aggregated from 60 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

65-86-1

SMILES

O=C(O)c1cc(O)nc(O)n1

InChIKey

PXQPEWDEAKTCGB-UHFFFAOYSA-N

InChI

InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

18 names · show all

4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-
1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid
Animal galactose factor
6-Carboxyuracil
6-Uracilcarboxylic acid
Whey factor
2,6-Dihydroxy-4-pyrimidinecarboxylic acid
Oroturic
Orotyl
Orodin
Orotonin
2,6-Dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
NSC 79560
NSC 9791
Vitamin B13
2,4-Dihydroxypyrimidine-6-carboxylic acid
2,4-Dioxo-1H-pyrimidine-6-carboxylic acid
2-Hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid

Work with Orotic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Orotic acid monohydrate50887-69-9Hydrate Orazamide2574-78-9Salt Potassium orotate24598-73-0Salt L-Carnitine orotate160468-17-7Salt Magnesium orotate34717-03-8Salt Lithium orotate5266-20-6Salt 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, zinc salt (2:1)68399-76-8Salt

Similar compounds

Methyl 1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylate6153-44-256 % similar Citrazinic acid99-11-655 % similar 6-Hydroxypyrimidine-4-carboxylic acid6299-87-255 % similar 6-Hydroxypicolinic acid19621-92-250 % similar 4-Bromo-2,6-pyridinedicarboxylic Acid162102-81-048 % similar 4-Chloro-2,6-pyridinedicarboxylic Acid4722-94-548 % similar 4,6-Pyrimidine dicarboxylic acid16490-02-144 % similar Dipicolinic acid499-83-244 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

1,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acid23945-44-0 Pyrazole-3,5-dicarboxylic acid3112-31-0 4-Hydroxy-3-nitropyridine N-oxide31872-57-8 Imidazole-4,5-dicarboxylic acid570-22-9 3-Nitropyridine-2,4-diol89282-12-2

Elsewhere

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