barbituric acid (CHEBI:16294)

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ChEBI Name	barbituric acid

ChEBI ID	CHEBI:16294

Definition	A barbiturate, the structure of which is that of perhydropyrimidine substituted at C-2, -4 and -6 by oxo groups. Barbituric acid is the parent compound of barbiturate drugs, although it is not itself pharmacologically active.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:2993, CHEBI:22692

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Formula

C4H4N2O3

Net Charge

Average Mass

128.08620

Monoisotopic Mass

128.02219

InChI

InChI=1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)

InChIKey

HNYOPLTXPVRDBG-UHFFFAOYSA-N

SMILES

O=C1CC(=O)NC(=O)N1

Roles Classification
Biological Role(s):	allergen A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. GABA modulator A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act. (via barbiturates )

Application(s):	GABA modulator A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act. (via barbiturates )

ChEBI Ontology
Outgoing	barbituric acid (CHEBI:16294) has role allergen (CHEBI:50904) barbituric acid (CHEBI:16294) has role xenobiotic (CHEBI:35703) barbituric acid (CHEBI:16294) is a barbiturates (CHEBI:22693) barbituric acid (CHEBI:16294) is conjugate acid of barbiturate (CHEBI:29745) barbituric acid (CHEBI:16294) is conjugate acid of barbiturate(1−) (CHEBI:77938) barbituric acid (CHEBI:16294) is conjugate acid of barbiturate(2−) (CHEBI:57718)

Incoming	6-oxouridine 5'-phosphate (CHEBI:41150) has functional parent barbituric acid (CHEBI:16294) alloxan (CHEBI:76451) has functional parent barbituric acid (CHEBI:16294) butalbital (CHEBI:102524) has functional parent barbituric acid (CHEBI:16294) dialuric acid (CHEBI:76452) has functional parent barbituric acid (CHEBI:16294) hexobarbital (CHEBI:5706) has functional parent barbituric acid (CHEBI:16294) secobarbital (CHEBI:9073) has functional parent barbituric acid (CHEBI:16294) barbiturate (CHEBI:29745) is conjugate base of barbituric acid (CHEBI:16294) barbiturate(1−) (CHEBI:77938) is conjugate base of barbituric acid (CHEBI:16294) barbiturate(2−) (CHEBI:57718) is conjugate base of barbituric acid (CHEBI:16294)

IUPAC Name

pyrimidine-2,4,6(1H,3H,5H)-trione

Last Modified

04 March 2019