EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:1543 - 3-hydroxyhexobarbital

ChEBI IDCHEBI:1543
ChEBI Name3-hydroxyhexobarbital
Stars
DefinitionA member of the class of barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a cyclohex-1-en-1-yl group at position 5, a hydroxy group at position 1 and methyl groups at positions 3 and 5.
Last Modified2 February 2015
DownloadsMolfile
FormulaC12H16N2O4
Net Charge0
Average Mass252.270
Monoisotopic Mass252.11101
SMILESCN1C(=O)N(O)C(=O)C(C)(C2=CCCCC2)C1=O
InChIInChI=1S/C12H16N2O4/c1-12(8-6-4-3-5-7-8)9(15)13(2)11(17)14(18)10(12)16/h6,18H,3-5,7H2,1-2H3
InChIKeyCQIGOIONTHSZEA-UHFFFAOYSA-N
Roles Classification
Biological Role:
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.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
3-hydroxyhexobarbital (CHEBI:1543) is a barbiturates (CHEBI:22693)
IUPAC Name 
5-(cyclohex-1-en-1-yl)-1-hydroxy-3,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
Synonym  Source
3-HydroxyhexobarbitalKEGG COMPOUND
Manual XrefsDatabases
C03068KEGG COMPOUND
HMDB0013940HMDB
Citations