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CHEBI:9073 - secobarbital
| Formula | C12H18N2O3 |
| Net Charge | 0 |
| Average Mass | 238.287 |
| Monoisotopic Mass | 238.13174 |
| SMILES | C=CCC1(C(C)CCC)C(=O)NC(=O)NC1=O |
| InChI | InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17) |
| InChIKey | KQPKPCNLIDLUMF-UHFFFAOYSA-N |
| Wikipedia |
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| Roles Classification |
|---|
| Biological Roles: | 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. 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. |
| Applications: | sedative A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. anaesthesia adjuvant Any substance that possesses little anaesthetic effect by itself, but which enhances or potentiates the anaesthetic action of other drugs when given at the same time. 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. 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) |
| secobarbital (CHEBI:9073) has functional parent barbituric acid (CHEBI:16294) |
| secobarbital (CHEBI:9073) has role anaesthesia adjuvant (CHEBI:60807) |
| secobarbital (CHEBI:9073) has role GABA modulator (CHEBI:50268) |
| secobarbital (CHEBI:9073) has role sedative (CHEBI:35717) |
| secobarbital (CHEBI:9073) is a barbiturates (CHEBI:22693) |
| secobarbital (CHEBI:9073) is conjugate acid of secobarbital(1−) (CHEBI:60810) |
| Incoming Relation(s) |
| secobarbital(1−) (CHEBI:60810) is conjugate base of secobarbital (CHEBI:9073) |
| IUPAC Name |
|---|
| 5-(pentan-2-yl)-5-(prop-2-en-1-yl)-pyrimidine-2,4,6(1H,3H,5H)-trione |
| INNs | Source |
|---|---|
| secobarbital | ChemIDplus |
| secobarbitalum | ChemIDplus |
| Synonyms | Source |
|---|---|
| 5-(1-methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione | ChemIDplus |
| 5-allyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione | NIST Chemistry WebBook |
| 5-allyl-5-(1-methylbutyl)barbituric acid | NIST Chemistry WebBook |
| 5-allyl-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione | IUPAC |
| quinalbarbitone | ChEBI |
| (±)-secobarbital | DrugBank |
| Manual Xrefs | Databases |
|---|---|
| 2428 | DrugCentral |
| D00430 | KEGG DRUG |
| DB00418 | DrugBank |
| HMDB0014562 | HMDB |
| Secobarbital | Wikipedia |