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CHEBI:9921 - valerenic acid
| Formula | C15H22O2 |
| Net Charge | 0 |
| Average Mass | 234.339 |
| Monoisotopic Mass | 234.16198 |
| SMILES | [H][C@]12CCC(C)=C1[C@H](/C=C(\C)C(=O)O)CC[C@H]2C |
| InChI | InChI=1S/C15H22O2/c1-9-4-6-12(8-11(3)15(16)17)14-10(2)5-7-13(9)14/h8-9,12-13H,4-7H2,1-3H3,(H,16,17)/b11-8+/t9-,12+,13-/m1/s1 |
| InChIKey | FEBNTWHYQKGEIQ-SUKRRCERSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Valeriana officinalis (ncbitaxon:19953) | root (BTO:0001188) | PubMed (18164718) |
| Roles Classification |
|---|
| Chemical Role: | Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). |
| Biological Roles: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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. volatile oil component Any plant metabolite that is found naturally as a component of a volatile oil. |
| Applications: | sedative A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. 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) |
| valerenic acid (CHEBI:9921) has role GABA modulator (CHEBI:50268) |
| valerenic acid (CHEBI:9921) has role plant metabolite (CHEBI:76924) |
| valerenic acid (CHEBI:9921) has role sedative (CHEBI:35717) |
| valerenic acid (CHEBI:9921) has role volatile oil component (CHEBI:27311) |
| valerenic acid (CHEBI:9921) is a carbobicyclic compound (CHEBI:36785) |
| valerenic acid (CHEBI:9921) is a monocarboxylic acid (CHEBI:25384) |
| valerenic acid (CHEBI:9921) is a sesquiterpenoid (CHEBI:26658) |
| valerenic acid (CHEBI:9921) is conjugate acid of valerenate (CHEBI:68626) |
| Incoming Relation(s) |
| valerenate (CHEBI:68626) is conjugate base of valerenic acid (CHEBI:9921) |
| IUPAC Name |
|---|
| (2E)-3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylprop-2-enoic acid |
| Synonyms | Source |
|---|---|
| (−)-valerenic acid | ChEBI |
| (2E)-3-[(4S,7R,7aR)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-yl]-2-methylacrylic acid | IUPAC |
| Manual Xrefs | Databases |
|---|---|
| C09743 | KEGG COMPOUND |
| Valerenic_acid | Wikipedia |
| US2012022283 | Patent |
| C00003197 | KNApSAcK |
| Citations |
|---|