γ-hydroxybutyrate   Click here for help

GtoPdb Ligand ID: 4711

Abbreviated name: GHB
Synonyms: γ-hydroxybutyric acid | Alcover® | WY-3478 | Xyrem®
Approved drug
γ-hydroxybutyrate is an approved drug (FDA (2002), EMA (2005))
Compound class: Metabolite
Comment: γ-hydroxybutyrate (GHB) is a metabolite of GABA.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 57.53
Molecular weight 104.05
XLogP -0.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCCCC(=O)O
Isomeric SMILES OCCCC(=O)O
InChI InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)
InChI Key SJZRECIVHVDYJC-UHFFFAOYSA-N
Bioactivity Comments
We have been unable to find publicly available affinity data for this drug at its proposed human targets to substantiate its MMOA. For this reason we have not tagged a primary target for this drug.
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
SMCT1
Monocarboxylate transporter 1 4
Vesicular inhibitory amino acid transporter
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
HCA1 receptor Hs Agonist Full agonist 1.8 pEC50 - 1
pEC50 1.8 (EC50 1.53x10-2 M) [1]