γ-hydroxybutyric acid   

GtoPdb Ligand ID: 4711

Abbreviated name: GHB
Synonyms: γ-hydroxybutyrate | Alcover® | WY-3478 | Xyrem®
γ-hydroxybutyric acid is an approved drug (FDA (2002), EMA (2005))
Comment: The approved form of this compound is sodium oxybate. γ-hydroxybutyric acid (GHB) is an active metabolite of sodium oxybate.
2D Structure
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Physico-chemical Properties
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
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
Classification
Compound class Metabolite or derivative
Approved drug? Yes (FDA (2002), EMA (2005))
IUPAC Name
4-hydroxybutanoic acid
Synonyms
γ-hydroxybutyrate | Alcover® | WY-3478 | Xyrem®
Database Links
CAS Registry No. 591-81-1
ChEMBL Ligand CHEMBL1342
DrugBank Ligand DB01440
GtoPdb PubChem SID 178101422
PubChem CID 10413
Search Google for chemical match using the InChIKey SJZRECIVHVDYJC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SJZRECIVHVDYJC
Search UniChem for chemical match using the InChIKey SJZRECIVHVDYJC-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone SJZRECIVHVDYJC
Wikipedia Gamma-Hydroxybutyric_acid, Sodium oxybate