Name
Potassium oxybate
Drug Entry
gamma-Hydroxybutyric acid

Gamma hydroxybutyric acid, commonly abbreviated GHB, is a therapeutic drug which is illegal in multiple countries. It is currently regulated in the US and sold by Jazz Pharmaceuticals under the name Xyrem. However, it is important to note that GHB is a designated Orphan drug (in 1985). Today Xyrem is a Schedule III drug; however GHB remains a Schedule I drug and the illicit use of Xyrem falls under penalties of Schedule I. GHB is a naturally occurring substance found in the central nervous system, wine, beef, small citrus fruits and almost all other living creatures in small amounts. It is used illegally under the street names Juice, Liquid Ecstasy or simply G, either as an intoxicant, or as a date rape drug. Xyrem is a central nervous system depressant that reduces excessive daytime sleepiness and cataplexy in patients with narcolepsy.

Accession Number
DBSALT002967  (DB15755)
Structure
Synonyms
4-Hydroxybutanoic acid potassium salt / 4-Hydroxybutyric acid potassium salt / Oxybate potassium
UNII
S8NKF3H3KT
CAS Number
57769-01-4
Weight
Average: 142.195
Monoisotopic: 142.00322558
Chemical Formula
C4H7KO3
InChI Key
TXSIWDVUJVMMKM-UHFFFAOYSA-M
InChI
InChI=1S/C4H8O3.K/c5-3-1-2-4(6)7;/h5H,1-3H2,(H,6,7);/q;+1/p-1
IUPAC Name
potassium 4-hydroxybutanoate
SMILES
[K+].OCCCC([O-])=O
ChemSpider
8096044
Wikipedia
Gamma-Hydroxybutyric_acid
Predicted Properties
PropertyValueSource
Water Solubility522.0 mg/mLALOGPS
logP-0.37ALOGPS
logP-0.51Chemaxon
logS0.56ALOGPS
pKa (Strongest Acidic)4.44Chemaxon
pKa (Strongest Basic)-2.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area60.36 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity34.64 m3·mol-1Chemaxon
Polarizability9.74 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon