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4-Hydroxy-4-methylpentanoic acid

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(Redirected from 4-hydroxy-4-methylpentanoic acid) Chemical compound Pharmaceutical compound
4-Hydroxy-4-methylpentanoic acid
Clinical data
Other names4-Hydroxy-4-methylpentanoic acid
Identifiers
IUPAC name
  • 4-Hydroxy-4-methylpentanoic acid
CAS Number
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC6H12O3
Molar mass132.159 g·mol
3D model (JSmol)
SMILES
  • OC(CCC(C)(O)C)=O
InChI
  • InChI=1S/C6H12O3/c1-6(2,9)4-3-5(7)8/h9H,3-4H2,1-2H3,(H,7,8)
  • Key:PQJUMPXLDAZULJ-UHFFFAOYSA-N
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4-Hydroxy-4-methylpentanoic acid (UMB68) is a tertiary alcohol, similar in structure to the drug GHB. The molecule has been synthesized and tested on animals in order to further research the effects of GHB. UMB68 has been shown to bind selectively to the GHB receptor ligand in binding assays, yet does not bind to GABAergic receptors. As such, it can provide a useful tool in studying the pharmacology of the GHB receptor in absence of GABAergic effects.

References

  1. Wu H, Zink N, Carter LP, Mehta AK, Hernandez RJ, Ticku MK, Lamb R, France CP, Coop A (2003). "A Tertiary Alcohol Analog of γ-Hydroxybutyric Acid as a Specific γ-Hydroxybutyric Acid Receptor Ligand". Journal of Pharmacology and Experimental Therapeutics. 305 (2): 675–679. doi:10.1124/jpet.102.046797. PMID 12606613. S2CID 86191608.
GHB receptor modulators
Receptor
(ligands)
GHBRTooltip GHB receptor
GABABTooltip γ-Aminobutyric acid B receptor
Transporter
(blockers)
MCTsTooltip Monocarboxylate transporters
SMCTsTooltip Sodium-coupled monocarboxylate transporters
VIATTTooltip Vesicular inhibitory amino acid transporter
Enzyme
(inhibitors)
SSRTooltip Succinic semialdehyde reductase
GHBDHTooltip 4-Hydroxybutyrate dehydrogenase
HOTTooltip Hydroxyacid-oxoacid transhydrogenase
ADHTooltip Alcohol dehydrogenase
ALDHTooltip Aldehyde dehydrogenase
See also
Receptor/signaling modulators
GABA receptor modulators
Glutamate receptor modulators
Glycine receptor modulators


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