4-Hydroxy-4-methylpentanoic acid

Chemical compound
4-Hydroxy-4-methylpentanoic acid
Clinical data
Other names4-Hydroxy-4-methylpentanoic acid
Identifiers
  • 4-Hydroxy-4-methylpentanoic acid
CAS Number
  • 23327-19-7 checkY
ChemSpider
  • 10466768 checkY
UNII
  • RBT229QVC5
CompTox Dashboard (EPA)
  • DTXSID50633867 Edit this at Wikidata
Chemical and physical data
FormulaC6H12O3
Molar mass132.159 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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) checkY
  • Key:PQJUMPXLDAZULJ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

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.[1]

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.
  • v
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GHB receptor modulators
Receptor
(ligands)
GHBRTooltip GHB receptor
GABABTooltip γ-Aminobutyric acid B receptor
  • See here instead.
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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