4-Hydroxy-4-methylpentanoic acid

Chemical compound

4-Hydroxy-4-methylpentanoic acid

Clinical data
Other names| 4-Hydroxy-4-methylpentanoic acid
Identifiers

IUPAC name

* 4-Hydroxy-4-methylpentanoic acid

CAS Number|

* 23327-19-7 Y

ChemSpider|

* 10466768 Y

UNII|

* RBT229QVC5

CompTox Dashboard (EPA)|

* DTXSID50633867

Chemical and physical data
Formula| C6H12O3
Molar mass| 132.159 g·mol−1
3D model (JSmol)|

* Interactive image

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) Y

* Key:PQJUMPXLDAZULJ-UHFFFAOYSA-N Y

NY (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[edit]

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
* t
* e

GHB receptor modulators

Receptor
(ligands)|

| GHBRTooltip GHB receptor|

* Agonists: Main site: 1,4-BD
* 3-HPA
* Aceburic acid (GHB acetate)
* BDDA (DABD)
* EAB
* GBL
* GCL
* GHB
* GHBAL
* GHV (4-methyl-GHB)
* GVL
* HOCHCA
* HOCPCA
* MAB
* NCS-356
* NCS-435
* Sodium oxybate
* T-HCA (GHC)
* THF
* UMB58
* UMB66
* UMB68
* UMB72
* UMB73
* UMB86; Positive allosteric modulators: (+)-Catechin
* Monastrol

* Antagonists: Main site: Gabazine (SR-95531)
* NCS-382

* Unknown/unsorted: Main site: 2-HPA
* 3-Methyl-GHB
* 3-Methyl-THCA
* 4-Benzyl-GHB
* 4-HPBA
* 4-Methyl-THCA
* 4-Phenyl-GHB
* 4-Phenyl-THCA
* Amisulpride
* azido-BnOPh-GHB
* BnOPh-GHB
* DHV
* DVL
* GTBL
* Levosulpiride
* NCS-400
* Prochlorperazine
* Sulpiride
* Sultopride
* UMB108
* UMB109
* UMB119

|

GABABTooltip γ-Aminobutyric acid B receptor|

* See here instead.

Transporter
(blockers)|

| MCTsTooltip Monocarboxylate transporters|

* α-Ketoisocaproate
* Acetoacetic acid
* AR-C155858
* Atorvastatin
* Benzoic acid
* BHB
* Butyric acid
* CHCA
* DBDS
* DIDS
* Hexanoic acid
* Lactic acid
* Luteolin
* Niflumic acid
* NPPB
* Phenylpyruvic acid
* Phloretin
* Probenecid
* Pyruvic acid
* Quercetin
* Salicylic acid
* Simvastatin
* Sodium valproate
* Valproic acid

|

SMCTsTooltip Sodium-coupled monocarboxylate transporters|

* Benzoic acid
* BHB
* Butyric acid
* Fenoprofen
* Ibuprofen
* Ketoprofen
* Mesalazine (5-ASA)
* Naproxen
* Nicotinic acid
* Probenecid
* Propionic acid
* Pyruvic acid
* Salicyclic acid

VIATTTooltip Vesicular inhibitory amino acid transporter|

* β-Alanine
* Bafilomycin A1
* Butyric acid
* Evans blue
* GABA
* Glycine
* Nigericin
* Nipecotic acid
* Valinomycin
* Vigabatrin

Enzyme
(inhibitors)|

| SSRTooltip Succinic semialdehyde reductase|

* Quercetin

|

GHBDHTooltip 4-Hydroxybutyrate dehydrogenase|

* α-Ketoisocaproic acid
* Ethosuximide
* Phenylacetate
* Salicylic acid
* Valproic acid

* Enhancers: D-Glucuronic acid

HOTTooltip Hydroxyacid-oxoacid transhydrogenase|

* Cyanide
* Phenanthroline

ADHTooltip Alcohol dehydrogenase|

* Cimetidine
* Ethanol
* Fomepizole (4-methylpyrazole)
* Pyrazole

ALDHTooltip Aldehyde dehydrogenase|

* Acetaldehyde
* Cimetidine
* Cyanamide
* Disulfiram
* Prunetin

See also
Receptor/signaling modulators
GABA receptor modulators
Glutamate receptor modulators
Glycine receptor modulators

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

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* v
* t
* e

*[EPA]: U.S. Environmental Protection Agency
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template
*[GHB]: γ-Hydroxybutyric acid
*[GHBR]: GHB receptor
*[GABAB]: γ-Aminobutyric acid B receptor
*[MCTs]: Monocarboxylate transporters
*[SMCTs]: Sodium-coupled monocarboxylate transporters
*[VIATT]: Vesicular inhibitory amino acid transporter
*[SSR]: Succinic semialdehyde reductase
*[GHBDH]: 4-Hydroxybutyrate dehydrogenase
*[HOT]: Hydroxyacid-oxoacid transhydrogenase
*[ADH]: Alcohol dehydrogenase
*[ALDH]: Aldehyde dehydrogenase