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HOCPCA
Names

Preferred IUPAC name 3-Hydroxycyclopent-1-ene-1-carboxylic acid
Identifiers
CAS Number	867178-11-8^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2431324
ChemSpider	26333262
PubChem CID	21750168
CompTox Dashboard (EPA)	DTXSID20617694
InChI InChI=1S/C6H8O3/c7-5-2-1-4(3-5)6(8)9/h3,5,7H,1-2H2,(H,8,9) Key: VKJGQKRRULDFCI-UHFFFAOYSA-N
SMILES C1CC(=CC1O)C(=O)O
Properties
Chemical formula	C₆H₈O₃
Molar mass	128.127 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

HOCPCA (3-hydroxycyclopent-1-enecarboxylic acid) is a compound with an affinity for the GHB receptor 39 times greater than that of GHB itself.^[1]

References

^ Wellendorph P, Høg S, Greenwood JR, de Lichtenberg A, Nielsen B, Frølund B, Brehm L, Clausen RP, Bräuner-Osborne H (2005). "Novel Cyclic γ-Hydroxybutyrate (GHB) Analogs with High Affinity and Stereoselectivity of Binding to GHB Sites in Rat Brain". The Journal of Pharmacology and Experimental Therapeutics. 315 (1): 346–351. doi:10.1124/jpet.105.090472. PMID 16014570.

GHB receptor modulators

Receptor
(ligands)

GHBR

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

GABA_B

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

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See also

References