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H7909 Sigma

HU-210

solid (air sensitive)

Synonym: (6aR-trans-3-(1, 1-Dimethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-methanol

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cannabinoids, Cell Biology, Cell Signaling and Neuroscience,
form   solid (air sensitive)
drug control   USDEA Schedule I; stupéfiant; regulated under CDSA - not available from Sigma-Aldrich Canada
storage condition   desiccated
solubility   DMSO: soluble
shipped in   wet ice
storage temp.   −20°C
Gene Information   human ... CNR1(1268), CNR2(1269)
rat ... Cnr1(25248)

Description

Biochem/physiol Actions

Cannabinoid receptor agonist.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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Safety & Documentation

Safety Information

WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Characterization of the acute endocrine actions of (-)-11-hydroxy-delta8-tetrahydrocannabinol-dimethylheptyl (HU-210), a potent synthetic cannabinoid in rats. Martin-Calderon, J.L. et al. Eur. J. Pharmacol. 344, 77-86, (1998)

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Prediction of outcome after moderate and severe traumatic brain injury: external validation of the International Mission on Prognosis and Analysis of Clinical Trials (IMPACT) and Corticoid Randomisation After Significant Head injury (CRASH) prognostic models. Roozenbeek B, Lingsma HF, Lecky FE, et al. Crit. Care Med. 40(5), 1609-17, (2012)

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Subventricular zone neural progenitors protect striatal neurons from glutamatergic excitotoxicity. Butti E, Bacigaluppi M, Rossi S, et al. Brain 135(Pt 11), 3320-35, (2012)

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[Mediated role of NO-syntase, protein kinase C and KATP-channels in realization of cardioprotective impact of cannabinoid HU-210]. Maslov LN, Lasukova OV, Krylatov AV, et al. Eksp. Klin. Farmakol. 75(12), 15-8, (2012)

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The anti-nausea effects of CB1 agonists are mediated by an action at the visceral insular cortex. Limebeer CL, Rock EM, Mechoulam R, et al. Br. J. Pharmacol. 167(5), 1126-36, (2012)

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Differential modulations of striatal tyrosine hydroxylase and dopamine metabolism by cannabinoid agonists as evidence for functional selectivity in vivo. Bosier B, Muccioli GG, Mertens B, et al. Neuropharmacology 62(7), 2328-36, (2012)

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Unbalance of CB1 receptors expressed in GABAergic and glutamatergic neurons in a transgenic mouse model of Huntington's disease. Chiodi V, Uchigashima M, Beggiato S, et al. Neurobiol. Dis. 45(3), 983-91, (2012)

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Chronic endocannabinoid system stimulation induces muscle macrophage and lipid accumulation in type 2 diabetic mice independently of metabolic endotoxaemia. Geurts L, Muccioli GG, Delzenne NM, et al. PLoS ONE 8(2), e55963, (2013)

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Cannabinoid receptor agonists modulate oligodendrocyte differentiation by activating PI3K/Akt and the mammalian target of rapamycin (mTOR) pathways. Gomez O, Sanchez-Rodriguez A, Le M, et al. Br. J. Pharmacol. 163(7), 1520-32, (2011)

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Hu 210: a potent tool for investigations of the cannabinoid system. Ottani A and Giuliani D CNS Drug Rev. 7(2), 131-45, (2001)

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Long-term use of HU210 adversely affects spermatogenesis in rats by modulating the endocannabinoid system. Lewis SE, Paro R, Borriello L, et al. Int. J. Androl. 35(5), 731-40, (2012)

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Ghrelin and cannabinoids require the ghrelin receptor to affect cellular energy metabolism. Lim CT, Kola B, Feltrin D, et al. Mol. Cell. Endocrinol. 365(2), 303-8, (2013)

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Chemical probes for the recognition of cannabinoid receptors in native systems. Martín-Couce L, Martín-Fontecha M, Palomares O, et al. Angew. Chem. Int. Ed. Engl. 51(28), 6896-9, (2012)

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Ligand-specific homology modeling of human cannabinoid (CB1) receptor. Ai R and Chang CE J. Mol. Graph. Model. 38, 155-64, (2012)

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Cannabinoid receptor type 1 protects nigrostriatal dopaminergic neurons against MPTP neurotoxicity by inhibiting microglial activation. Chung YC, Bok E, Huh SH, et al. J. Immunol. 187(12), 6508-17, (2011)

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Activation of cannabinoid receptor 2 reduces inflammation in acute experimental pancreatitis via intra-acinar activation of p38 and MK2-dependent mechanisms. Michler T, Storr M, Kramer J, et al. Am. J. Physiol. Gastrointest. Liver Physiol. 304(2), G181-92, (2013)

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Tentative identification of phase I metabolites of HU-210, a classical synthetic cannabinoid, by LC-MS/MS. Kim U, Jin MJ, Lee J, et al. J. Pharm. Biomed. Anal. 64-65, 26-34, (2012)

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Increased brain metabolism after acute administration of the synthetic cannabinoid HU210: a small animal PET imaging study with 18F-FDG. Nguyen VH, Verdurand M, Dedeurwaerdere S, et al. Brain Res. Bull. 87(2-3), 172-9, (2012)

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Identification of essential cannabinoid-binding domains: structural insights into early dynamic events in receptor activation. Shim JY, Bertalovitz AC, and Kendall DA J. Biol. Chem. 286(38), 33422-35, (2011)

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The periaqueductal gray contributes to bidirectional enhancement of antinociception between morphine and cannabinoids. Wilson-Poe AR, Pocius E, Herschbach M, et al. Pharmacol. Biochem. Behav. 103(3), 444-9, (2013)

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Cannabinoids prevent lipopolysaccharide-induced neurodegeneration in the rat substantia nigra in vivo through inhibition of microglial activation and NADPH oxidase. Chung ES, Bok E, Chung YC, et al. Brain Res. 1451, 110-6, (2012)

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Cannabinoid HU210 protects isolated rat stomach against impairment caused by serum of rats with experimental acute pancreatitis. Cao MH, Li YY, Xu J, et al. PLoS ONE 7(12), e52921, (2012)

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Identification of raloxifene as a novel CB2 inverse agonist. Kumar P and Song ZH Biochem. Biophys. Res. Commun. 435(1), 76-81, (2013)

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Loss of striatal cannabinoid CB1 receptor function in attention-deficit / hyperactivity disorder mice with point-mutation of the dopamine transporter. Castelli M, Federici M, Rossi S, et al. Eur. J. Neurosci. 34(9), 1369-77, (2011)

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Opposite function of dopamine D1 and N-methyl-D-aspartate receptors in striatal cannabinoid-mediated signaling. Daigle TL, Wetsel WC, and Caron MG Eur. J. Neurosci. 34(9), 1378-89, (2011)

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Effects of pregnancy and feeding level on carcass and meat quality traits of Nellore cows. Duarte MS, Gionbelli MP, Paulino PV, et al. Meat Science 94(1), 139-44, (2013)

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Differential treatment regimen-related effects of HU210 on CB(1) and D(2)-like receptor functionality in the rat basal ganglia. Nguyen VH, Wang H, Verdurand M, et al. Pharmacology 89(1-2), 64-73, (2012)

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