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Submit Review5'-Iodoresiniferatoxin
Description: Potent, silent TRPV1 antagonist
Alternative Names: Iodoresiniferatoxin,5'-IRTX
Chemical Name: 6,7-Deepoxy-6,7-didehydro-5-deoxy-21-dephenyl-21-(phenylmethyl)-daphnetoxin,20-(4-hydroxy-5-iodo-3-methoxybenzeneacetate)
Purity: ≥98% (HPLC)
Biological Activity for 5'-Iodoresiniferatoxin
Potent and silent vanilloid receptor antagonist, 40-fold more potent than capsazepine (Cat. No. 0464). Binds to TRPV1 (VR1) receptors expressed in HEK293 cells with a Ki of 5.8 nM.
Technical Data for 5'-Iodoresiniferatoxin
| M. Wt | 754.6 |
| Formula | C37H39IO9 |
| Storage | Desiccate at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 535974-91-5 |
| PubChem ID | 16219535 |
| InChI Key | TZUJORCXGLGWDV-RYACRXIZSA-N |
| Smiles | O=C1C(C)=C[C@]2([H])[C@@](O)1CC(COC(CC5=CC(I)=C(O)C(OC)=C5)=O)=C[C@]3([H])[C@@](O6)2[C@H](C)C[C@@]4(C(C)=C)[C@@H]3OC6(CC7=CC=CC=C7)O4 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for 5'-Iodoresiniferatoxin
References for 5'-Iodoresiniferatoxin
References are publications that support the biological activity of the product.
Marinelli et al (2002) Capsaicin activation of glutamatergic synaptic transmission in the rat locus coeruleus in vitro. J.Physiol. 543 531 PMID: 12205187
Wahl et al (2001) Iodo-resiniferatoxin, a new potent vanilloid receptor antagonist. Mol.Pharmacol. 59 9 PMID: 11125018
Seabrook et al (2001) Properties of iodo-resiniferatoxin - a high affinity VR1 vanilloid receptor antagonist. Soc.Neurosci.Abstr. 925.9
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Keywords: 5'-Iodoresiniferatoxin, 5'-Iodoresiniferatoxin supplier, Potent, silent, TRPV1, antagonists, Vanillioid, Receptors, VR1, Channels, Transient, Receptor, Potential, 5-Iodoresiniferatoxin, 5-IRTX, Iodoresiniferatoxin, 5'-IRTX, TRPV, 1362, Tocris Bioscience
16 Citations for 5'-Iodoresiniferatoxin
Citations are publications that use Tocris products. Selected citations for 5'-Iodoresiniferatoxin include:
Barbonetti et al (2010) Energetic metabolism and human sperm motility: impact of CB1 receptor activation. Endocrinology 151 5882 PMID: 20962050
Woolcott et al (2015) High-fat diet-induced Ins resistance does not increase plasma anandamide levels or potentiate anandamide Insotropic effect in isolated canine islets. J Neurosci Res 10 e0123558 PMID: 25855974
Vigna (2014) 5-Aminosalicylic Acid Inhibits Acute Clostridium difficile Toxin A-Induced Colitis in Rats. PLoS One 2014 389621 PMID: 25045574
Capasso et al (2014) Palmitoylethanolamide normalizes intestinal motility in a model of post-inflammatory accelerated transit: involvement of CB? receptors and TRPV1 channels. Br J Pharmacol 171 4026 PMID: 24818658
Raboune et al (2014) Novel endogenous N-acyl amides activate TRPV1-4 receptors, BV-2 microglia, and are regulated in brain in an acute model of inflammation. Front Cell Neurosci 8 195 PMID: 25136293
Gao et al (2012) Transient receptor potential vanilloid type 1-dependent regulation of liver-related neurons in the paraventricular nucleus of the hypothalamus diminished in the type 1 diabetic mouse. Pain 61 1381 PMID: 22492526
Ruparel et al (2012) Plasticity of cytochrome P450 isozyme expression in rat trigeminal ganglia neurons during inflammation. J Neurosci 153 2031 PMID: 22633978
Kim et al (2018) Analgesic effects of FAAH inhibitor in the insular cortex of nerve-injured rats. Mol Pain 14 1744806918814340 PMID: 30380982
Zsombok et al (2011) Functional plasticity of central TRPV1 receptors in brainstem dorsal vagal complex circuits of streptozotocin-treated hyperglycemic mice. PLoS One 31 14024 PMID: 21957263
Musella (2017) A novel crosstalk within the endocannabinoid system controls GABA transmission in the striatum. Sci Rep 7 7363 PMID: 28779174
El-Hashim and Jaffal (2009) Nerve growth factor enhances cough and airway obstruction via TrkA receptor- and TRPV1-dependent mechanisms. Thorax 64 791 PMID: 19497920
Gavva et al (2005) AMG 9810 [(E)-3-(4-t-butylphenyl)-N-(2,3-dihydrobenzo[b][1,4] dioxin-6-yl)acrylamide], a novel vanilloid receptor 1 (TRPV1) antagonist with antihyperalgesic properties. J Pharmacol Exp Ther 313 474 PMID: 15615864
Derbenev et al (2006) Vanilloid-mediated heterosynaptic facilitation of inhibitory synaptic input to neurons of the rat dorsal motor nucleus of the vagus. J Neurosci 26 9666 PMID: 16988037
Marinelli et al (2007) N-arachidonoyl-DA tunes synaptic transmission onto DArgic neurons by activating both cannabinoid and vanilloid receptors. Neuropsychopharmacology 32 298 PMID: 16760924
Xu et al (2009) Increases in transient receptor potential vanilloid-1 mRNA and protein in primary afferent neurons stimulated by protein kinase C and their possible role in neurogenic inflammation. Int J Inflam 87 482 PMID: 18752301
Price et al (2004) Cannabinoid receptor-independent actions of the aminoalkylindole WIN 55,212-2 on trigeminal sensory neurons. Br J Pharmacol 142 257 PMID: 15155534
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