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Submit ReviewResiniferatoxin
Description: Potent vanilloid receptor agonist
Chemical Name: 4-Hydroxy-3-methoxy-[(2S,3aR,3bS,6aR,9aR,9bR,10R,11aR)-3a,3b,6,6a,9a,10,11,11a-octahydro-6a-hydroxy-8,10-dimethyl-11a-(1-methylethenyl)-7-oxo-2-(phenylmethyl)-7H-2,9b-epoxyazuleno[5,4-e]-1,3-benzodioxol-5-yl]benzeneacetate
Purity: ≥98% (HPLC)
Biological Activity for Resiniferatoxin
Potent analog of capsaicin that is an agonist at vanilloid receptors (Ki = 43 pM). Like capsaicin, it acts as a selective modulator of primary afferent neurons.
Technical Data for Resiniferatoxin
| M. Wt | 628.72 |
| Formula | C37H40O9 |
| Storage | Desiccate at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 57444-62-9 |
| PubChem ID | 5702546 |
| InChI Key | DSDNAKHZNJAGHN-MXTYGGKSSA-N |
| Smiles | O=C1C(C)=C[C@]2([H])[C@@](O)1CC(COC(CC5=CC(OC)=C(O)C=C5)=O)=C[C@]3([H])[C@@](O6)2[C@H](C)C[C@@]4([C@@](C)=C)[C@@]([H])3O[C@]6(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 Resiniferatoxin
References for Resiniferatoxin
References are publications that support the biological activity of the product.
Acs et al (1996) Distinct structure-activity relations for stimulation of 45Ca uptake and for high affinity binding in cultured rat dorsal root ganglion neurons and dorsal root ganglion membranes. Brain Res.Mol.Brain Res. 35 173 PMID: 8717353
Szolcsanyi et al (1990) Resiniferatoxin: an ultrapotent selective modulator of capsaicin-sensitive primary afferent neurons. J.Pharmacol.Exp.Ther. 255 923 PMID: 2243359
Winter et al (1990) Cellular mechanism of action of resiniferatoxin: a potent sensory neuron excitotoxin. Brain Res. 520 131 PMID: 2169951
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Keywords: Resiniferatoxin, Resiniferatoxin supplier, Ultrapotent, vanilloid, receptor, agonist, Vanillioid, Receptors, VR1, TRPV, TRP, Channels, Transient, Receptor, Potential, 1137, Tocris Bioscience
5 Citations for Resiniferatoxin
Citations are publications that use Tocris products. Selected citations for Resiniferatoxin include:
Yuan and Burrell (2010) Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor. J Neurophysiol 104 2766 PMID: 20884761
Buznikov et al (2010) A putative 'pre-nervous' endocannabinoid system in early echinoderm development. Dev Neurosci 32 1 PMID: 19907129
Okun et al (2011) Transient inflammation-induced ongoing pain is driven by TRPV1 sensitive afferents. J Pharmacol Exp Ther 7 4 PMID: 21219650
Huang et al (2017) Capsaicin protects cortical neurons against ischemia/reperfusion injury via down-regulating NMDA receptors. Exp Neurol 295 66 PMID: 28479337
Graham et al (2013) Epidermal keratinocyte polarity and motility require Ca2+ influx through TRPV1. J Cell Sci 126 4602 PMID: 23943873
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