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Key Documents

Autres documents

R8756

Sigma-Aldrich

Resiniferatoxin

from Euphorbia poisonii, ~95%

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About This Item

Formule empirique (notation de Hill):
C37H40O9
Numéro CAS:
57444-62-9
Poids moléculaire :
628.71
Numéro Beilstein :
5371150
Numéro MDL:
MFCD00135927
Code UNSPSC :
12352200
ID de substance PubChem :
24899411

Source biologique

Euphorbia poisonii

Niveau de qualité

100

Pureté

~95%

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@]12C=C(C)C(=O)[C@@]1(O)CC(COC(=O)Cc3cc(O)cc(OC)c3)=CC4[C@H]5O[C@]7(Cc6ccccc6)O[C@]5(C[C@@H](C)[C@]24O7)C(C)=C

InChI

1S/C37H40O9/c1-21(2)35-17-23(4)37-29(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)11-22(3)32(34)40)20-43-31(39)15-25-12-27(38)16-28(13-25)42-5/h6-14,16,23,29-30,33,38,41H,1,15,17-20H2,2-5H3/t23-,29?,30-,33-,34-,35-,36-,37-/m1/s1

Clé InChI

IKYCZSUNGFRBJS-PMIKMUNESA-N

Informations sur le gène

rat ... Trpv1(83810)

Application

Resiniferatoxin has been used as an agonist to transient receptor potential vanilloid 2 (TRPV2):
  • for complex preparation for cryo-electron microscopy structural studies
  • to test its effect towards immune responses to P. aeruginosa in sensory neurons associated with the cornea
  • to study its effects in the denervation of the peripheral sensory nerves in psoriatic mice

Actions biochimiques/physiologiques

Potent VR1 vanilloid receptor agonist that has been used to label the vanilloid receptor in sensory ganglia; activates protein kinase C. Diterpene ester that is related to phorbol, but is not tumorigenic.
Resiniferatoxin (RTX) is an analog of capsaicin. It effectively ablates corneal sensory neurons by activating transient receptor potential vanilloid 1 (TRPV1) channels. RTX facilitates corneal bacterial clearance. It also elicits protective functionality towards cardiac function in a rat model with congestive heart failure (CHF).

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Mentions de danger

H301,H314

Classification des risques

Acute Tox. 3 Oral - Skin Corr. 1A

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Sigma-Aldrich

R8758

Milieu RPMI-1640

Yu-Lin Hsieh et al.
Experimental neurology, 235(1), 316-325 (2012-03-07)
Patients suffering from sensory neuropathy due to skin denervation frequently have paradoxical manifestations of reduced nociception and neuropathic pain. However, there is a lack of satisfactory animal models to investigate these phenomena and underlying mechanisms. We developed a mouse system
M B Chancellor et al.
The Journal of urology, 162(1), 3-11 (1999-06-24)
Pharmacological treatment of the overactive bladder relies on partially blocking the efferent parasympathetic innervation to the detrusor with anticholinergic drugs. However, often these drugs have troublesome side effects and doses are insufficient to restore continence in patients with detrusor instability.
G Appendino et al.
Life sciences, 60(10), 681-696 (1997-01-01)
Resiniferatoxin, an ultrapotent capsaicin analog present in the latex of Euphorbia resinifera, interacts at a specific membrane recognition site (referred to as the vanilloid receptor), expressed by primary sensory neurons mediating pain perception as well as neurogenic inflammation. Desensitization to
Igor Kissin et al.
Current topics in medicinal chemistry, 11(17), 2159-2170 (2011-06-16)
In primary sensory neurons, the capsaicin receptor TRPV1 functions as a molecular integrator for a broad range of seemingly unrelated chemical and physical noxious stimuli, including heat and altered pH. Indeed, TRPV1 is thought to be a major transducer of
Arpad Szallasi et al.
Expert opinion on investigational drugs, 21(9), 1351-1369 (2012-07-12)
With 336 reviews, the capsaicin receptor TRPV1 arguably represent today's most extensively reviewed analgesic target. TRPV1 is strategically located at the peripheral terminals of primary sensory neurons where pain is generated. TRPV1 as a target for analgesic drugs has been
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