RESINIFERATOXIN Property

Boiling point:

768.7±60.0 °C(Predicted)

Density 

1.35±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO to 100mM and to 50mM in ethanol

form 

Solid

pka

9.85±0.20(Predicted)

color 

White to off-white

BRN 

5371150

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.

Safety

Hazard Codes 

T

Risk Statements 

25-35

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2928 6.1/PG 2

WGK Germany 

3

RTECS 

CY1633700

F 

10-23

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29329990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H314Causes severe skin burns and eye damage

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

RESINIFERATOXIN Chemical Properties,Usage,Production

Description

Resiniferatoxin (57444-62-9) is an ultrapotent TRPV1 activator (Ki=43 pM).1 Resiniferatoxin is 100-10,000 fold more potent than capsaicin for most responses yet displays a spectrum of activity distinct from capsaicin.2 A potent sensory neuron excitotoxin.3 Induces a long lasting analgesia in a rodent model of burn pain.4 SEVERE IRRITANT – HANDLE WITH CARE

Chemical Properties

white to off-white solid

Uses

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

Definition

ChEBI: Resiniferatoxin is a heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1). It has a role as a TRPV1 agonist, a plant metabolite, a neurotoxin and an analgesic. It is a diterpenoid, an ortho ester, a tertiary alpha-hydroxy ketone, a member of phenols, a monomethoxybenzene, an organic heteropentacyclic compound, a carboxylic ester and an enone.

Hazard

A poison.

Biological Activity

Ultrapotent analog of capsaicin that is an agonist at vanilloid receptors (K i = 43 pM). Like capsaicin, it acts as a selective modulator of primary afferent neurons. Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ .

Biochem/physiol Actions

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).

References

1) Szolcsanyi et al. (1990), Resiniferatoxin: an ultrapotent selective modulator of capsaicin-sensitive primary afferent neurons; J. Pharmacol. Exp. Ther., 255 923 2) Szallasi and Blumberg (1998), Resiniferatoxin and its analogs provide novel insights into the pharmacology of the vanilloid (capsaicin) receptor; Life Sci. 47 1399 3) Winter et al. (1990) Cellular mechanism of action of resiniferatoxin: a potent sensory neuron excitotoxin; Brain Res. 520 131 4) Salas et al. (2017) Local Resiniferatoxin Induces Long-Lasting Analgesia in a Rat Model of Full Thickness Thermal Injury; Pain Med. 18 2453