| Identification | Back Directory | [Name]
RESINIFERATOXIN | [CAS]
57444-62-9 | [Synonyms]
RTX
RESINIFERATOXIN
Resiniferatoxin >99%
Resiniferatoxin (80%)
RESINIFERATOXIN,HIGHPURITY
RESINIFERATOXIN, 99%, HIGH PURITY
RESINIFERATOXIN,EUPHORBIA POISONII
RESINIFERATOXIN AUS EUPHORBIA POISONII
RESINIFERATOXIN FROM EUPHORBIA POISONII
Resiniferatoxin,Euphorbiapoisonii,Highpurity
6-O,7-Seco-5,6-dideoxy-6,7-didehydro-20-O-[(4-hydroxy-3-methoxyphenyl)acetyl]-21-dephenyl-21-benzyldaphnetoxin
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-(]
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
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-11alpha-(1-methylethenyl)-7-oxo-2-(phenylmethyl)-7H-2,9beta-epoxyazuleno[5,4-e]-1,3-benzodioxol-5-yl]benzeneacetate | [Molecular Formula]
C37H40O9 | [MDL Number]
MFCD00135927 | [MOL File]
57444-62-9.mol | [Molecular Weight]
628.71 |
| Chemical Properties | Back Directory | [Appearance]
white to off-white solid | [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 | [biological source]
Euphorbia poisonii | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white solid | [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™ . | [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 | [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. | [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 |
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