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R8756

Resiniferatoxin

Name: Resiniferatoxin
Brand: SIGMA

from Euphorbia poisonii, ~95%

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About This Item

Empirical Formula (Hill Notation):

C₃₇H₄₀O₉

CAS Number:

57444-62-9

Molecular Weight:

628.71

PubChem Substance ID:

24899411

UNSPSC Code:

12352200

Beilstein/REAXYS Number:

5371150

MDL number:

MFCD00135927

Assay:

~95%

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Properties

biological source

Euphorbia poisonii

Quality Segment

100

assay

~95%

storage temp.

−20°C

SMILES string

[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

InChI key

IKYCZSUNGFRBJS-PMIKMUNESA-N

Gene Information

rat ... Trpv1(83810)

Description

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

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).

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.

Potent VR1 vanilloid receptor agonist.

pictograms

GHS06,GHS05

signalword

Danger

hcodes

H301,H314

pcodes

P260 - P280 - P301 + P310 + P330 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1A

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c