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R8756

Sigma-Aldrich

Resiniferatoxin

from Euphorbia poisonii, ~95%

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About This Item

Fórmula empírica (notación de Hill):
C37H40O9
Número de CAS:
57444-62-9
Peso molecular:
628.71
Beilstein:
5371150
Número MDL:
MFCD00135927
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24899411
En este momento no podemos mostrarle ni los precios ni la disponibilidad

origen biológico

Euphorbia poisonii

Nivel de calidad

100

Ensayo

~95%

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

IKYCZSUNGFRBJS-PMIKMUNESA-N

Información sobre el gen

rat ... Trpv1(83810)

Aplicación

Resiniferatoxin has been used as an agonist to transient receptor potential vanilloid 2 (TRPV2):
  • for complex preparation for cryo-electron microscopy structural studies[1]
  • to test its effect towards immune responses to P. aeruginosa in sensory neurons associated with the cornea[2]
  • to study its effects in the denervation of the peripheral sensory nerves in psoriatic mice[3]

Acciones bioquímicas o fisiológicas

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.
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.[2] It also elicits protective functionality towards cardiac function in a rat model with congestive heart failure (CHF).[4]

Pictogramas

Skull and crossbonesCorrosion
GHS06,GHS05

Palabra de señalización

Danger

Frases de peligro

H301,H314

Clasificaciones de peligro

Acute Tox. 3 Oral - Skin Corr. 1A

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
MKBW9486V
MKCC8692
MKBS9744V
MKBQ8345V
SLBD1649V

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J Szolcsanyi et al.
The Journal of pharmacology and experimental therapeutics, 255(2), 923-928 (1990-11-01)
Resiniferatoxin (RTX) has been shown to function as an ultrapotent analog of capsaicin. It is reported here that RTX, like capsaicin, acts selectively on primary sensory neurons in rats to produce ultrastructural alterations and calcitonin gene-related peptide depletion. To evaluate
P K Matsuoka et al.
International urogynecology journal, 23(9), 1147-1153 (2012-05-10)
The objective of the study was to assess the effectiveness of intravesical treatment for painful bladder syndrome (PBS). A systematic review was performed until December 31, 2010. The selection criteria included only randomized controlled trials of PBS patients who received
Spontaneous cardiac tamponade in a premature infant.
S Menahem
Journal of paediatrics and child health, 28(6), 467-467 (1992-12-01)
Lejla Zubcevic et al.
eLife, 8 (2019-05-16)
The Transient Receptor Potential Vanilloid 2 (TRPV2) channel is a member of the temperature-sensing thermoTRPV family. Recent advances in cryo-electronmicroscopy (cryo-EM) and X-ray crystallography have provided many important insights into the gating mechanisms of thermoTRPV channels. Interestingly, crystallographic studies of
Tiffany Lin et al.
PLoS pathogens, 17(5), e1009557-e1009557 (2021-05-07)
We report a rapid reduction in blink reflexes during in vivo ocular Pseudomonas aeruginosa infection, which is commonly attributed and indicative of functional neuronal damage. Sensory neurons derived in vitro from trigeminal ganglia (TG) were able to directly respond to
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