ChemicalBook > CAS DataBase List > RESINIFERATOXIN

RESINIFERATOXIN

Product Name: RESINIFERATOXIN
CAS No.: 57444-62-9
Chemical Name: RESINIFERATOXIN
Synonyms: RTX;RESINIFERATOXIN;Resiniferatoxin >99%;Resiniferatoxin (80%);Resiniferatoxin, 98.5%;RESINIFERATOXIN,HIGHPURITY;DSDNAKHZNJAGHN-IHCAYWNCSA-N;RESINIFERATOXIN, 99%, HIGH PURITY;RESINIFERATOXIN,EUPHORBIA POISONII;RESINIFERATOXIN AUS EUPHORBIA POISONII
CBNumber: CB7304594
Molecular Formula: C37H40O9
Formula Weight: 628.71
MOL File: 57444-62-9.mol

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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
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.
InChIKey: DSDNAKHZNJAGHN-MXTYGGKSSA-N
SMILES: C1(CC(OCC2C[C@@]3(O)[C@]([H])([C@]45O[C@]6(CC7=CC=CC=C7)O[C@]([H])([C@]4([H])C=2)[C@](C(C)=C)(C[C@H]5C)O6)C=C(C)C3=O)=O)=CC=C(O)C(OC)=C1

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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

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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.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 11349
Product name: Resiniferatoxin
Purity: ≥98%
Packaging: 1mg
Price: $156
Updated: 2021/12/16

Adipogen Life Sciences

Product number: AG-CN2-0534-MC01
Product name: Resiniferatoxin
Purity: ≥98%(HPLC)
Packaging: 0.1mg
Price: $220
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FR45558
Product name: Resiniferatoxin
Packaging: 1mg
Price: $650
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: TOX0000335
Product name: RESINIFERATOXIN
Purity: 95.00%
Packaging: 5MG
Price: $698.65
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FR45558
Product name: Resiniferatoxin
Packaging: 2mg
Price: $1000
Updated: 2021/12/16

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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] J SZOLCSANYI. Resiniferatoxin: an ultrapotent selective modulator of capsaicin-sensitive primary afferent neurons.[J]. Journal of Pharmacology and Experimental Therapeutics, 1990, 255 2: 923-928.
[2] ARPAD SZALLASI Peter M B. Resiniferatoxin and its analogs provide novel insights into the pharmacology of the vanilloid (capsaicin) receptor[J]. Life sciences, 1990, 47 16: Pages 1399-1408. DOI:10.1016/0024-3205(90)90518-v
[3] JANET WINTER. Cellular mechanism of action of resiniferatoxin: a potent sensory neuron excitotoxin[J]. Brain Research, 1990, 520 1: Pages 131-140. DOI:10.1016/0006-8993(90)91698-g
[4] SALAS M M, CLIFFORD J, HAYDEN J, et al. Local Resiniferatoxin Induces Long-Lasting Analgesia in a Rat Model of Full Thickness Thermal Injury[C]//12 1. 2016: 0. DOI:10.1093/pm/pnw260

RESINIFERATOXIN Preparation Products And Raw materials

Raw materials

Preparation Products

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RESINIFERATOXIN Suppliers

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57444-62-9, RESINIFERATOXINRelated Search:

BETA-TERPINEOL ETHYL 3-METHOXYPHENYLACETATE RESEDA BODY ACETALDEHYDE ETHYL CIS-3-HEXENYL ACETAL CYCLOHEPTENE 3,4-Dihydroxyphenylacetic acid PHENAFLEUR RESINIFERATOXIN FEMA 3384 2-METHYL-1,3-DIOXEPANE ALLYL PHENYLACETATE Ethyl 4-hydroxyphenylacetate Triethyl orthopropionate 1-ETHOXY-1-(3,7-DIMETHYL-1,6-OCTADIEN-3-YLOXY)ETHANE ETHYL HOMOVANILLATE 2-METHOXY-1,3-DIOXOLANE ANTHER MYCOLIDE

RTX

RESINIFERATOXIN

RESINIFERATOXIN,EUPHORBIA POISONII

RESINIFERATOXIN FROM EUPHORBIA POISONII

RESINIFERATOXIN AUS EUPHORBIA POISONII

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-(]

Resiniferatoxin,Euphorbiapoisonii,Highpurity

RESINIFERATOXIN,HIGHPURITY

RESINIFERATOXIN, 99%, HIGH PURITY

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

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-(1-methylethenyl)-7-oxo-2-(phenylmethyl)-7H-2,9b-epoxyazuleno[5,4-e]-1,3-benzodioxol-5-yl]benzeneacetate

Resiniferatoxin >99%

Resiniferatoxin (80%)

DSDNAKHZNJAGHN-IHCAYWNCSA-N

Resiniferatoxin, 98.5%

Benzeneacetic acid, 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]methyl ester

57444-62-9

5744-62-9

C37H40O9

Agonist

Vanilloid/TRPV channel

Ion Channels

Vanilloids

Neurobiology

Pharmacologicals