HuagongsheHuagongshe Chemistry Print Report · For research reference only
Resiniferatoxin
RTX · RESINIFERATOXIN · [3H]resiniferatoxin · Resiniferatoxin >99% · Resiniferatoxin (80%) · Resiniferatoxin, 98.5% · RESINIFERATOXIN,HIGHPURITY · DSDNAKHZNJAGHN-IHCAYWNCSA-N
Identifiers & Physical Properties
| CAS No. | 57444-62-9 |
|---|---|
| Molecular formula | C37H40O9 |
| Average molar mass | 628.7 g/mol |
| Monoisotopic mass | 628.26723286 g/mol |
| SMILES | C=C(C)[C@]12C[C@@H](C)[C@@]34O[C@](Cc5ccccc5)(O[C@@H]1[C@@H]3C=C(COC(=O)Cc1ccc(O)c(OC)c1)C[C@]1(O)C(=O)C(C)=C[C@@H]41)O2 |
| InChIKey | DSDNAKHZNJAGHN-MXTYGGKSSA-N |
| PubChem CID | 5702546 |
| ChEMBL | CHEMBL17976 |
| ChEBI | CHEBI:8809 |
| EC No. | 637-354-6 |
| DTXSID | DTXSID00894764 |
Chemical & Physical Properties
| XLogP | 4.5 |
|---|---|
| Topological polar surface area | 121 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 9 |
| Rotatable bonds | 9 |
| Heavy atoms | 46 |
| Formal charge | 0 |
| Complexity | 1,330 |
| Boiling point | 768.7±60.0 °C(Predicted) |
| Density | 1.35±0.1 g/cm3(Predicted) |
| Storage conditions | -20°C |
| Solubility | Soluble in DMSO to 100mM and to 50mM in ethanol |
| Physical state | Solid |
| pKa (acidity coefficient) | 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 |
| FDA UNII | A5O6P1UL4I |
| NCI Drug Dictionary | resiniferatoxin |
| UNSPSC Code | 12352200 |
| GHS pictogram | GHS05,GHS06 |
| Signal word | Danger |
| GHS hazard statements | H315-H319-H335-H301-H314 |
| GHS precautionary statements | P261-P280a-P301+P310a-P405-P501a-P280-P305+P351+P338-P310 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Hazard symbols | T |
| Risk statements (R) | 25-35 |
| Safety statements (S) | 26-36/37/39-45 |
| UN transport number | UN 2928 6.1/PG 2 |
| Water hazard class (WGK) | 3 |
| RTECS number | CY1633700 |
| F | 10-23 |
| Hazard class | 6.1(a)Acute Tox. 3 OralSkin Corr. 1A |
| Packing group | II |
| Customs code | 29329990 |
| Storage class | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
Safety & Regulations
| GHS classification | DangerH301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P264, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 3 (100%) |
| Health effects | Resiniferatoxin is a neurotoxin that targets afferent sensory neurons involved in nociception. It evokes a powerful irritant effect followed by desensitization and analgesia. (L1244) |
| Exposure routes | Oral (ingestion) (L1817)dermal (L1817) |
| Toxicity summary | Resiniferatoxin activates the vanilloid receptor in a subpopulation of primary afferent sensory neurons involved in nociception (the transmission of physiological pain). RTX causes a novel ion channel in the plasma membrane of sensory neurons, the transient receptor potential vanilloid 1, to become permeable to cations, most particularly the calcium cation. This evokes a powerful irritant effect followed by desensitization and analgesia. (L1244) |
| Signs and Symptoms | Resiniferatoxin evokes a powerful irritant effect followed by desensitization and analgesia. (L1244) |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| F | 10-23 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Water hazard class (WGK) | 3 |
| RTECS number | CY1633700 |
| UN transport number | UN 2928 6.1/PG 2 |
| Customs code | 29329990 |
| Risk statements (R) | 25-35 |
| Signal word | Danger |
| GHS pictogram | GHS05,GHS06 |
| Hazard symbols | T |
| Safety statements (S) | 26-36/37/39-45 |
| Hazard class | 6.1(a)Acute Tox. 3 OralSkin Corr. 1A |
| Storage class | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Packing group | II |
| GHS hazard statements | H315-H319-H335-H301-H314 |
| GHS precautionary statements | P261-P280a-P301+P310a-P405-P501a-P280-P305+P351+P338-P310 |
Applications & Uses
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 toP.aeruginosa in sensory neurons associated with the cornea to study its effects in the denervation of the peripheral sensory nerves in psoriatic mice