V5754

Veratridine

≥90% (HPLC), powder, Na+ channel opener

• Synonyme(s) : 3-Veratroylveracevine, Veracevine veratrate
• Formule empirique (notation de Hill): C₃₆H₅₁NO₁₁
• Numéro CAS: 71-62-5
• Poids moléculaire : 673.79
• Numéro Beilstein : 78875
• Numéro CE : 200-758-4
• Numéro MDL: MFCD00082515
• Code UNSPSC : 12352200
• ID de substance PubChem : 24900756
• Nomenclature NACRES : NA.77

Propriétés

• product name: Veratridine, ≥90% (HPLC), powder
• Niveau de qualité: 100
• Pureté: ≥90% (HPLC)
• Forme: powder
• Couleur: white to off-white
• Solubilité: ethanol: 50 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: COc1ccc(cc1OC)C(=O)OC2CC[C@@]3(C)C4CCC5[C@]6(O)C[C@H](O)[C@@]7(O)C(CN8CC(C)CCC8[C@@]7(C)O)[C@]6(O)C[C@]35O[C@]24O
• InChI: 1S/C36H51NO11/c1-19-6-11-26-31(3,40)35(43)25(17-37(26)16-19)33(42)18-34-24(32(33,41)15-27(35)38)10-9-23-30(34,2)13-12-28(36(23,44)48-34)47-29(39)20-7-8-21(45-4)22(14-20)46-5/h7-8,14,19,23-28,38,40-44H,6,9-13,15-18H2,1-5H3/t19?,23?,24?,25?,26?,27-,28?,30-,31+,32+,33+,34+,35-,36-/m0/s1
• Clé InChI: FVECELJHCSPHKY-FCSYLLAHSA-N

Description

Description générale

Veratridine is one of several alkaloids isolated from the seeds of Schoenocaulon officinale and from the rhizome of Veratrum album. The crude extract is called veratrine or sabadilla and contains cevadine, veratridine, cevadilline, sabadine and cevine. It is a neurotoxin, which belongs to the family Liliaceae and genus, Schoenocaulon. Veratridine is soluble in lipid.

Application

Veratridine has been used:

• to record the veratridine-dependent increase in the late Na⁺ current using a HEK293 cell line stably transfected with human Na v1.5 24(4) to measure the ranolazine-induced inhibition of basal and veratridine-activated I Na late
• to assess the effects of veratridine on action potentials (APs) in hiPSC-cardiomyocyte preparations externally paced in current-clamp mode
• to study the inhibitory effects of veratridine on hERG1 current in stably transfected HEK293 cells
• to treat neuroblastoma 2-a cells to improve sensitivity for N2a assay

Actions biochimiques/physiologiques

Opens voltage-dependent Na⁺ channels and prevents their inactivation. This, in turn, opens voltage-activated calcium channels, thus increasing intracellular calcium content and inducing neurotransmitter release. Alkaloid neurotoxin which depolarizes excitable tissue; used to increase membrane sodium permeability. Veratridine is cytotoxic to chromaffin cells in vitro.

Veratridine has been used as an insecticide, acting as a paralytic agent with higher toxicity to insects than to mammals.

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H300 + H310 + H330,H315,H319,H335,H361f,H373,H412
• Conseils de prudence: P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3
• Organes cibles: Nervous system, Respiratory system
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges