V5754

Veratridine

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

• Synonym(s): 3-Veratroylveracevine, Veracevine veratrate
• Empirical Formula (Hill Notation): C₃₆H₅₁NO₁₁
• CAS Number: 71-62-5
• Molecular Weight: 673.79
• Beilstein: 78875
• EC Number: 200-758-4
• MDL number: MFCD00082515
• UNSPSC Code: 12352200
• PubChem Substance ID: 24900756
• NACRES: NA.77

Properties

• product name: Veratridine, ≥90% (HPLC), powder
• Quality Level: 100
• Assay: ≥90% (HPLC)
• form: powder
• color: white to off-white
• solubility: ethanol: 50 mg/mL
• storage temp.: −20°C
• SMILES string: 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
• InChI key: FVECELJHCSPHKY-FCSYLLAHSA-N

Description

General description

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

Biochem/physiol Actions

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.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330,H315,H319,H335,H361f,H373,H412
• Precautionary Statements: P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: 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
• Target Organs: Nervous system, Respiratory system
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves