V5754

Veratridin

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

• Synonym(e): 3-Veratroyl-veracevin
• Empirische Formel (Hill-System): C₃₆H₅₁NO₁₁
• CAS-Nummer: 71-62-5
• Molekulargewicht: 673.79
• Beilstein: 78875
• EG-Nummer: 200-758-4
• MDL-Nummer: MFCD00082515
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24900756
• NACRES: NA.77

Eigenschaften

• product name: Veratridin, ≥90% (HPLC), powder
• Qualitätsniveau: 100
• Assay: ≥90% (HPLC)
• Form: powder
• Farbe: white to off-white
• Löslichkeit: ethanol: 50 mg/mL
• Lagertemp.: −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
• InChIKey: FVECELJHCSPHKY-FCSYLLAHSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Sicherheitshinweise

• Piktogramme: GHS06,GHS08
• Signalwort: Danger
• H-Sätze: H300 + H310 + H330,H315,H319,H335,H361f,H373,H412
• P-Sätze: P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Gefahreneinstufungen: 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
• Zielorgane: Nervous system, Respiratory system
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges