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V5754 Sigma-Aldrich

Veratridine

≥90% (HPLC), powder

Synonym: 3-Veratroylveracevine, Veracevine veratrate

  • CAS Number 71-62-5

  • Empirical Formula (Hill Notation) C36H51NO11

  • Molecular Weight 673.79

  •  Beilstein/REAXYS Number 78875

  •  EC Number 200-758-4

  •  MDL number MFCD00082515

  •  PubChem Substance ID 24900756

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators, Cell Biology, Cell Signaling and Neuroscience,
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

Packaging

10 mg in glass insert

25, 100 mg in glass bottle

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 & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Nervous system, Respiratory system
RIDADR 
UN 1544PSN1 6.1 / PGI
WGK Germany 
WGK 3
RTECS 
YX5600000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Ion Channels Research

Ion transport across the relatively impermeable lipid bilayer of the cell membrane is accomplished via membrane proteins known as ion channels, pumps and transporters. Ion channels are gated pores an...
Keywords: Biological processes, Cell signaling, Diseases, Hormones, Ligands, Neurotransmitters

Peer-Reviewed Papers
15

References

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