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V5754

Sigma-Aldrich

Veratridine

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

Sinonimo/i:

3-Veratroylveracevine, Veracevine veratrate

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About This Item

Formula empirica (notazione di Hill):
C36H51NO11
Numero CAS:
Peso molecolare:
673.79
Beilstein:
78875
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Nome del prodotto

Veratridine, ≥90% (HPLC), powder

Livello qualitativo

Saggio

≥90% (HPLC)

Stato

powder

Colore

white to off-white

Solubilità

ethanol: 50 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

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
FVECELJHCSPHKY-FCSYLLAHSA-N

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Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

Opens voltage-dependent Na+ channels and prevents their inactivation.
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.

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Nervous system, Respiratory system

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Ouabain

Veratridine
Cataldi M
Acta Pharmacologica Sinica (2018)
R Maroto et al.
European journal of pharmacology, 270(4), 331-339 (1994-08-03)
Exposure of bovine chromaffin cells to 30 microM veratridine for 24 h led to 70-80% cell death as reflected by phase contrast microscopy, trypan blue exclusion, lactate dehydrogenase (LDH) release and cell catecholamine contents. Na+ deprivation, Ca2+ deletion or tetrodotoxin
Silmara R Sousa et al.
PloS one, 12(9), e0182848-e0182848 (2017-09-08)
Spider venoms are rich sources of peptidic ion channel modulators with important therapeutical potential. We screened a panel of 60 spider venoms to find modulators of ion channels involved in pain transmission. We isolated, synthesized and pharmacologically characterized Cd1a, a
M Neus Fullana et al.
Glia, 67(6), 1122-1137 (2019-01-13)
Elevation of energy metabolism and disturbance of astrocyte number/function in the ventral anterior cingulate cortex (vACC) contributes to the pathophysiology of major depressive disorder (MDD). Functional hyperactivity of vACC may result from reduced astrocytic glutamate uptake and increased neuronal excitation.
Veratridine modifies the gating of human voltage-gated sodium channel Nav1.7
Zhang X, et al.
Acta Pharmacologica Sinica, 39, 1716-1724 (2018)

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