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Merck
CN

V5754

Sigma-Aldrich

藜芦定

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

别名:

3-Veratroylveracevine, Veracevine veratrate

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About This Item

经验公式(希尔记法):
C36H51NO11
CAS号:
分子量:
673.79
Beilstein:
78875
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

产品名称

藜芦定, ≥90% (HPLC), powder

质量水平

方案

≥90% (HPLC)

表单

powder

颜色

white to off-white

溶解性

ethanol: 50 mg/mL

储存温度

−20°C

SMILES字符串

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

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一般描述

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.

应用

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

生化/生理作用

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.

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险分类

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

靶器官

Nervous system, Respiratory system

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

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分析证书(COA)

Lot/Batch Number

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访问文档库

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
Veratridine
Cataldi M
Acta Pharmacologica Sinica (2018)
Irina Vetter et al.
Biochemical pharmacology, 83(11), 1562-1571 (2012-03-14)
The human neuroblastoma cell line SH-SY5Y is a potentially useful model for the identification and characterisation of Na(v) modulators, but little is known about the pharmacology of their endogenously expressed Na(v)s. The aim of this study was to determine the
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.

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