Veratridine

Veratridine
Names
	IUPAC name 4β,12,14,16β,17,20-Hexahydroxy-4α,9-epoxycevan-3β-yl 3,4-dimethoxybenzoate
	Systematic IUPAC name (3S,4S,4aS,6aS,6bR,8S,8aS,9R,9aS,12S,15aS,15bR,16aR,16bS)-4,6b,8,8a,9,15b-Hexahydroxy-9,12,16b-trimethyldocosahydro-2H-4,16a-epoxybenzo[4,5]indeno[1,2-h]pyrido[1,2-b]isoquinolin-3-yl 3,4-dimethoxybenzoate
	Other names (3β,4β,16β)-4,12,14,16,17,20-Hexahydroxy-4,9-epoxycevan-3yl 3,4-dimethoxybenzoate; 3-Veratroylveracevine
Identifiers
CAS Number	71-62-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL451227 ;
ChemSpider	5290571 ;
ECHA InfoCard	100.000.690
IUPHAR/BPS	2626;
PubChem CID	6280;
UNII	M4BNP1KR7W ;
CompTox Dashboard (EPA)	DTXSID2058467 ;
	InChI 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 Key: FVECELJHCSPHKY-YFUMOZOISA-N ; InChI=1/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 Key: FVECELJHCSPHKY-YFUMOZOIBJ;
	SMILES O=C(O[C@H]7CC[C@@]1([C@@]65O[C@@]7(O)[C@H]1CC[C@H]6[C@@]2(O)[C@](O)([C@H]4[C@](O)([C@@H](O)C2)[C@@](O)(C)[C@H]3N(C[C@@H](C)CC3)C4)C5)C)c8ccc(OC)c(OC)c8;
Properties
Chemical formula	C36H51NO11
Molar mass	673.800 g·mol−1
Melting point	160 to 180 °C (320 to 356 °F; 433 to 453 K)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Toxic
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Veratridine is a steroidal alkaloid found in plants of the lily family, specifically the genera Veratrum and Schoenocaulon.^[1] Upon absorption through the skin or mucous membranes, it acts as a neurotoxin by binding to and preventing the inactivation of voltage-gated sodium ion channels in heart, nerve, and skeletal muscle cell membranes.^[2] Veratridine increases nerve excitability and intracellular Ca²⁺ concentrations.

^ ^a ^b "Steroidal Alkaloids". Pharmacognosy | Plants | herbal | herb | traditional medicine | alternative | Botany. Retrieved 2018-05-02.
^ Ujváry, István (2010). Hayes' Handbook of Pesticide Toxicology. Elsevier. pp. 119–229. doi:10.1016/b978-0-12-374367-1.00003-3. ISBN 9780123743671.

[:0-1] "Steroidal Alkaloids". Pharmacognosy | Plants | herbal | herb | traditional medicine | alternative | Botany. Retrieved 2018-05-02.

[:1-2] Ujváry, István (2010). Hayes' Handbook of Pesticide Toxicology. Elsevier. pp. 119–229. doi:10.1016/b978-0-12-374367-1.00003-3. ISBN 9780123743671.

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