Synonym
Cevadine; Veratrine;
IUPAC/Chemical 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 (Z)-2-methylbut-2-enoate
InChi Key
DBUCFOVFALNEOO-HWBIYQLFSA-N
InChi Code
1S/C32H49NO9/c1-6-18(3)25(35)41-24-11-12-26(4)19-8-9-20-28(37)13-23(34)31(39)21(29(28,38)16-30(20,26)42-32(19,24)40)15-33-14-17(2)7-10-22(33)27(31,5)36/h6,17,19-24,34,36-40H,7-16H2,1-5H3/b18-6-/t17-,19-,20-,21-,22-,23-,24-,26-,27+,28+,29+,30+,31-,32-/m0/s1
SMILES Code
C\C=C(\C)C(=O)O[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4[C@]5(O)C[C@H](O)[C@@]6(O)[C@@H](CN7C[C@@H](C)CC[C@H]7[C@@]6(C)O)[C@]5(O)C[C@]24O[C@]13O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
591.74
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Dankó M, Cseri J, Varga E. Cevadine-induced changes of membrane potential and sodium transport of muscle membrane in a chloride-free solution. Acta Physiol Hung. 1985;65(2):199-211. PMID: 3872554.
2: Cseri J, Dankó M, Varga E. Effect of phlorizin on the changes of membrane potential, water, Na and K transport induced by cevadine in frog muscle. Acta Physiol Hung. 1985;65(1):65-80. PMID: 3873168.
3: Gaillard Y, Pepin G. LC-EI-MS determination of veratridine and cevadine in two fatal cases of Veratrum album poisoning. J Anal Toxicol. 2001 Sep;25(6):481-5. doi: 10.1093/jat/25.6.481. PMID: 11550825.
4: Honerjäger P, Dugas M, Zong XG. Mutually exclusive action of cationic veratridine and cevadine at an intracellular site of the cardiac sodium channel. J Gen Physiol. 1992 May;99(5):699-720. doi: 10.1085/jgp.99.5.699. PMID: 1318939; PMCID: PMC2216617.
5: RINGEL SJ. A note on sabadilla alkaloids: cevadine. J Am Pharm Assoc Am Pharm Assoc. 1956 Jun;45(6):433. doi: 10.1002/jps.3030450630. PMID: 13319160.
6: Nánási PP, Bodnár Z, Dankó M. Effects of bencyclane on normal and cevadine- modified Na channels in frog skeletal muscle. Gen Physiol Biophys. 1989 Oct;8(5):447-58. PMID: 2556322.
7: Cseri J, Dankó M, Kovács L, Szücs G, Varga E. Analysis of the sensitizing effect of veratrum alkaloids to potassium on frog muscle. Acta Physiol Acad Sci Hung. 1980;56(3):289-301. PMID: 6973263.
8: MITCHNER H, PARKS LM. Sabadilla alkaloids. VI. Separation of veratridine and cevadine by countercurrent distribution, pH vs. partition coefficients. J Am Pharm Assoc Am Pharm Assoc. 1956 Aug;45(8):549-55. doi: 10.1002/jps.3030450814. PMID: 13357349.
9: Dankó M, Cseri J, Varga E. Membrane potential dependence of potential oscillation induced by cevadine in striated muscle. Acta Physiol Acad Sci Hung. 1981;58(4):275-83. PMID: 6982593.
10: Honerjäger P. A neurally mediated inotropic effect of veratridine and cevadine on isolated guinea-pig papillary muscle. Naunyn Schmiedebergs Arch Pharmacol. 1980 Nov;314(2):157-60. doi: 10.1007/BF00504532. PMID: 6256668.
11: SHANES AM, GERSHFELD NL. Interactions of veratrum alkaloids, procaine, and calcium with monolayers of stearic acid and their implications for pharmacological action. J Gen Physiol. 1960 Nov;44(2):345-63. doi: 10.1085/jgp.44.2.345. PMID: 13750673; PMCID: PMC2195101.
12: LUTEMBACHER R. [Veratrine]. Arch Mal Coeur Vaiss. 1959 Sep;52:961-6. French. PMID: 14419049.
13: KUPCHAN SM, AFONSO A. Veratrum alkaloids. XLIII. The structure of cevadine. J Am Pharm Assoc Am Pharm Assoc. 1960 Apr;49:242-4. PMID: 13853489.
14: Zucker IH, Cornish KG. The Bezold-Jarisch in the conscious dog. Circ Res. 1981 Oct;49(4):940-8. doi: 10.1161/01.res.49.4.940. PMID: 6115723.
15: Dankó M, Cseri J, Varga E. Parameters of the potential changes induced by cevadine on striated frog muscle membrane. Acta Physiol Acad Sci Hung. 1981;58(2):103-18. PMID: 6978594.
16: Nánási PP, Dankó M, Lathrop DA. Effect of antiarrhythmic drugs, TTX, and 4-aminopyridine on repetitive electrical activity in frog skeletal muscle. Gen Pharmacol. 1990;21(4):563-7. doi: 10.1016/0306-3623(90)90716-y. PMID: 2165962.
17: ROESCH E. Uber die Wirkung von Cevadin, Veratridin und einem Veratrumviride- Extrakt auf Blutdruck und Atmung von wachen Hunden [Effect of cevadine, veratridine and Veratrum viride extract on blood pressure and respiration in dog]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1954;222(1-2):209-12. Undetermined Language. PMID: 13176492.
18: SVOBODA GR, PARKS LM. Sabadilla alkaloids. IV. Separation of veratridine and cevadine by partition chromatography. J Am Pharm Assoc Am Pharm Assoc. 1954 Oct;43(10):584-8. PMID: 13211394.
19: Malliani A, Peterson DF, Bishop VS, Brown AM. Spinal sympathetic cardiocardiac reflexes. Circ Res. 1972 Feb;30(2):158-66. doi: 10.1161/01.res.30.2.158. PMID: 5061316.
20: Sutro JB. Kinetics of veratridine action on Na channels of skeletal muscle. J Gen Physiol. 1986 Jan;87(1):1-24. doi: 10.1085/jgp.87.1.1. PMID: 2419478; PMCID: PMC2217133.
