Synonym
Veratridine; NSC7524; NSC-7524 NSC 7524
IUPAC/Chemical Name
4,9-Epoxycevane-3beta,4alpha,12,14,16beta,17,20-heptol 3-veratrate
InChi Key
FVECELJHCSPHKY-BWFGFNOCSA-N
InChi Code
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
SMILES Code
[H][C@@]12[C@](O3)(O)[C@@H](OC(C4=CC=C(OC)C(OC)=C4)=O)CC[C@]1(C)C53C[C@@]6(O)[C@]7([H])CN8C[C@@H](C)CC[C@]([H])8[C@@](C)(O)[C@@]7(O)[C@@H](O)C[C@@]6(O)[C@]5([H])CC2
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
673.80
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: Zhang XY, Bi RY, Zhang P, Gan YH. Veratridine modifies the gating of human voltage-gated sodium channel Nav1.7. Acta Pharmacol Sin. 2018 Nov;39(11):1716-1724. doi: 10.1038/s41401-018-0065-z. Epub 2018 Jun 27. PMID: 29950616; PMCID: PMC6289357.
2: Niitsu A, Egawa A, Ikeda K, Tachibana K, Fujiwara T. Veratridine binding to a transmembrane helix of sodium channel Nav1.4 determined by solid- state NMR. Bioorg Med Chem. 2018 Nov 15;26(21):5644-5653. doi: 10.1016/j.bmc.2018.10.012. Epub 2018 Oct 17. PMID: 30389410.
3: Wermelskirchen D, Wilffert B, Peters T. Veratridine-induced intoxication: an in vitro model for the characterization of anti-ischemic compounds? J Basic Clin Physiol Pharmacol. 1992 Oct-Dec;3(4):293-321. doi: 10.1515/jbcpp.1992.3.4.293. PMID: 1285006.
4: 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.
5: Ulbricht W. Effects of veratridine on sodium currents and fluxes. Rev Physiol Biochem Pharmacol. 1998;133:1-54. doi: 10.1007/BFb0000612. PMID: 9600010.
6: Tsukamoto T, Chiba Y, Nakazaki A, Ishikawa Y, Nakane Y, Cho Y, Yotsu- Yamashita M, Nishikawa T, Wakamori M, Konoki K. Inhibition of veratridine- induced delayed inactivation of the voltage-sensitive sodium channel by synthetic analogs of crambescin B. Bioorg Med Chem Lett. 2017 Mar 1;27(5):1247-1251. doi: 10.1016/j.bmcl.2017.01.054. Epub 2017 Jan 19. PMID: 28143690.
7: Kratholm NM, Jensen PS, Kringelholt S, Simonsen U, Bek T. Activation of Veratridine Sensitive Sodium Channels, But not Electrical Field Stimulation, Dilates Porcine Retinal Arterioles with Preserved Perivascular Tissue. Curr Eye Res. 2017 Nov;42(11):1497-1502. doi: 10.1080/02713683.2017.1337156. Epub 2017 Sep 14. PMID: 28910154.
8: Ito S, Nakazato Y, Ohga A. The effect of veratridine on the release of catecholamines from the perfused adrenal gland. Br J Pharmacol. 1979 Feb;65(2):319-30. doi: 10.1111/j.1476-5381.1979.tb07833.x. PMID: 760905; PMCID: PMC1668614.
9: Verheugen JA, Oortgiesen M, Vijverberg HP. Veratridine blocks voltage-gated potassium current in human T lymphocytes and in mouse neuroblastoma cells. J Membr Biol. 1994 Feb;137(3):205-14. doi: 10.1007/BF00232589. PMID: 8182730.
10: Jacobson I, Hamberger A. Veratridine-induced release in vivo and in vitro of amino acids in the rabbit olfactory bulb. Brain Res. 1984 May 7;299(1):103-12. doi: 10.1016/0006-8993(84)90792-3. PMID: 6144366.
