Synonym
(–)-Securinine; L-Securinine
IUPAC/Chemical Name
(6S,11aR,11bS)-9,10,11,11a-tetrahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6H)-one
InChi Key
SWZMSZQQJRKFBP-WZRBSPASSA-N
InChi Code
InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1
SMILES Code
O=C(O1)C=C2[C@@]13[C@](CCCC4)([H])N4[C@](C3)([H])C=C2
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
>2 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
217.27
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. Beutler, J.A., Karbon, E.W., Brubaker, A.N., et al. Securinine alkaloids: A new class of GABA receptor antagonist. Brain Res. 330(1), 135-140 (1985).
2. Xia, Y.-H., Chang, C.-R., Yao, S.-Y., et al. L-securinine induced the human colon cancer SW480 cell autophagy and its molecular mechanism. Fitoterapia 82(8), 1258-1264 (2011).
3. Han, S., Zhang, G., Li, M., et al. L-securinine induces apoptosis in the human promyelocytic leukemia cell line HL-60 and influences the expression of genes involved in the PI3K/AKT/mTOR signaling pathway. Oncol. Rep. 31(5), 2245-2251 (2014).
4. Tao, S.-C., Peng, J.-Z., and Lu, M.-W. Central convulsive action of l-securinine. Zhongguo Yao Li Xue Bao. 7(1), 9-12 (1986).
-Securinine4933.jpg "(–)-Securinine")
