(-)-Securinine

Name: (-)-Securinine
Brand: MedChemExpress
SKU: HY-N2079
Rating: 4.5 (1 reviews)

Cat. No.: HY-N2079 Purity: 99.93%: Data Sheet
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(-)-Securinine is plant-derived alkaloid and also a GABA_A receptor antagonist.

For research use only. We do not sell to patients.

(-)-Securinine Chemical Structure

CAS No. : 5610-40-2

Size	Stock	Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
1 mg	In-stock	Estimated Time of Arrival: December 31
5 mg	In-stock	Estimated Time of Arrival: December 31
10 mg	In-stock	Estimated Time of Arrival: December 31
25 mg	In-stock	Estimated Time of Arrival: December 31
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Based on 1 publication(s) in Google Scholar

Other Forms of (-)-Securinine:

(-)-Securinine nitrate Get quote
(-)-Securinine (Standard) Get quote

1 Publications Citing Use of MCE (-)-Securinine

•Cell Death Dis. 2024 Aug 7;15(8):571. [Abstract]

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Biological Activity
Protocol
Purity & Documentation
References
Customer Review

Description

(-)-Securinine is plant-derived alkaloid and also a GABA_A receptor antagonist.

IC₅₀ & Target

GABA_A receptor^[1]

Cellular Effect

Cell Line	Type	Value	Description	References
A-375	IC₅₀	6.1 μM Compound: 1	Cytotoxicity against human A375 cells assessed as growth inhibition after 72 hrs by ATPlite assay Cytotoxicity against human A375 cells assessed as growth inhibition after 72 hrs by ATPlite assay	[PMID: 26793989]
A-375	IC₅₀	6.1 μM Compound: 1	Antiproliferative activity against human A375 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay Antiproliferative activity against human A375 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay	[PMID: 27096049]
A549	IC₅₀	23.59 μM Compound: Securinine	Growth inhibition of human A549 cells after 72 hrs by MTT assay Growth inhibition of human A549 cells after 72 hrs by MTT assay	[PMID: 27344492]
A549	IC₅₀	25 μM Compound: 1	Cytotoxicity against human A549 cells after 72 hrs by Coulter counter analysis Cytotoxicity against human A549 cells after 72 hrs by Coulter counter analysis	[PMID: 26793989]
A549	IC₅₀	25 μM Compound: 1	Antiproliferative activity against human A549 cells Antiproliferative activity against human A549 cells	[PMID: 27096049]
A549	IC₅₀	> 10 μM Compound: 1	Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by ATPlite assay Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by ATPlite assay	[PMID: 26793989]
A549	IC₅₀	> 10 μM Compound: 1	Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay	[PMID: 27096049]
A549	IC₅₀	> 10 μM Compound: 12	Cytotoxicity against human A549 cells after 48 hrs by SRB assay Cytotoxicity against human A549 cells after 48 hrs by SRB assay	[PMID: 31082231]
BV-2	IC₅₀	1.1 μM Compound: 12	Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitrite production after 24 hrs by Griess assay Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitrite production after 24 hrs by Griess assay	[PMID: 31082231]
HCT-116	IC₅₀	8.6 μM Compound: 1	Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability	[PMID: 35183880]
HCT-116	IC₅₀	> 10 μM Compound: 1	Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by ATPlite assay Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by ATPlite assay	[PMID: 26793989]
HCT-116	IC₅₀	> 10 μM Compound: 1	Antiproliferative activity against human HCT116 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay Antiproliferative activity against human HCT116 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay	[PMID: 27096049]
HCT-15	IC₅₀	> 10 μM Compound: 12	Cytotoxicity against human HCT15 cells after 48 hrs by SRB assay Cytotoxicity against human HCT15 cells after 48 hrs by SRB assay	[PMID: 31082231]
HL-60	IC₅₀	0.1 μM Compound: 1	Cytotoxicity against human HL-60 cells assessed as reduction in cell viability Cytotoxicity against human HL-60 cells assessed as reduction in cell viability	[PMID: 35183880]
HL-60	IC₅₀	> 10 μM Compound: 1	Cytotoxicity against human HL60 cells assessed as growth inhibition after 72 hrs by ATPlite assay Cytotoxicity against human HL60 cells assessed as growth inhibition after 72 hrs by ATPlite assay	[PMID: 26793989]
HL-60	IC₅₀	> 10 μM Compound: 1	Antiproliferative activity against human HL60 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay Antiproliferative activity against human HL60 cells assessed as reduction in cell viability after 72 hrs by ATPlite assay	[PMID: 27096049]
HeLa	IC₅₀	50.23 μM Compound: Securinine	Growth inhibition of human HeLa cells after 72 hrs by MTT assay Growth inhibition of human HeLa cells after 72 hrs by MTT assay	[PMID: 27344492]
HepG2	IC₅₀	36.87 μM Compound: Securinine	Growth inhibition of human HepG2 cells after 72 hrs by MTT assay Growth inhibition of human HepG2 cells after 72 hrs by MTT assay	[PMID: 27344492]
KB	IC₅₀	2.2 μg/mL Compound: 6	Cytotoxicity against human KB cells Cytotoxicity against human KB cells	[PMID: 18052029]
L1210	IC₅₀	1.9 μg/mL Compound: 6	Cytotoxicity against mouse L1210 cells Cytotoxicity against mouse L1210 cells	[PMID: 18052029]
MCF7	IC₅₀	25 μM Compound: 1	Cytotoxicity against human MCF7 cells assessed as growth inhibition by CCK8 assay Cytotoxicity against human MCF7 cells assessed as growth inhibition by CCK8 assay	[PMID: 26793989]
MCF7	IC₅₀	25 μM Compound: 1	Antiproliferative activity against human MCF7 cells by CCK8 assay Antiproliferative activity against human MCF7 cells by CCK8 assay	[PMID: 27096049]
SH-SY5Y	IC₅₀	78.9 μM Compound: Securinine	Growth inhibition of human SH-SY5Y cells after 72 hrs by MTT assay Growth inhibition of human SH-SY5Y cells after 72 hrs by MTT assay	[PMID: 27344492]
SK-MEL-2	IC₅₀	> 10 μM Compound: 12	Cytotoxicity against human SK-MEL-2 cells after 48 hrs by SRB assay Cytotoxicity against human SK-MEL-2 cells after 48 hrs by SRB assay	[PMID: 31082231]
SK-OV-3	IC₅₀	> 10 μM Compound: 12	Cytotoxicity against human SKOV3 cells after 48 hrs by SRB assay Cytotoxicity against human SKOV3 cells after 48 hrs by SRB assay	[PMID: 31082231]
SW480	IC₅₀	25.855 μM Compound: Securinine	Antiproliferative activity against human SW480 cells after 48 hrs by MTT assay Antiproliferative activity against human SW480 cells after 48 hrs by MTT assay	[PMID: 27344492]

In Vitro

(-)-Securinine is a major plant-derived alkaloid and also a GABA_A receptor antagonist. (-)-Securinine is significantly potent on HeLa cells growth inhibition with IC₅₀ values of 7.02±0.52 μg/mL (32.3 μM). (-)-Securinine induces apoptosis in a dose-dependent manner in the tested cells, increases the percentage of ROS positive cells and depolarized cells as well as stimulates the activity of ERK1/2, caspase-9 and -3/7. (-)-Securinine also induces cell cycle arrest in S phase. Real-time PCR analysis shows high expression of tumor necrosis factor receptor superfamily (TNFRSF) genes in the cells stimulated with (-)-Securinine^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

In this tumor model, tumor growth is significantly impaired with (-)-Securinine treatment indicating that (-)-Securinine has potential as an Acute Myeloid Leukemia (AML) therapeutic. (-)-Securinine treated mice (n=5 mice, bilateral tumors), exhibit an average of more than 75% smaller tumors than vehicle treated mice at the end of the study period^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

217.27

Formula

C₁₃H₁₅NO₂

CAS No.

5610-40-2

Appearance

Solid

Color

Light yellow to yellow

SMILES

O=C(O1)C=C2[C@@]13[C@](CCCC4)([H])N4[C@](C3)([H])C=C2

Structure Classification

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : 50 mg/mL (230.13 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	4.6026 mL	23.0128 mL	46.0257 mL
5 mM	0.9205 mL	4.6026 mL	9.2051 mL
10 mM	0.4603 mL	2.3013 mL	4.6026 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (11.51 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (11.51 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.93%

Select Batch:

Data Sheet (282 KB) SDS (393 KB)

COA (257 KB) HNMR (266 KB) LCMS (85 KB)

Handling Instructions (2659 KB)

References

[1]. Stefanowicz-Hajduk J, et al. Securinine from Phyllanthus glaucus Induces Cell Cycle Arrest and Apoptosis in Human Cervical Cancer HeLa Cells. PLoS One. 2016 Oct 28;11(10):e0165372. [Content Brief]

[2]. Kalpana Gupta, et al. Securinine, a Myeloid Differentiation Agent with Therapeutic Potential for AML. PLoS One. 2011; 6(6): e21203. [Content Brief]

Kinase Assay ^[1]	The cells are seeded in 12-well plates (1×10⁵/well) and treated with (-)-Securinine at concentrations of 1.0 to 50.0 μg/mL. The control cells are exposed to DMSO at a concentration of 0.5% (v/v). After 6 h and 24 h of exposure, the activity of caspase-9 is measured by Caspase-Glo 9 Assay Kit and Glomax Multi+ Detection System, according to the manufacturer’s instruction. The activity of caspase-3/7 is assessed after 24 h of exposure the cells to (-)-Securinine. Then the cells are harvested and prepared using Muse Caspase-3/7 Assay Kit according with the manufacturer’s protocol. The stained cells are analyzed by Muse Cell Analyzer. The experiments are performed at least in three independent repeats^[1]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Cell Assay ^[1]	The viability of the cells is determined by MTT assay. HeLa cells are seeded in 96-well plates at a density of 5×10³ cells/well and treated for 24 h with (-)-Securinine in the concentration range of 1.0 to 20.0 μg/mL. The maximal concentrations of the solvents used in all the MTT experiments are 5.0% (v/v) and 1.0% (v/v) for methanol and DMSO, respectively. The absorption of the obtained formazan solution is measured with a plate reader. The viability results are presented as IC₅₀ mean values of at least three independent experiments^[1]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Animal Administration ^[2]	6 week old female nude mice are used and injected bilaterally s.c. with 10×10⁶ HL-60 cells. (-)-Securinine treatment is started 10 days after tumor cell injection. Palpable tumors are present for the established tumor model prior to initiating drug treatment. 15 mg/kg of (-)-Securinine or vehicle (30 µL of DMSO and 70 µL of water) are injected i.p. 2 or 3 times a day for 5 days followed by once a day for two days. This injection schedule is repeated for two additional weeks^[2]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
References	[1]. Stefanowicz-Hajduk J, et al. Securinine from Phyllanthus glaucus Induces Cell Cycle Arrest and Apoptosis in Human Cervical Cancer HeLa Cells. PLoS One. 2016 Oct 28;11(10):e0165372. [Content Brief] [2]. Kalpana Gupta, et al. Securinine, a Myeloid Differentiation Agent with Therapeutic Potential for AML. PLoS One. 2011; 6(6): e21203. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	4.6026 mL	23.0128 mL	46.0257 mL	115.0642 mL
	5 mM	0.9205 mL	4.6026 mL	9.2051 mL	23.0128 mL
	10 mM	0.4603 mL	2.3013 mL	4.6026 mL	11.5064 mL
	15 mM	0.3068 mL	1.5342 mL	3.0684 mL	7.6709 mL
	20 mM	0.2301 mL	1.1506 mL	2.3013 mL	5.7532 mL
	25 mM	0.1841 mL	0.9205 mL	1.8410 mL	4.6026 mL
	30 mM	0.1534 mL	0.7671 mL	1.5342 mL	3.8355 mL
	40 mM	0.1151 mL	0.5753 mL	1.1506 mL	2.8766 mL
	50 mM	0.0921 mL	0.4603 mL	0.9205 mL	2.3013 mL
	60 mM	0.0767 mL	0.3835 mL	0.7671 mL	1.9177 mL
	80 mM	0.0575 mL	0.2877 mL	0.5753 mL	1.4383 mL
	100 mM	0.0460 mL	0.2301 mL	0.4603 mL	1.1506 mL

(-)-Securinine Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

(-)-Securinine5610-40-2GABA ReceptorGamma-aminobutyric acid Receptorγ-Aminobutyric acid ReceptorInhibitorinhibitorinhibit

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(-)-Securinine

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(-)-Securinine Related Antibodies

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Complete Stock Solution Preparation Table

(-)-Securinine Related Classifications

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