Gypsogenin

Name: Gypsogenin
Brand: MedChemExpress
SKU: HY-121382
Rating: 4.5 (0 reviews)

Cat. No.: HY-121382 Purity: 99.51%: Data Sheet
COA

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Gypsogenin is a selective mixed-type BChE inhibitor (K_i=19.99 μM) that also exhibits significant cytotoxicity against various human cancer cell lines. Gypsogenin inhibits tumor growth by inducing cell cycle arrest and triggering apoptosis. Gypsogenin displays antibacterial activity against bacteria such as Bacillus subtilis and Bacillus thuringiensis, and often serves as a key parent nucleus for the synthesis of anticancer compounds. Gypsogenin is widely used in research on Alzheimer's disease and various cancers including colon cancer, melanoma, and leukemia.

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

Gypsogenin Chemical Structure

CAS No. : 639-14-5

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
50 mg	In-stock	Estimated Time of Arrival: December 31
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Gypsogenin (Standard) Get quote

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AChE BChE

Biological Activity
Purity & Documentation
References
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Description

IC₅₀ & Target

BChE

19.99 μM (Ki)

Cellular Effect

Cell Line	Type	Value	Description	References
Caco-2	IC₅₀	16.67 μM Compound: 1, gypsogenin	Antiproliferative activity against human Caco2 cells after 24 and 72 hrs by MTT assay Antiproliferative activity against human Caco2 cells after 24 and 72 hrs by MTT assay	[PMID: 24941130]
HL-60	IC₅₀	10.4 μM Compound: 1, gypsogenin	Antiproliferative activity against human HL60 cells after 24 and 72 hrs by MTT assay Antiproliferative activity against human HL60 cells after 24 and 72 hrs by MTT assay	[PMID: 24941130]
HT-29	IC₅₀	11.9 μM Compound: 1, gypsogenin	Antiproliferative activity against human HT-29 cells after 24 and 72 hrs by MTT assay Antiproliferative activity against human HT-29 cells after 24 and 72 hrs by MTT assay	[PMID: 24941130]
HeLa	IC₅₀	22.48 μM Compound: 1, gypsogenin	Antiproliferative activity against human HeLa cells after 24 and 72 hrs by MTT assay Antiproliferative activity against human HeLa cells after 24 and 72 hrs by MTT assay	[PMID: 24941130]
MCF7	IC₅₀	9.02 μM Compound: 1, gypsogenin	Antiproliferative activity against human MCF7 cells after 24 and 72 hrs by MTT assay Antiproliferative activity against human MCF7 cells after 24 and 72 hrs by MTT assay	[PMID: 24941130]
RAW264.7	ED₅₀	36.6 μM Compound: IVL-9	Cytotoxicity against mouse RAW264.7 cells assessed as induction of cell killing incubated for 24 hrs by alamar blue dye based fluorescence analysis Cytotoxicity against mouse RAW264.7 cells assessed as induction of cell killing incubated for 24 hrs by alamar blue dye based fluorescence analysis	[PMID: 33479679]
SAOS-2	IC₅₀	7.85 μM Compound: 1, gypsogenin	Antiproliferative activity against human Saos2 cells after 24 and 72 hrs by MTT assay Antiproliferative activity against human Saos2 cells after 24 and 72 hrs by MTT assay	[PMID: 24941130]

In Vitro

Gypsogenin exhibits moderate cytotoxicity against 518A2, A2780, MCF-7, A549, and HeLa human cancer cell lines, with IC₅₀ values ranging from 9.9 to 21.3 μM, and no significant activity against HT-29 cells (IC₅₀ >30 μM)^[1].
Gypsogenin (1000 μg/mL; 24 h) shows moderate antimicrobial activity against Bacillus cereus ATCC 11778, Bacillus subtilis ATCC 6633, and Bacillus thrungiensis, with 13 mm inhibition zones for all three strains^[2].
Gypsogenin (0.5-40 μM; 72 h) exhibits antiproliferative activity against human cancer cell lines, with the strongest activity against Saos-2 (IC₅₀=7.85 μM) and MCF-7 (IC₅₀=9.02 μM) cells^[2].
Gypsogenin (20 μM; 48 h) triggers apoptotic cell death (20-36% apoptosis) with low necrosis rates in HL-60, HT-29, Caco-2, Saos-2, MCF-7, and HeLa human cancer cell lines when treated at 20 μM for 48 h^[2].
Gypsogenin (0.01-100 μM; 48 h) inhibits viability of A549, LOVO, SKOV3, and HepG2 human cancer cells with IC₅₀ values ranging from 15.90 μM (LOVO) to 22.18 μM (HepG2) after 48 h of treatment^[3].

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

Cell Proliferation Assay^[2]

Cell Line:	Human cancer cell lines (HL-60 acute promyelocytic leukemia, Saos-2 osteosarcoma, MCF-7 breast cancer, HT-29 colorectal adenocarcinoma, Caco-2 colorectal adenocarcinoma, HeLa cervical cancer)
Concentration:	0.5, 10, 20, 40 μM
Incubation Time:	72 h
Result:	Demonstrated antiproliferative activity with IC₅₀ values of 10.40 μM (HL-60), 11.90 μM (HT-29), 16.67 μM (Caco-2), 7.85 μM (Saos-2), 9.02 μM (MCF-7), and 22.48 μM (HeLa). Showed IC₅₀ values less than 10 μM for Saos-2 and MCF-7 cell lines.

Apoptosis Analysis^[2]

Cell Line:	Human cancer cell lines (HL-60, HT-29, Caco-2, Saos-2, MCF-7, HeLa)
Concentration:	20 μM
Incubation Time:	48 h
Result:	Induced apoptotic cell death with ratios (apoptosis/necrosis) of 33%/4% (HL-60), 21%/2% (HT-29), 20% /0% (Caco-2), 36%/2% (Saos-2), 30%/4% (MCF-7), and 29%/0% (HeLa). Maintained consistently low necrosis rates across all cell lines.

Cell Cytotoxicity Assay^[3]

Cell Line:	A549, LOVO, SKOV3, HepG2
Concentration:	0.01-100 μM
Incubation Time:	48 h
Result:	Exhibited cytotoxicity with an IC₅₀ of 19.60 μM in A549 cells. Exhibited cytotoxicity with an IC₅₀ of 15.90 μM in LOVO cells. Exhibited cytotoxicity with an IC₅₀ of 20.67 μM in SKOV3 cells. Exhibited cytotoxicity with an IC₅₀ of 22.18 μM in HepG2 cells.

Molecular Weight

470.68

Formula

C₃₀H₄₆O₄

CAS No.

639-14-5

Appearance

Solid

Color

White to off-white

SMILES

C[C@]1([C@H](CC[C@@]2([C@]3(CC=C4[C@@]5(CC(C)(CC[C@@]5(CC[C@]4([C@@]3(CC[C@@]12[H])C)C)C(O)=O)C)[H])[H])C)O)C=O

Structure Classification

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility

In Vitro:

DMSO : 25 mg/mL (53.11 mM; Need ultrasonic; 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	2.1246 mL	10.6229 mL	21.2459 mL
5 mM	0.4249 mL	2.1246 mL	4.2492 mL
10 mM	0.2125 mL	1.0623 mL	2.1246 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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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

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In Vivo Dissolution Calculator

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Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: 99.51%

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Data Sheet (281 KB) SDS (392 KB)

COA (253 KB) HNMR (275 KB) LCMS (89 KB)

Handling Instructions (2659 KB)

References

[1]. Heller L, et al. Gypsogenin derivatives: an unexpected class of inhibitors of cholinesterases. Arch Pharm (Weinheim). 2014;347(10):707-716. [Content Brief]

[2]. Emirdağ-Öztürk S, et al. Synthesis, antimicrobial and cytotoxic activities, and structure-activity relationships of gypsogenin derivatives against human cancer cells. Eur J Med Chem. 2014;82:565-573. [Content Brief]

[3]. Zhang H, et al. Synthesis of gypsogenin derivatives with capabilities to arrest cell cycle and induce apoptosis in human cancer cells. R Soc Open Sci. 2018 Jan 24;5(1):171510. [Content Brief]

Complete Stock Solution Preparation Table

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

DMSO	1 mM	2.1246 mL	10.6229 mL	21.2459 mL	53.1146 mL
	5 mM	0.4249 mL	2.1246 mL	4.2492 mL	10.6229 mL
	10 mM	0.2125 mL	1.0623 mL	2.1246 mL	5.3115 mL
	15 mM	0.1416 mL	0.7082 mL	1.4164 mL	3.5410 mL
	20 mM	0.1062 mL	0.5311 mL	1.0623 mL	2.6557 mL
	25 mM	0.0850 mL	0.4249 mL	0.8498 mL	2.1246 mL
	30 mM	0.0708 mL	0.3541 mL	0.7082 mL	1.7705 mL
	40 mM	0.0531 mL	0.2656 mL	0.5311 mL	1.3279 mL
	50 mM	0.0425 mL	0.2125 mL	0.4249 mL	1.0623 mL

Gypsogenin 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:

Gypsogenin639-14-5Cholinesterase (ChE)ApoptosisNecroptosisequine butyrylcholinesterasehuman colon carcinomaBacillus subtilisapoptotic cell deathBacillus thuringiensisBacillus cereushuman cancer cell linesAlzheimer’s diseasebutyrylcholinesteraseequus-derived butyrylcholinesteraseInhibitorinhibitorinhibit

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Gypsogenin

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Gypsogenin Related Classifications

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