Cat. No.: HY-121382

Gypsogenin

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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.

Purity: 99.51%
CAS No.: 639-14-5
Formula: C₃₀H₄₆O₄
Molecular Weight:470.68

Storage:

4°C, protect from light

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

Gypsogenin Chemical Structure

CAS No.: 639-14-5

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Solvent & Solubility
- In Vitro
Purity & Documentation
References
Help & FAQs
Bioz

Biological Activity

Description

IC₅₀ & Target

BChE

19.99 μM (Ki)

All Cholinesterase (ChE) Isoforms :

AChE
BChE

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]
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]
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]
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.

Chemical Information

CAS No. 639-14-5
Appearance Solid
Molecular Weight 470.68
Formula C₃₀H₄₆O₄
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
- Terpenoids
- Triterpenes
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)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

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

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

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

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Molecular Weight Molecular Weight

Dilution Calculator

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Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (281 KB)
SDS (392 KB)
- English - EN (392 KB)
- Français - FR (392 KB)
- Deutsch - DE (392 KB)
- Norwegian - NO (392 KB)
- Español - ES (392 KB)
- Swedish - SV (392 KB)
- Italian - IT (392 KB)
- Portuguese - PT (392 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 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]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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

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Gypsogenin

Apoptosis Compound Library

Neuronal Signaling Compound Library

Natural Product Library

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Antibacterial Compound Library

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Mongolian Medicine Compound Library

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All Cholinesterase (ChE) Isoforms

Biological Activity

Chemical Information

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Gypsogenin Related Classifications

Cat. No.: HY-121382