Cat. No.: HY-13748

Silybin A

(Synonyms: Silibinin A)

11 Cited Publications

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Based on 11 publication(s) in Google Scholar

Silybin A (Silibinin A), an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration.

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Pureté: 99.94%
CAS No.: 22888-70-6
Formule: C₂₅H₂₂O₁₀
Masse moléculaire:482.44

Stockage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Silybin A Chemical Structure

CAS No.: 22888-70-6

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Activité biologique
- Description
- Cellular Effect
- In Vitro
- In Vivo
- Essai clinique
Chemical Information
Publications (11)
Solvant et solubilité
- In Vitro
- In Vivo
Pureté et documentation
Références
Help & FAQs
Classifications
Bioz

Activité biologique

Description

Silybin A (Silibinin A), an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration.

Cellular Effect

Cell Line	Type	Value	Description	References
B16-4A5	IC₅₀	>100 μM Compound: 5	Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay Toxicity in mouse B16-4A5 cells assessed as inhibition of cell proliferation in presence of 1 mM theophylline after 72 hrs by WST8 dye reduction assay	[PMID: 20189399]
B16-4A5	IC₅₀	21 μM Compound: 5	Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells after 72 hrs Inhibition of theophylline-stimulated melanogenesis in mouse B16-4A5 cells after 72 hrs	[PMID: 20189399]
HEK293	IC₅₀	2.7 μM Compound: Silybin A	Inhibition of OATP1B3 (unknown origin) expressed in HEK293 cells assessed as reduction of [3H]estradiol-17beta-glucuronide uptake after 3 mins by beta-counting Inhibition of OATP1B3 (unknown origin) expressed in HEK293 cells assessed as reduction of [3H]estradiol-17beta-glucuronide uptake after 3 mins by beta-counting	[PMID: 23401473]
HEK293	IC₅₀	9.7 μM Compound: Silybin A	Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells assessed as reduction of [3H]estradiol-17beta-glucuronide uptake after 3 mins by beta-counting Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells assessed as reduction of [3H]estradiol-17beta-glucuronide uptake after 3 mins by beta-counting	[PMID: 23401473]
Hepatocyte	IC₅₀	29.9 μM Compound: Silybin	Hepatoprotective activity against D-GaIN/TNFalpha-induced cell death in mouse hepatocyte at 100 uM relative to control Hepatoprotective activity against D-GaIN/TNFalpha-induced cell death in mouse hepatocyte at 100 uM relative to control	[PMID: 29353722]
Hepatocyte	IC₅₀	33.6 μM Compound: Silybin	Hepatoprotective activity against D-GaIN/TNFalpha-induced cell death in mouse hepatocyte at 100 uM Hepatoprotective activity against D-GaIN/TNFalpha-induced cell death in mouse hepatocyte at 100 uM	[PMID: 29353722]
Hepatocyte	IC₅₀	38.8 μM Compound: Silybin	Hepatoprotective activity against D-GaIN-induced toxicity in mouse hepatocyte relative to control Hepatoprotective activity against D-GaIN-induced toxicity in mouse hepatocyte relative to control	[PMID: 29353722]
HepG2	EC₅₀	75.7 μM Compound: Silybin	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability by SRB assay Cytotoxicity against human HepG2 cells assessed as reduction in cell viability by SRB assay	[PMID: 29353722]
Huh-7	IC₅₀	80 μM Compound: 1	Cytotoxicity against human Huh7.5.1 cells after 72 hrs Cytotoxicity against human Huh7.5.1 cells after 72 hrs	[PMID: 23673225]
Huh7.5.1	CC₅₀	80 μM Compound: 3	Cytotoxicity against human Huh7.5.1 cells after 72 hrs by ATPlite assay Cytotoxicity against human Huh7.5.1 cells after 72 hrs by ATPlite assay	[PMID: 30485098]
HUVEC	IC₅₀	62.33 μM Compound: 1a, (2R,3R,10R,11R)	Cytotoxicity against HUVEC assessed as cell viability after 16 hrs by MTT assay Cytotoxicity against HUVEC assessed as cell viability after 16 hrs by MTT assay	[PMID: 21928794]
HUVEC	IC₅₀	8.83 μM Compound: 1a, (2R,3R,10R,11R)	Antiproliferative activity against HUVEC assessed as inhibition of cell growth after 3 days by MTT assay Antiproliferative activity against HUVEC assessed as inhibition of cell growth after 3 days by MTT assay	[PMID: 21928794]
LoVo	IC₅₀	50 μM Compound: Silybin A; Silibinin	Cytotoxicity against human LoVo cells assessed as reduction in cell growth after 24 hrs by trypan blue exclusion assay Cytotoxicity against human LoVo cells assessed as reduction in cell growth after 24 hrs by trypan blue exclusion assay	[PMID: 27517806]
LX-2	IC₅₀	151.1 μM Compound: Silybin	Cytotoxicity against human LX2 cells assessed as reduction in cell viability by MTT assay Cytotoxicity against human LX2 cells assessed as reduction in cell viability by MTT assay	[PMID: 33775837]
LX-2	IC₅₀	164.4 μM Compound: Silybin	Inhibition of hyaluronic acid deposition in human LX2 cells Inhibition of hyaluronic acid deposition in human LX2 cells	[PMID: 33775837]
LX-2	IC₅₀	51.5 μM Compound: Silybin	Inhibition of collagen type 1 deposition in human LX2 cells Inhibition of collagen type 1 deposition in human LX2 cells	[PMID: 33775837]
LX-2	IC₅₀	83.7 μM Compound: Silybin	Inhibition of laminin deposition in human LX2 cells Inhibition of laminin deposition in human LX2 cells	[PMID: 33775837]
MCF7	IC₅₀	222.8 μM Compound: 1	Cytotoxicity in human MCF7 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay Cytotoxicity in human MCF7 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay	[PMID: 28411546]
MDCK-II	IC₅₀	4.5 μM Compound: Silybin A	Inhibition of OATP2B1 (unknown origin) expressed in MDCK2 cells assessed as reduction of [3H]estrone-3-sulfate uptake after 3 mins by beta-counting Inhibition of OATP2B1 (unknown origin) expressed in MDCK2 cells assessed as reduction of [3H]estrone-3-sulfate uptake after 3 mins by beta-counting	[PMID: 23401473]
T47D	IC₅₀	110 μM Compound: Silybin A; Silibinin	Cytotoxicity against human T47D cells assessed as reduction in cell viability after 24 hrs by MTT assay Cytotoxicity against human T47D cells assessed as reduction in cell viability after 24 hrs by MTT assay	[PMID: 27517806]
T47D	IC₅₀	12 μM Compound: Silybin A; Silibinin	Downregulation of telomerase expression in human T47D cells after 72 hrs in presence of curcumin by SYBR green-dye based RT-PCR analysis Downregulation of telomerase expression in human T47D cells after 72 hrs in presence of curcumin by SYBR green-dye based RT-PCR analysis	[PMID: 27517806]
T47D	IC₅₀	20 μM Compound: Silybin A; Silibinin	Cytotoxicity against human T47D cells assessed as reduction in cell viability after 24 hrs in presence of curcumin by MTT assay Cytotoxicity against human T47D cells assessed as reduction in cell viability after 24 hrs in presence of curcumin by MTT assay	[PMID: 27517806]

In Vitro

Silybin A (Silybin) significantly induced the expression of the non-steroidal anti-inflammatory drug-activated gene-1 (NAG-1) in both p53 wild-type and p53-null cancer cell lines^[1].
Silybin A (Silybin) induced cell death in human breast cancer cell lines MCF7 and MDA-MB-231^[2].
Silybin A (Silybin) treatment resulted in a dose- and time-dependent inhibition of HCC cell viability^[3].
Silybin A (Silybin) treatment decreased the expression of the Notch1 intracellular domain (NICD), RBP-Jκ, and Hes1 proteins, upregulated the apoptosis pathway-related protein Bax, and downregulated Bcl2, survivin, and cyclin D1^[3].

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

In Vivo

Topical application of Silybin A (Silibinin A) at the dose of 9 mg/mouse effectively suppressed oxidative stress and deregulated activation of inflammatory mediators and tumorigenesis^[4].
The kidney cortex of vehicle-treated control OVE26 mice displayed greater Nox4 expression and twice as much superoxide production than cortex of silybin-treated mice. The glomeruli of control OVE26 mice displayed 35% podocyte drop out that was not present in the silybin-treated mice^[5].

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

Essai clinique

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS No. 22888-70-6
Appearance Solid
Masse moléculaire 482.44
Formule C₂₅H₂₂O₁₀
Color White to off-white
SMILES

O=C1[C@H](O)[C@@H](C2=CC=C(O[C@H](CO)[C@@H](C3=CC=C(O)C(OC)=C3)O4)C4=C2)OC5=CC(O)=CC(O)=C15
Synonyms

Silibinin A
Structure Classification
- Flavonoids
- Flavanonols
Initial Source
- Plants
- Compositae
Livraison

Room temperature in continental US; may vary elsewhere.

Stockage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (11)

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Acta Pharm Sin B

Chrysin serves as a novel inhibitor of DGK α/FAK interaction to suppress the malignancy of esophageal squamous cell carcinoma (ESCC). [Abstract]

2021 Jan;11(1):143-155. PMID: 33532186
Microbiome

Species-specific enhancement of enterohemorrhagic E. coli pathogenesis mediated by microbiome metabolites. [Abstract]

2019 Mar 20;7(1):43. PMID: 30890187
Cell Death Dis

Autophagy activated by silibinin contributes to glioma cell death via induction of oxidative stress-mediated BNIP3-dependent nuclear translocation of AIF. [Abstract]

2020 Aug 14;11(8):630. PMID: 32801360

Silybin A purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2020 Aug 14;11(8):630. [Abstract]

Representative images acquired by confocal microscopy combined with immunochemical staining shows that Silibinin (200 μM) induced accumulation of AIF in the nucleus of U87 cell.

Silybin A purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2020 Aug 14;11(8):630. [Abstract]

Silibinin (200 μM)-induced accumulation of AIF in nuclear fraction is decreased in the cells transfected with AIF SiRNA.
Phytomedicine

Demethylzeylasteral attenuates hepatic stellate cell activation and liver fibrosis by inhibiting AGAP2 mediated signaling. [Abstract]

2022 Oct:105:154349. PMID: 35905567
J Biomed Inform

From Centralized to Ad-Hoc Knowledge Base Construction for Hypotheses Generation. [Abstract]

2023 Jun:142:104383. PMID: 37196989
Viruses

Broad-Spectrum Host-Based Antivirals Targeting the Interferon and Lipogenesis Pathways as Potential Treatment Options for the Pandemic Coronavirus Disease 2019 (COVID-19). [Abstract]

2020 Jun 10;12(6):628. PMID: 32532085
Acta Histochem

Silibinin ameliorats H2O2-induced cell apoptosis and oxidative stress response by activating Nrf2 signaling in trophoblast cells. [Abstract]

2020 Dec;122(8):151620. PMID: 33068964
J Mol Histol

Silibinin ameliorates cisplatin-induced acute kidney injury via activating Nfe2l1-mediated antioxidative response to suppress the ROS/MAPK signaling pathway. [Abstract]

2022 Aug;53(4):729-740. PMID: 35727472
Biochem Biophys Res Commun

BNIP3 contributes to silibinin-induced DNA double strand breaks in glioma cells via inhibition of mTOR. [Abstract]

2022 Jan 22:589:1-8. PMID: 34883284
bioRxiv

2025 July 17.
Laurea Magistrale in Biomedical Engineering, Politecnico di Milano

2019 Jun.

Solvant et solubilité

In Vitro:

DMSO : 233.33 mg/mL (483.65 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

2.0728 mL

10.3640 mL

20.7280 mL

5 mM

0.4146 mL

2.0728 mL

4.1456 mL

10 mM

0.2073 mL

1.0364 mL

2.0728 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. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Calculateur de molarité

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

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Calculateur de dilution

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

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

In Vivo:

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

Stock Solution Working Solution

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 (5.18 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.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (5.18 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.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (5.18 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
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g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

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

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

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).

Working solution concentration: 0.22 mg/mL

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (276 KB)
SDS (393 KB)
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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)
Instruction de manipulation (2659 KB)

Références

[1]. Woo SM, et al. Silibinin induces apoptosis of HT29 colon carcinoma cells through early growth response-1 (EGR-1)-mediated non-steroidal anti-inflammatory drug-activated gene-1 (NAG-1) up-regulation. Chem Biol Interact. 2014 Jan 16;211C:36-43. [Content Brief]

[2]. Kim TH, et al. Silibinin induces cell death through ROS-dependent down-regulation of Notch-1/ERK/Akt signaling in human breast cancer cells. J Pharmacol Exp Ther. 2014 Jan 28. [Content Brief]

[3]. Zhang S, et al. Silybin-mediated inhibition of Notch signaling exerts antitumor activity in human hepatocellular carcinoma cells. PLoS One. 2013 Dec 27;8(12):e83699. [Content Brief]

[4]. Khan AQ, et al. Silibinin Inhibits Tumor Promotional Triggers and Tumorigenesis Against Chemically Induced Two-Stage Skin Carcinogenesis in Swiss Albino Mice: Possible Role of Oxidative Stress and Inflammation. Nutr Cancer. 2013 Dec 23. [Content Brief]

[5]. Khazim K, et al. The antioxidant silybin prevents high glucose-induced oxidative stress and podocyte injury in vitro and in vivo. Am J Physiol Renal Physiol. 2013 Sep 1;305(5):F691-700. [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

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.0728 mL	10.3640 mL	20.7280 mL	51.8199 mL
	5 mM	0.4146 mL	2.0728 mL	4.1456 mL	10.3640 mL
	10 mM	0.2073 mL	1.0364 mL	2.0728 mL	5.1820 mL
	15 mM	0.1382 mL	0.6909 mL	1.3819 mL	3.4547 mL
	20 mM	0.1036 mL	0.5182 mL	1.0364 mL	2.5910 mL
	25 mM	0.0829 mL	0.4146 mL	0.8291 mL	2.0728 mL
	30 mM	0.0691 mL	0.3455 mL	0.6909 mL	1.7273 mL
	40 mM	0.0518 mL	0.2591 mL	0.5182 mL	1.2955 mL
	50 mM	0.0415 mL	0.2073 mL	0.4146 mL	1.0364 mL
	60 mM	0.0345 mL	0.1727 mL	0.3455 mL	0.8637 mL
	80 mM	0.0259 mL	0.1295 mL	0.2591 mL	0.6477 mL
	100 mM	0.0207 mL	0.1036 mL	0.2073 mL	0.5182 mL

Keywords

Silybin A

11 Cited Publications

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Silybin A

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Publications Citing Use of MedChemExpress (MCE) Silybin A

Activité biologique

Chemical Information

Publications (11)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

Silybin A Related Classifications

HY-13748 Related Classifications