Art. -Nr.: HY-N2345

Procyanidin B3

1 Cited Publications

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Procyanidin B3 is a natural product with antioxidant activity and oral bioavailability, possessing good blood-brain barrier penetration. Procyanidin B3 is a selective inhibitor of histone acetyltransferase (HAT). By inhibiting p300 HAT-mediated acetylation of the androgen receptor (androgen receptor). Procyanidin B3 alleviates intervertebral disc degeneration (IVDD) by inhibiting the formation of the TLR4/MD-2 complex. Procyanidin B3 can be used in research on prostate cancer and arthritis.

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Reinheit: 99.92%
CAS. Nr.: 23567-23-9
Formel: C₃₀H₂₆O₁₂
Molecular Weight:578.52

Speicherung:

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

Procyanidin B3 Chemical Structure

CAS. Nr.: 23567-23-9

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (1)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

CBP/p300

TLR4

Alle Histone Acetyltransferase Isoform-spezifische Produkte anzeigen :

Alle Toll-like Receptor (TLR) Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
MT4	CC₅₀	117.8 μg/mL Compound: 3, procyanidin B3	Cytotoxicity against human MT4 cells by MTT assay Cytotoxicity against human MT4 cells by MTT assay	[PMID: 10425115]
MT4	IC₅₀	27 μg/mL Compound: 3, procyanidin B3	Antiviral activity against HIV infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect by MTT assay Antiviral activity against HIV infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect by MTT assay	[PMID: 10425115]

In Vitro

Procyanidin B3 (50 and 100 μM, 1 h) inhibits the AR(androgen receptor)-dependent promoter activity induced by the synthetic androgen R1881 in LNCaP cells^[1].
Procyanidin B3 (25-100 μM, 1 h) inhibits p300 HAT activity and p300-mediated AR (androgen receptor) acetylation in a dose-dependent manner in LNCaP cells^[1].
Procyanidin B3 (50 μM, 12 hours) enhances the antagonistic effect of Flutamide (HY-B0022) by inhibiting p300 activity^[1].
Procyanidin B3 (40 μM, 24 and 48 h) significantly upregulates the cell viability of human nucleus pulposus (NP) cells^[4].
Procyanidin B3 (2.5-40 μM, 24 h) inhibits the inflammatory effects in human nucleus pulposus (NP) cells exposed to lipopolysaccharide (HY-D1056)^[4].

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

Cell Viability Assay^[4]

Cell Line:

Human nucleus pulposus (NP) cells
Concentration:

0, 1, 2.5, 10, 40, 160 μM
Incubation Time:

24 h and 48 h
Result:

Significantly up-regulated cell viability with 40 µmol/L for 24 and 48 hours.

RT-PCR^[1]

Cell Line:

Human LNCap
Concentration:

50 and 100 μM
Incubation Time:

1 h
Result:

Inhibited the synthetic androgen R1881-induced AR-dependent promoter activity.
Resulted in the transcription levels of NKX3.1 and PSA genes being reduced to levels similar to those with Flutamide (HY-B0022) treatment. Combined treatment with Flutamide (HY-B0022) increased the inhibition of p300-mediated AR transcription.

Western Blot Analysis^[4]

Cell Line:

Human nucleus pulposus (NP) cells
Concentration:

2.5, 10, 40 μM
Incubation Time:

24 h
Result:

Suppressed the expression levels of inflammation-related regulatory factors Cyclooxygenase-2 and Inducible Nitric Oxide Synthase.
Reversed the Lipopolysaccharides (HY-D1056)-induced changes in NF-κB signaling pathway protein expression at the dose of 40 μM, including increased cytoplasmic IκBα expression and decreased nuclear p65 expression.

In Vivo

Procyanidin B3 (100 mg/kg, p.o., 5 days a week for 4 weeks) prevents articular cartilage degeneration and heterotopic cartilage formation in a surgically-induced osteoarthritis mice model^[2].
Procyanidin B3 (30 mg/kg, p.o., once daily for 4 weeks) delays the development of intervertebral disc degeneration (IVDD) in a Lipopolysaccharides (HY-D1056)-induced IVDD Sprague-Dawley rats model^[2].

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

Animal Model:

Lipopolysaccharides (HY-D1056)-induced IVDD (intervertebral disc degeneration) Sprague-Dawley rats model
Dosage:

30 mg/kg
Administration:

Oral gavage (p.o.),once daily for 4 weeks
Result:

Prevented the loss of gelatin NP cells and structural damage of annulus fibrosus in IVDD rat model.

Animal Model:

Surgically-induced osteoarthritis mice model^[2]
Dosage:

100 mg/kg
Administration:

Oral gavage (p.o.), once daily, 5 days a week for 4 weeks
Result:

Prevented aberrant articular cartilage degeneration and heterotopic cartilage formation through suppression of the nitric oxide synthase (iNOS).

Chemical Information

CAS. Nr. 23567-23-9
Appearance Solid
Molecular Weight 578.52
Formel C₃₀H₂₆O₁₂
Color White to light yellow
SMILES

O[C@@H]1[C@@H](C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC(O)=C3[C@H]1C4=C5C(C[C@H](O)[C@@H](C6=CC=C(O)C(O)=C6)O5)=C(O)C=C4O
Structure Classification
- Flavonoids
- Biflavones
- Phenols
- Polyphenols
Initial Source
- Plants
- other families
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

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

Publications (1)

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Journal Impact Factor

Food Chem

Flavonoid-mediated metabolic underpinning quality variation in red bud-sport pear mutants. [Abstract]

2025 May 31:489:144992. PMID: 40466530

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 50 mg/mL (86.43 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)

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

1.7285 mL

8.6427 mL

17.2855 mL

5 mM

0.3457 mL

1.7285 mL

3.4571 mL

10 mM

0.1729 mL

0.8643 mL

1.7285 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.

Molaritätsrechner

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

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

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 (4.32 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 (4.32 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.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

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

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (287 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Portuguese - PT (393 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)

Verweise

[1]. Choi KC, et al. Procyanidin B3, an inhibitor of histone acetyltransferase, enhances the action of antagonist for prostate cancer cells via inhibition of p300-dependent acetylation of androgen receptor. Biochem J. 2011 Jan 1;433(1):235-44. [Content Brief]

[2]. Aini H, et al. Procyanidin B3 prevents articular cartilage degeneration and heterotopic cartilage formation in a mouse surgical osteoarthritis model[J]. PLoS One, 2012, 7(5): e37728. [Content Brief]

[3]. Mizuno M, et al. Synthesis and antioxidant activity of a procyanidin B3 analogue. Bioorg Med Chem Lett. 2017 Feb 15;27(4):1041-1044. [Content Brief]

[4]. Shang P, et al. Procyanidin B3 alleviates intervertebral disc degeneration via interaction with the TLR4/MD-2 complex. J Cell Mol Med. 2020 Mar;24(6):3701-3711. [Content Brief]

[5]. Mizuno M, et al. Inhibition of β-amyloid-induced neurotoxicity by planar analogues of procyanidin B3. Bioorg Med Chem Lett. 2019 Sep 15;29(18):2659-2663. [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	1.7285 mL	8.6427 mL	17.2855 mL	43.2137 mL
	5 mM	0.3457 mL	1.7285 mL	3.4571 mL	8.6427 mL
	10 mM	0.1729 mL	0.8643 mL	1.7285 mL	4.3214 mL
	15 mM	0.1152 mL	0.5762 mL	1.1524 mL	2.8809 mL
	20 mM	0.0864 mL	0.4321 mL	0.8643 mL	2.1607 mL
	25 mM	0.0691 mL	0.3457 mL	0.6914 mL	1.7285 mL
	30 mM	0.0576 mL	0.2881 mL	0.5762 mL	1.4405 mL
	40 mM	0.0432 mL	0.2161 mL	0.4321 mL	1.0803 mL
	50 mM	0.0346 mL	0.1729 mL	0.3457 mL	0.8643 mL
	60 mM	0.0288 mL	0.1440 mL	0.2881 mL	0.7202 mL
	80 mM	0.0216 mL	0.1080 mL	0.2161 mL	0.5402 mL

Keywords

Procyanidin B3

1 Cited Publications

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Procyanidin B3

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Publications Citing Use of MedChemExpress (MCE) Procyanidin B3

Alle Histone Acetyltransferase Isoform-spezifische Produkte anzeigen

Alle Toll-like Receptor (TLR) Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Publications (1)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Procyanidin B3 Related Classifications

Art. -Nr.: HY-N2345