| Size | Price | Stock | Qty |
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| 1mg |
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| 2mg |
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| 5mg |
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| 25mg | |||
| Other Sizes |
| ln Vitro |
- Procyanidol B4 exhibited significant anti-inflammatory activity by inhibiting the production of nitric oxide (NO) in LPS-stimulated macrophages. It showed a dose-dependent inhibitory effect with an IC50 value of 32.6 ± 2.8 μM [1]
- The compound suppressed the secretion of pro-inflammatory cytokines, including tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6), in LPS-induced macrophages. At 50 μM, TNF-α and IL-6 levels were reduced by 48.3% and 52.7%, respectively, compared to the model group [1] - It inhibited the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) at the protein level in inflamed macrophages, as detected by western blot analysis [1] |
|---|---|
| Cell Assay |
- Anti-inflammatory cell assay: Murine macrophage cells were seeded in 96-well plates at a density of 1×10⁴ cells/well and incubated overnight. Cells were pretreated with Procyanidol B4 at concentrations of 10, 20, 30, 40, and 50 μM for 2 hours, then stimulated with LPS for 24 hours. The supernatant was collected to measure NO concentration using a Griess reagent assay, and TNF-α/IL-6 levels were quantified by enzyme-linked immunosorbent assay (ELISA) [1]
- Western blot assay for iNOS/COX-2: Macrophage cells were seeded in 6-well plates, pretreated with Procyanidol B4 (20, 40 μM) for 2 hours, and stimulated with LPS for 24 hours. Cells were lysed, and proteins were separated by SDS-PAGE, transferred to membranes, and incubated with primary antibodies against iNOS, COX-2, and β-actin. Band intensities were quantified by densitometry [1] |
| References | |
| Additional Infomation |
Proanthocyanidin B4 is a proanthocyanidin composed of (-)-epicatechin and (+)-catechin units. It possesses antioxidant, DNA topoisomerase (ATP hydrolase) inhibitory, and antitumor activities. It is a proanthocyanidin and also a hydroxyflavone. Functionally, it is related to (-)-epicatechin and (+)-catechin. Proanthocyanidin B4 has been reported to be found in tea (Camellia sinensis), cinnamon (Cinnamomum iners), and other organisms with relevant data.
- Proanthocyanidin B4 is a dimer proanthocyanidin composed of two catechin/epicatechin units linked by a C4→C8 bond [1] - It is synthesized by the condensation reaction of catechin and/or epicatechin electrophilic reagents, in which the 4-alkoxy group of the electrophilic reagent plays a key role in the formation of the dimer structure [1] - The anti-inflammatory mechanism of proanthocyanidin B4 is related to the inhibition of the NF-κB signaling pathway, which regulates the expression of iNOS, COX-2, TNF-α and IL-6 [1] - Among the proanthocyanidins tested (B1, B2, B4), proanthocyanidin B4 has slightly higher anti-inflammatory activity than B2, but stronger than B1 [1] |
| Molecular Formula |
C30H26O12
|
|---|---|
| Molecular Weight |
578.5202
|
| Exact Mass |
578.142
|
| CAS # |
29106-51-2
|
| PubChem CID |
147299
|
| Appearance |
White to off-white solid powder
|
| Density |
1.705g/cm3
|
| Boiling Point |
955.3ºC at 760 mmHg
|
| Flash Point |
531.6ºC
|
| Vapour Pressure |
0mmHg at 25°C
|
| Index of Refraction |
1.803
|
| LogP |
2.995
|
| Hydrogen Bond Donor Count |
10
|
| Hydrogen Bond Acceptor Count |
12
|
| Rotatable Bond Count |
3
|
| Heavy Atom Count |
42
|
| Complexity |
925
|
| Defined Atom Stereocenter Count |
5
|
| SMILES |
C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
|
| InChi Key |
XFZJEEAOWLFHDH-VUGKQVTMSA-N
|
| InChi Code |
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28-,29-/m1/s1
|
| Chemical Name |
(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~86.43 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.16 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 1.25 mg/mL (2.16 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. View More
Solubility in Formulation 3: 1.25 mg/mL (2.16 mM) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 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 |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.