Size | Price | Stock | Qty |
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5mg |
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10mg |
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25mg |
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50mg |
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100mg |
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250mg |
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Other Sizes |
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ln Vitro |
Fruits and juices include the polyphenolic flavonoid proanthocyanidin B1, which has anti-inflammatory properties and binds to the TLR4/MD-2 complex. When proanthocyanidin B1 concentrations exceed 100 μg/mL, cytotoxicity occurs. In THP1 cells, procyanidin B1 (100 μg/mL) suppresses the expression of MD-2, TRAF6, NF-κB mRNA, phosphorylated p38 MAPK, and NF-κB protein as well as the generation of TNF-α produced by LPS [1]. Proanthocyanidin B1 (50-100 µM) inhibits the neuronal mortality caused by Aβ oligomers. It has been observed that proanthocyanidin B1 efficiently inhibits caspase-3 at 100 µM, caspase-8 at 30, 50, and 100 µM, and caspase-9 at 10, 30, 50, and 100 µM. [2]. The expression of ACO and CPT1 was considerably and dose-dependently elevated by proanthocyanidin B1 (10, 20, 30 μM), but PPARα mRNA expression showed no discernible change [3].
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References |
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Additional Infomation |
Procyanidin B1 is a proanthocyanidin consisting of (-)-epicatechin and (+)-catechin units joined by a bond between positions 4 and 8' respectively in a beta-configuration.. Procyanidin B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf) or in peach. It has a role as a metabolite, an EC 3.4.21.5 (thrombin) inhibitor and an anti-inflammatory agent. It is a hydroxyflavan, a proanthocyanidin, a biflavonoid and a polyphenol. It is functionally related to a (-)-epicatechin and a (+)-catechin.
Procyanidin B1 has been reported in Camellia sinensis, Rhododendron dauricum, and other organisms with data available. See also: Maritime Pine (part of); Garcinia mangostana fruit rind (part of). |
Molecular Formula |
C30H26O12
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Molecular Weight |
578.53
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Exact Mass |
578.142
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CAS # |
20315-25-7
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Related CAS # |
Cyanidin Chloride;528-58-5;Procyanidin B2;29106-49-8;Procyanidin C1;37064-30-5;Procyanidin A2;41743-41-3;Procyanidin A1;103883-03-0;Procyanidin B3;23567-23-9
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PubChem CID |
11250133
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Appearance |
Light yellow to yellow solid powder
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Density |
1.7±0.1 g/cm3
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Boiling Point |
955.3±65.0 °C at 760 mmHg
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Melting Point |
231~232℃
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Flash Point |
531.6±34.3 °C
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Vapour Pressure |
0.0±0.3 mmHg at 25°C
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Index of Refraction |
1.803
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LogP |
0.3
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Hydrogen Bond Donor Count |
10
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Hydrogen Bond Acceptor Count |
12
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Rotatable Bond Count |
3
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Heavy Atom Count |
42
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Complexity |
925
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Defined Atom Stereocenter Count |
5
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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
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InChi Key |
XFZJEEAOWLFHDH-UKWJTHFESA-N
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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+/m0/s1
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Chemical Name |
(2R,3S)-2-(3,4-Dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
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Synonyms |
Epicatechin-(4beta->8)-ent-epicatechin Procyanidin B1Proanthocyanidin B1
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~25 mg/mL (~43.21 mM)
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.32 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 25.0 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: ≥ 2.5 mg/mL (4.32 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 1.7285 mL | 8.6426 mL | 17.2852 mL | |
5 mM | 0.3457 mL | 1.7285 mL | 3.4570 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.