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Peanut procyanidin D

CAS# 114637-81-9

Peanut procyanidin D

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Quality Control of Peanut procyanidin D

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Chemical structure

Peanut procyanidin D

3D structure

Chemical Properties of Peanut procyanidin D

Cas No. 114637-81-9 SDF Download SDF
PubChem ID 10350652 Appearance Powder
Formula C45H36O18 M.Wt 864.8
Type of Compound Procyanidins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,5R,6S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
SMILES C1C(C(OC2=C1C(=CC3=C2C4C(C(O3)(OC5=C(C(=CC(=C45)O)O)C6C(C(OC7=CC(=CC(=C67)O)O)C8=CC(=C(C=C8)O)O)O)C9=CC(=C(C=C9)O)O)O)O)C1=CC(=C(C=C1)O)O)O
Standard InChIKey SRWJAXVAWDYXPA-ACNGEOCHSA-N
Standard InChI InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)60-41(16-2-5-21(48)25(52)8-16)39(58)37(33)34-28(55)13-29(56)35-38-36-32(62-45(44(38)59,63-43(34)35)17-3-6-22(49)26(53)9-17)14-23(50)19-12-30(57)40(61-42(19)36)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38+,39+,40+,41+,44+,45+/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Peanut procyanidin D Dilution Calculator

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Peanut procyanidin D Molarity Calculator

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Preparing Stock Solutions of Peanut procyanidin D

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1563 mL 5.7817 mL 11.5634 mL 23.1267 mL 28.9084 mL
5 mM 0.2313 mL 1.1563 mL 2.3127 mL 4.6253 mL 5.7817 mL
10 mM 0.1156 mL 0.5782 mL 1.1563 mL 2.3127 mL 2.8908 mL
50 mM 0.0231 mL 0.1156 mL 0.2313 mL 0.4625 mL 0.5782 mL
100 mM 0.0116 mL 0.0578 mL 0.1156 mL 0.2313 mL 0.2891 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Peanut procyanidin D

Trimeric and Tetrameric A-Type Procyanidins from Peanut Skins.[Pubmed:28231711]

J Nat Prod. 2017 Feb 24;80(2):415-426.

Peanut skins are a rich source of oligomeric and polymeric procyanidins. The oligomeric fractions are dominated by dimers, trimers, and tetramers. A multistep chromatographic fractionation led to the isolation of four new A-type procyanidins of tri- and tetrameric structures. The structures of the new trimers were defined by NMR, electronic circular dichroism, and MS data as epicatechin-(4beta-->8,2beta-->O-->7)-epicatechin-(4beta-->8,2beta-->O-->7)-catec hin, peanut procyanidin B (3), and epicatechin-(4beta-->8,2beta-->O-->7)-epicatechin-(4beta-->6)-catechin, peanut procyanidin C (4). The new tetramers were defined as epicatechin-(4beta-->8,2beta-->O-->7)-epicatechin-(4beta-->6)-epicatechin-(4beta- ->8,2beta-->O-->7)-catechin, peanut procyanidin E (1), and epicatechin-(4beta-->8,2beta-->O-->7)-epicatechin-(4beta-->6)-epicatechin-(4beta- ->8,2beta-->O-->7)-epicatechin, peanut procyanidin F (2). In addition, both A-type dimers A1, epicatechin-(4beta-->8,2beta-->O-->7)-catechin, and A2, epicatechin-(4beta-->8,2beta-->O-->7)-epicatechin, as well as two known peanut trimers, ent-epicatechin-(4beta-->6)-epicatechin-(4beta-->8,2beta-->O-->7)-catechin, peanut procyanidin A (5), and epicatechin-(4beta-->8)-epicatechin-(4beta-->8,2beta-->O-->7)-catechin, Peanut procyanidin D (6), were also isolated. Dimer A1, the four trimers, and two tetramers were evaluated for anti-inflammatory activity in an in vitro assay, in which LPS-stimulated macrophages were responding with secretion of TNF-alpha, a pro-inflammatory cytokine. Tetramer F (2) was the most potent, suppressing TNF-alpha secretion to 82% at 8.7 muM (10 mug/mL), while tetramer E (1) at the same concentrations caused a 4% suppression. The results of the TNF-alpha secretion inhibition indicate that small structural differences, as in peanut procyanidin tetramers E and F, can be strongly differentiated in biological systems.

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