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6'-O-Galloyl paeoniflorin

CAS# 122965-41-7

6'-O-Galloyl paeoniflorin

2D Structure

Catalog No. BCN2941----Order now to get a substantial discount!

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6'-O-Galloyl paeoniflorin: 5mg $213 In Stock
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6'-O-Galloyl paeoniflorin: 200mg Please Inquire Please Inquire
6'-O-Galloyl paeoniflorin: 500mg Please Inquire Please Inquire
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Quality Control of 6'-O-Galloyl paeoniflorin

3D structure

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6'-O-Galloyl paeoniflorin

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Chemical Properties of 6'-O-Galloyl paeoniflorin

Cas No. 122965-41-7 SDF Download SDF
PubChem ID 494717 Appearance Powder
Formula C30H32O15 M.Wt 632.57
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC12CC3(C4CC1(C4(C(O2)O3)COC(=O)C5=CC=CC=C5)OC6C(C(C(C(O6)COC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O
Standard InChIKey KLFIUQCKSSAFFU-UHFFFAOYSA-N
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.

Source of 6'-O-Galloyl paeoniflorin

The roots of Paeonia lactiflora Pall.

Biological Activity of 6'-O-Galloyl paeoniflorin

Description1. Galloylpaeoniflorin, gallic acid, paeoniflorin, and paeonol are the main effective components of Moutan Cortex, Moutan Cortex exhibits good activity on acute lung injury. 2. Galloylpaeoniflorin exhibits anticomplement effects. 3. Galloylpaeoniflorin reveals a more pronounced radical scavenging effect than a-tocopherol. 4. Galloylpaeoniflorin can take part in improving blood circulation by inhibiting ether platelet aggregation and/or blood coagulation.
TargetsPAFR

6'-O-Galloyl paeoniflorin Dilution Calculator

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6'-O-Galloyl paeoniflorin Molarity Calculator

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Preparing Stock Solutions of 6'-O-Galloyl paeoniflorin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5809 mL 7.9043 mL 15.8085 mL 31.6171 mL 39.5213 mL
5 mM 0.3162 mL 1.5809 mL 3.1617 mL 6.3234 mL 7.9043 mL
10 mM 0.1581 mL 0.7904 mL 1.5809 mL 3.1617 mL 3.9521 mL
50 mM 0.0316 mL 0.1581 mL 0.3162 mL 0.6323 mL 0.7904 mL
100 mM 0.0158 mL 0.079 mL 0.1581 mL 0.3162 mL 0.3952 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 6'-O-Galloyl paeoniflorin

Androgen modulators from the roots of Paeonia lactiflora (paeoniae radix) grown and processed in nara prefecture, Japan.[Pubmed:19721258]

Chem Pharm Bull (Tokyo). 2009 Sep;57(9):971-4.

The monoterpene glycoside, 3'-O-galloylpaeoniflorin (1), and four known compounds, 6'-O-galloylalbiflorin (2), pentagalloylglucose (3), 6'-O-benzoylpaeoniflorin (4) and 6'-O-galloylpaeoniflorin (5), were isolated from the roots of Paeonia lactiflora that had been grown and processed in Nara prefecture, Japan, as androgen modulators. Their structures were elucidated based on spectroscopic analysis. Compounds 2 and 3 showed strong androgen receptor (AR) binding activity (IC(50) values 33.7 and 4.1 microg/ml, respectively), 1, 4 and 5 showed weak activity (20, 31 and 12% at 120 microg/ml, respectively). However, paeoniflorin (6) and albiflorin (7), the structures of which are related to 1, 2, 4 and 5, showed no activity. These results suggested that both the structure of albiflorin and the galloyl moiety are important for 2 to show strong AR binding activity. Furthermore, compounds 1-5 inhibited growth of an androgen-dependent LNCaP-FGC (prostate cancer cell line), and were indicated to be AR antagonists. Compounds 2 and 3 might be candidates as safe, natural anti-androgens.

6'-o-galloylpaeoniflorin protects human keratinocytes against oxidative stress-induced cell damage.[Pubmed:24244822]

Biomol Ther (Seoul). 2013 Sep 30;21(5):349-57.

6'-O-galloylpaeoniflorin (GPF) is a galloylated derivate of paeoniflorin and a key chemical constituent of the peony root, a perennial flowering plant that is widely used as an herbal medicine in East Asia. This study is the first investigation of the cytoprotective effects of GPF against hydrogen peroxide (H2O2)-induced cell injury and death in human HaCaT keratinocytes. GPF demonstrated a significant scavenging capacity against the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical, H2O2-generated intracellular reactive oxygen species (ROS), the superoxide anion radical (O2 (-)), and the hydroxyl radical (*OH). GPF also safeguarded HaCaT keratinocytes against H2O2-provoked apoptotic cell death and attenuated oxidative macromolecular damage to DNA, lipids, and proteins. The compound exerted its cytoprotective actions in keratinocytes at least in part by decreasing the number of DNA strand breaks, the levels of 8-isoprostane (a stable end-product of lipid peroxidation), and the formation of carbonylated protein species. Taken together, these results indicate that GPF may be developed as a cytoprotector against ROS-mediated oxidative stress.

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