Oxypaeoniflorin

CAS# 39011-91-1

Oxypaeoniflorin

2D Structure

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Quality Control of Oxypaeoniflorin

3D structure

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Oxypaeoniflorin

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Chemical Properties of Oxypaeoniflorin

Cas No. 39011-91-1 SDF Download SDF
PubChem ID 429559 Appearance White powder
Formula C23H28O12 M.Wt 496.46
Type of Compound Monoterpenoids Storage Desiccate at -20°C
Solubility DMSO : 100 mg/mL (201.43 mM; Need ultrasonic)
SMILES CC12CC3(C4CC1(C4(C(O2)O3)COC(=O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O)O
Standard InChIKey FCHVXNVDFYXLIL-UHFFFAOYSA-N
Standard InChI InChI=1S/C23H28O12/c1-20-8-22(30)13-6-23(20,33-18-16(28)15(27)14(26)12(7-24)32-18)21(13,19(34-20)35-22)9-31-17(29)10-2-4-11(25)5-3-10/h2-5,12-16,18-19,24-28,30H,6-9H2,1H3
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 Oxypaeoniflorin

The roots of Paeonia lactiflora Pall.

Biological Activity of Oxypaeoniflorin

DescriptionOxypaeoniflorin in rat plasma and was successfully applied to pharmacokinetic study.

Protocol of Oxypaeoniflorin

Structure Identification
J Ethnopharmacol. 2010 Jul 20;130(2):407-13.

Pharmacokinetic properties of paeoniflorin, albiflorin and oxypaeoniflorin after oral gavage of extracts of Radix Paeoniae Rubra and Radix Paeoniae Alba in rats.[Pubmed: 20580804]

To establish a HPLC-MS method and investigate the pharmacokinetic properties of paeoniflorin, albiflorin and Oxypaeoniflorin and the pharmacokinetics difference of Radix Paeoniae Rubra and Radix Paeoniae Alba.
METHODS AND RESULTS:
The extracts of Radix Paeoniae Rubra and Radix Paeoniae Alba were separately administrated to rats. The concentrations of paeoniflorin, albiflorin and Oxypaeoniflorin in rat plasma were determined by HPLC-ESI-MS method. The plasma samples were pretreated by protein precipitation with methanol and chromatographic separation was performed on a C(18) column with a mobile phase consisted of 0.1% formic acid and methanol (67:33, v/v). The detection was accomplished by multiple-reaction monitoring (MRM) scanning via electrospray ionization (ESI) source operating in the negative ionization mode. Main pharmacokinetic parameters were estimated and the total AUC of the three components were compared. The pharmacokinetic parameters of paeoniflorin, albiflorin and Oxypaeoniflorin were significantly different. There was significant difference between the pharmacokinetic characteristics of Radix Paeoniae Rubra and Radix Paeoniae Alba.
CONCLUSIONS:
A specific and sensitive HPLC-ESI-MS method was developed for simultaneous determination of paeoniflorin, albiflorin and Oxypaeoniflorin in rat plasma and was successfully applied to pharmacokinetic study. The results might be helpful for the investigation of different effects of Radix Paeoniae Rubra and Radix Paeoniae Alba.or the investigation of different effects of Radix Paeoniae Rubra and Radix Paeoniae Alba.

Chem Pharm Bull (Tokyo). 2001 Jan;49(1):69-72.

Bioactive constituents of chinese natural medicines. VI. Moutan cortex. (2): structures and radical scavenging effects of suffruticosides A, B, C, D, and E and galloyl-oxypaeoniflorin.[Pubmed: 11201228]


METHODS AND RESULTS:
Five paeonol glycosides, suffruticosides A, B, C, D, and E, and a monoterpene glucoside, galloyl-Oxypaeoniflorin, were isolated from the glycosidic fraction of Chinese Moutan Cortex, the root cortex of Paeonia suffruticosa Andrews, together with paeonolide, apiopaeonoside, galloyl-paeoniflorin, Oxypaeoniflorin, and paeoniflorin. The structures of five suffruticosides and galloyl-Oxypaeoniflorin were elucidated on the basis of chemical and physicochemical evidence.
CONCLUSIONS:
Suffruticosides A, B, C, and D, galloyl-Oxypaeoniflorin, and galloyl-paeoniflorin exhibited more potent radical scavenging effects than alpha-tocopherol.

Oxypaeoniflorin Dilution Calculator

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Oxypaeoniflorin Molarity Calculator

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Preparing Stock Solutions of Oxypaeoniflorin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0143 mL 10.0713 mL 20.1426 mL 40.2852 mL 50.3565 mL
5 mM 0.4029 mL 2.0143 mL 4.0285 mL 8.057 mL 10.0713 mL
10 mM 0.2014 mL 1.0071 mL 2.0143 mL 4.0285 mL 5.0357 mL
50 mM 0.0403 mL 0.2014 mL 0.4029 mL 0.8057 mL 1.0071 mL
100 mM 0.0201 mL 0.1007 mL 0.2014 mL 0.4029 mL 0.5036 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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Background on Oxypaeoniflorin

Oxypaeoniflorin is a natural product derived from Radix Paeoniae Rubra and Radix Paeoniae Alba.

References:
[1]. M. Kaneda, Chemical studies on the oriental plant drugs—XXXIII : The absolute structures of paeoniflorin, albiflorin, oxypaeoniflorin and benzoylpaeoniflorin isolated from chinese paeony root. Tetrahedron Volume 28, Issue 16, 1972, Pages 4309-4317 [2]. Feng C, et al. Pharmacokinetic properties of paeoniflorin, albiflorin and oxypaeoniflorin after oral gavage of extracts of Radix Paeoniae Rubra and Radix Paeoniae Alba in rats. J Ethnopharmacol. 2010 Jul 20;130(2):407-13.

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References on Oxypaeoniflorin

Pharmacokinetic properties of paeoniflorin, albiflorin and oxypaeoniflorin after oral gavage of extracts of Radix Paeoniae Rubra and Radix Paeoniae Alba in rats.[Pubmed:20580804]

J Ethnopharmacol. 2010 Jul 20;130(2):407-13.

AIM OF THE STUDY: To establish a HPLC-MS method and investigate the pharmacokinetic properties of paeoniflorin, albiflorin and Oxypaeoniflorin and the pharmacokinetics difference of Radix Paeoniae Rubra and Radix Paeoniae Alba. MATERIALS AND METHODS: The extracts of Radix Paeoniae Rubra and Radix Paeoniae Alba were separately administrated to rats. The concentrations of paeoniflorin, albiflorin and Oxypaeoniflorin in rat plasma were determined by HPLC-ESI-MS method. The plasma samples were pretreated by protein precipitation with methanol and chromatographic separation was performed on a C(18) column with a mobile phase consisted of 0.1% formic acid and methanol (67:33, v/v). The detection was accomplished by multiple-reaction monitoring (MRM) scanning via electrospray ionization (ESI) source operating in the negative ionization mode. Main pharmacokinetic parameters were estimated and the total AUC of the three components were compared. RESULTS: The pharmacokinetic parameters of paeoniflorin, albiflorin and Oxypaeoniflorin were significantly different. There was significant difference between the pharmacokinetic characteristics of Radix Paeoniae Rubra and Radix Paeoniae Alba. CONCLUSIONS: A specific and sensitive HPLC-ESI-MS method was developed for simultaneous determination of paeoniflorin, albiflorin and Oxypaeoniflorin in rat plasma and was successfully applied to pharmacokinetic study. The results might be helpful for the investigation of different effects of Radix Paeoniae Rubra and Radix Paeoniae Alba.

Bioactive constituents of chinese natural medicines. VI. Moutan cortex. (2): structures and radical scavenging effects of suffruticosides A, B, C, D, and E and galloyl-oxypaeoniflorin.[Pubmed:11201228]

Chem Pharm Bull (Tokyo). 2001 Jan;49(1):69-72.

Five paeonol glycosides, suffruticosides A, B, C, D, and E, and a monoterpene glucoside, galloyl-Oxypaeoniflorin, were isolated from the glycosidic fraction of Chinese Moutan Cortex, the root cortex of Paeonia suffruticosa Andrews, together with paeonolide, apiopaeonoside, galloyl-paeoniflorin, Oxypaeoniflorin, and paeoniflorin. The structures of five suffruticosides and galloyl-Oxypaeoniflorin were elucidated on the basis of chemical and physicochemical evidence. Suffruticosides A, B, C, and D, galloyl-Oxypaeoniflorin, and galloyl-paeoniflorin exhibited more potent radical scavenging effects than alpha-tocopherol.

Galloyl-oxypaeoniflorin, suffruticosides A, B, C, and D, five new antioxidative glycosides, and suffruticoside E, A paeonol glycoside, from Chinese moutan cortex.[Pubmed:1423794]

Chem Pharm Bull (Tokyo). 1992 Aug;40(8):2248-50.

Five new antioxidative glycosides named galloyl-Oxypaeoniflorin, suffruticosides A, B, C, and D, and a new paeonol glycoside named suffruticoside E have been isolated from Chinese Moutan Cortex, the root cortex of Paeonia suffruticosa ANDREWS, together with antioxidative galloyl-paeoniflorin. Their structures were elucidated on the basis of chemical and physicochemical evidences. Galloyl-Oxypaeoniflorin, galloyl-paeoniflorin, suffruticosides A, B, C, and D showed more potent radical scavenging and antioxidative effects than alpha-tocopherol.

Description

Oxypaeoniflorin is a natural product derived from Radix Paeoniae Rubra and Radix Paeoniae Alba.

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