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Oxypaeoniflorin

Cat No.:V30641 Purity: ≥98%
Oxypaeoniflorin is an antioxidant, a monoterpene glycoside compound extracted from Paeoniae.
Oxypaeoniflorin
Oxypaeoniflorin Chemical Structure CAS No.: 39011-91-1
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
Oxypaeoniflorin is an antioxidant, a monoterpene glycoside compound extracted from Paeoniae. Oxypaeoniflorin has neuro-protective (neuro-protection) and anti~inflammatory effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Hypoxia/reoxygenation (H/R)-induced reduction in cell viability and increase in H9c2 cell apoptosis were dramatically counteracted by oxypaeoniflorin (OPA; 0.1-10 µM; 8 hours). By triggering the Sirt1 (Silent Information Regulator 2-related Enzyme 1)/Foxo1 (Forkhead Transcription Factor FKHR) signaling pathway in cardiac tissue and H9c2 cells, oxypaeoniflorin prevents cell death [1]. By modifying the Toll-like receptor (TLR), extracellular signal-related kinase (ERK), and p38 mitogen-activated protein (MAP) kinase signaling pathways in LPS-stimulated RAW264.7 cells impact, oxypaeoniflorin (0-30 μM) decreases inflammation[2].
ln Vivo
Treatment with oxypaeoniflorin (OPA; 10–40 mg/kg; intragastric injection; daily; for 30 days) can enhance fractional shortening (FS) and ejection fraction (EF) markers and dramatically lessen impairment to heart function. Myocardial infarction-related variables, such as cardiac troponin T (cTnT), cardiac troponin I (cTnI), and creatine kinase (CK-MB), can be greatly reduced by oxypaeoniflorin [1].
Animal Protocol
Animal/Disease Models: Myocardial ischemia/reperfusion (MI/R) injured C57BL/6 male mice (6-8 weeks old, 20-25 g) [1]
Doses: 10 mg/kg, 20 mg/kg, 40 mg/kg
Route of Administration: intragastric (po) (po)administration; daily; for 30 days.
Experimental Results: Dramatically diminished damage to cardiac function, and improved ejection fraction (EF) and fractional shortening (FS) indicators.
References

[1]. Oxypaeoniflorin improves myocardial ischemia/reperfusion injury by activating the Sirt1/Foxo1 signaling pathway. Acta Biochim Pol. 2020 Jun 18;67(2):239-245.

[2]. 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.

Additional Infomation
Oxypaeoniflorin is a monoterpene glycoside with formula C23H28O12, isolated from several species of Paeoniae. It has a role as a plant metabolite. It is a cyclic acetal, a lactol, a bridged compound, a beta-D-glucoside, a 4-hydroxybenzoate ester and a monoterpene glycoside.
Oxypaeoniflorin has been reported in Paeonia lactiflora and Phellodendron amurense with data available.
See also: Paeonia lactiflora root (part of); Paeonia veitchii root (part of); Paeonia X suffruticosa root bark (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H28O12
Molecular Weight
496.461228370667
Exact Mass
496.158
CAS #
39011-91-1
PubChem CID
21631105
Appearance
White to off-white solid powder
Density
1.7±0.1 g/cm3
Boiling Point
737.1±60.0 °C at 760 mmHg
Flash Point
254.6±26.4 °C
Vapour Pressure
0.0±2.5 mmHg at 25°C
Index of Refraction
1.708
LogP
-0.17
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
7
Heavy Atom Count
35
Complexity
879
Defined Atom Stereocenter Count
11
SMILES
C[C@]12C[C@@]3([C@@H]4C[C@]1([C@@]4([C@H](O2)O3)COC(=O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
InChi Key
FCHVXNVDFYXLIL-WRJNSLSBSA-N
InChi Code
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/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1
Chemical Name
[(1R,2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl 4-hydroxybenzoate
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

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~201.43 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.04 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 (5.04 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (5.04 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0143 mL 10.0713 mL 20.1426 mL
5 mM 0.4029 mL 2.0143 mL 4.0285 mL
10 mM 0.2014 mL 1.0071 mL 2.0143 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.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.

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