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Albiflorin

Cat No.:V10436 Purity: ≥98%
Albiflorin, the major component of peony, is a monoterpene glycoside with neuro-protective (neuro-protection) effects.
Albiflorin
Albiflorin Chemical Structure CAS No.: 39011-90-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
Other Sizes
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Product Description
Albiflorin, the major component of peony, is a monoterpene glycoside with neuro-protective (neuro-protection) effects. Albiflorin also has anti~inflammatory, antioxidant and pain-relief effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Treatment with albiflorin (50-200 μM; 3 hours pretreatment; PC12 cells) can greatly ameliorate the reduction in cell viability caused by glutamate (Glu) [1]. Reactive oxygen species accumulation, B-cell lymphoma 2 (Bcl-2)/Bax ratio reduction, and Glu-induced nuclear and mitochondrial apoptotic alterations were all markedly alleviated by albiflorin (100 μM; 3 hours pretreatment; PC12 cells) treatment[1]. The treatment of PC12 cells with 100 μM albiflorin three hours prior to treatment increases the phosphorylation of AKT and its downstream component GSK-3β [1].
ln Vivo
Albiflorin (50 mg/kg; i.p.; once daily; for 15 days; Wistar rats) therapy significantly enhanced the paw withdrawal threshold (PWT) on postoperative days 11 and 15 in rats. Albiflorin suppresses the activation of the p38 MAPK pathway in spinal microglia and therefore upregulates IL-1β and TNF-α. Albiflorin has strong effects in decreasing astrocyte activation, preventing the phosphorylation and overexpression of c-JNK (p-JNK) in astrocytes, and reducing the concentration of the chemokine CXCL1 in the spinal cord [2].
Cell Assay
Cell viability assay [1]
Cell Types: PC12 Cell
Tested Concentrations: 50 μM, 100 μM, 200 μM
Incubation Duration: 3 hrs (hours) of pretreatment
Experimental Results: Dramatically improved Glu-induced decrease in cell viability.

Apoptosis analysis [1]
Cell Types: PC12 Cell
Tested Concentrations: 100 μM
Incubation Duration: 3 hrs (hours) of pretreatment
Experimental Results: Significant improvement in the reduction of Glu-induced apoptotic changes in the nucleus and mitochondria.

Western Blot Analysis[1]
Cell Types: PC12 Cell
Tested Concentrations: 100 μM
Incubation Duration: 3 hrs (hours) of pretreatment
Experimental Results: Enhanced phosphorylation of AKT and its downstream component GSK-3β.
Animal Protocol
Animal/Disease Models: Wistar rats (7 weeks old; 200-220 g), suffering from chronic constrictive injury (CCI) [2]
Doses: 50 mg/kg
Route of Administration: intraperitoneal (ip) injection; intraperitoneal (ip) injection. one time/day; for 15 days
Experimental Results: Paw withdrawal threshold (PWT) increased Dramatically on postoperative days 11 and 15.
References

[1]. Neuroprotective effects of paeoniflorin, but not the isomer albiflorin, are associated with the suppression of intracellular calcium and calcium/calmodulin protein kinase II in PC12 cells. J Mol Neurosci. 2013 Oct;51(2):581-90.

[2]. Paeoniflorin and Albiflorin Attenuate Neuropathic Pain via MAPK Pathway in Chronic Constriction Injury Rats. Evid Based Complement Alternat Med. 2016;2016:8082753.

Additional Infomation
Albiflorin is a monoterpene glycoside with formula C23H28O11, originally isolated from the roots of Paeonia lactiflora. It has a role as a plant metabolite and a neuroprotective agent. It is a benzoate ester, a gamma-lactone, a beta-D-glucoside, a monoterpene glycoside, a secondary alcohol and a bridged compound.
Albiflorin has been reported in Paeonia suffruticosa, Paeonia lactiflora, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H28O11
Molecular Weight
480.4618
Exact Mass
480.163
CAS #
39011-90-0
PubChem CID
24868421
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Boiling Point
722.1±60.0 °C at 760 mmHg
Flash Point
248.9±26.4 °C
Vapour Pressure
0.0±2.5 mmHg at 25°C
Index of Refraction
1.662
LogP
-0.97
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
7
Heavy Atom Count
34
Complexity
830
Defined Atom Stereocenter Count
10
SMILES
C[C@]12C[C@H]([C@@H]3C[C@]1([C@@]3(C(=O)O2)COC(=O)C4=CC=CC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
InChi Key
QQUHMASGPODSIW-ICECTASOSA-N
InChi Code
InChI=1S/C23H28O11/c1-21-8-13(25)12-7-23(21,33-19-17(28)16(27)15(26)14(9-24)32-19)22(12,20(30)34-21)10-31-18(29)11-5-3-2-4-6-11/h2-6,12-17,19,24-28H,7-10H2,1H3/t12-,13+,14+,15+,16-,17+,19-,21-,22-,23-/m0/s1
Chemical Name
[(1R,3R,4R,6S,9S)-4-hydroxy-6-methyl-8-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-oxatricyclo[4.3.0.03,9]nonan-9-yl]methyl benzoate
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 (~208.13 mM)
H2O : ~100 mg/mL (~208.13 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.20 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 (5.20 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 (5.20 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.


Solubility in Formulation 4: 100 mg/mL (208.13 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0813 mL 10.4067 mL 20.8134 mL
5 mM 0.4163 mL 2.0813 mL 4.1627 mL
10 mM 0.2081 mL 1.0407 mL 2.0813 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 is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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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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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.

Biological Data
  • Chemical structures and HPLC chromatograms of paeoniflorin (a) and albiflorin (b).
  • Effects of PF and AF on paw withdrawal threshold (PWT) and paw withdrawal latency (PWL) in CCI rats. (a) PWT was determined by von Frey filament test and (b) PWL was measured by thermal pain stimulator. Data were expressed as mean ± SE and n = 15–17 rats/group. ∗∗∗ P < 0.001 compared with the Sham group; # P < 0.05, ## P < 0.01, and ### P < 0.001 compared with the CCI group.
  • Effects of PF and AF on the elevated proinflammatory cytokines (TNF-α, IL-β, and IL-6) and chemokine CXCL1 levels in the spinal card dorsal horn of CCI rats. After treatment with PF for 15 days following CCI, the levels of IL-β (a), IL-6 (b), TNF-α (c), and CXCL1 (d) were measured by enzyme-linked immunosorbent assay; scale bar = 100 μm. Data were expressed as mean ± SE and n = 5 rats/group. ∗ P < 0.05, ∗∗ P < 0.01, and ∗∗∗ P < 0.001 compared with the Sham group. # P < 0.05 and ## P < 0.01 compared with the CCI group.
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