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Lactiflorin (paeoniflorin)

Alias: Lactiflorin
Cat No.:V62200 Purity: ≥98%
Lactiflorin is a monoterpene glycoside with renoprotective effects.
Lactiflorin (paeoniflorin)
Lactiflorin (paeoniflorin) Chemical Structure CAS No.: 1361049-59-3
Product category: Terpenoids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
Official Supplier of:
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Product Description
Lactiflorin is a monoterpene glycoside with renoprotective effects.
Lactiflorin (paeoniflorin) (CAS 1361049-59-3) is a monoterpene glycoside and a derivative of paeoniflorin, one of the major bioactive constituents of Paeonia lactiflora (white peony root). It has the molecular formula C₂₃H₂₈O₁₁ and a molecular weight of approximately 480.46 g/mol. Lactiflorin is a natural product with a pinane-type monoterpene skeleton. It is known for its various pharmacological activities, including anti-inflammatory, immunomodulatory, hepatoprotective, and neuroprotective effects. It is used as a reference standard for quality control of Paeonia-containing products.
Biological Activity I Assay Protocols (From Reference)
Targets
Multiple targets: inflammatory mediators (NF-κB, COX-2, iNOS, TNF-α, IL-1β, IL-6); antioxidant pathways (Nrf2/HO-1); neuroprotective targets.
ln Vitro
Lactiflorin exhibits anti-inflammatory activity by inhibiting NF-κB activation and reducing the production of pro-inflammatory mediators such as COX-2, iNOS, TNF-α, IL-1β, and IL-6. It has antioxidant activity by activating the Nrf2/HO-1 pathway and scavenging free radicals. The compound shows hepatoprotective effects by reducing liver enzyme levels and improving liver histopathology. It also has neuroprotective effects and immunomodulatory activity, regulating T-cell and macrophage function.
ln Vivo
In vivo studies of lactiflorin have demonstrated its anti-inflammatory effects in animal models of inflammation, including carrageenan-induced paw edema and LPS-induced sepsis. It shows hepatoprotective effects in models of liver injury (e.g., CCl₄-induced, alcohol-induced). Neuroprotective effects have been demonstrated in models of neurodegenerative diseases. Immunomodulatory effects have been observed in models of autoimmune diseases and allergic reactions. The compound is orally active and has favorable pharmacokinetic properties.
Enzyme Assay
Anti-inflammatory activity is assessed by measuring the inhibition of COX-2, iNOS, or cytokine production in enzyme assays or cell-based systems. NF-κB activation is measured by reporter gene assays or Western blot analysis of p65 nuclear translocation. Antioxidant activity is assessed by DPPH, ABTS, FRAP, or ROS scavenging assays. Nrf2/HO-1 pathway activation is assessed by Western blot or qPCR. Hepatoprotective activity is assessed by measuring liver enzyme levels (ALT, AST) in cell-based or in vitro assays.
Cell Assay
Macrophage cell lines (e.g., RAW 264.7) are stimulated with LPS to induce inflammation, and cells are treated with lactiflorin at various concentrations. Inflammatory mediators (NO, TNF-α, IL-1β, IL-6) in culture supernatant are measured by Griess reagent or ELISA. NF-κB and Nrf2/HO-1 pathway activation are assessed by Western blot. For hepatoprotective studies, primary hepatocytes or HepG2 cells are treated with hepatotoxic agents (e.g., CCl₄, APAP) with or without lactiflorin, and cell viability and enzyme levels are measured.
Animal Protocol
In vivo studies use rodent models. For anti-inflammatory studies, carrageenan-induced paw edema or LPS-induced sepsis models are used. For hepatoprotective studies, CCl₄- or alcohol-induced liver injury models are used. For neuroprotective studies, models of Parkinson's disease, Alzheimer's disease, or cerebral ischemia are used. The compound is administered orally, intraperitoneally, or intravenously. Relevant endpoints (inflammatory markers, liver enzymes, behavioral tests, histopathology) are measured.
ADME/Pharmacokinetics
Lactiflorin is orally active with favorable pharmacokinetic properties. It is absorbed after oral administration and distributed to various tissues, including the liver and brain. The compound undergoes metabolism, including deglycosylation and oxidation, and is eliminated primarily in urine and bile. Its pharmacokinetic profile is similar to that of paeoniflorin, which has been extensively studied. The compound is soluble in water and organic solvents.
Toxicity/Toxicokinetics
Toxicological data for lactiflorin are limited. Paeoniflorin and related compounds have been extensively studied and are generally considered to have low toxicity. No significant toxicity has been reported at therapeutic doses. High doses may cause mild gastrointestinal effects. Standard laboratory safety practices should be followed when handling this compound. It is intended for research use only.
References

[1]. Peony and diabetic nephropathy. Australian Journal of Medical Herbalism, vol. 21, no. 4, 2009, p. 111.

Additional Infomation
Lactiflorin is an organic heteropentacyclic compound with the molecular formula C23H26O10, isolated from various Paeonia species. It is a plant metabolite. Lactiflorin is a benzoic acid ester, an organic heteropentacyclic compound, a cyclic ketal, a cyclic ketone, and a bridged ring compound. (+)-Lactiflorin has been reported in Paeonia species (such as Paeonia grandiflora, Paeonia veitchii, and Paeonia suffruticosa), and relevant data are available.
Lactiflorin is a monoterpene glycoside and a derivative of paeoniflorin, the major bioactive constituent of Paeonia lactiflora (white peony root). Paeonia lactiflora has been used in traditional Chinese medicine for centuries, and paeoniflorin is known for its anti-inflammatory, immunomodulatory, hepatoprotective, and neuroprotective effects. Lactiflorin is used as a reference standard for quality control of Paeonia-containing products and as a research tool for studying the pharmacological activities of paeoniflorin derivatives. It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H26O10
Molecular Weight
462.45
Exact Mass
462.152
CAS #
1361049-59-3
PubChem CID
14605198
Appearance
White to off-white solid
LogP
-0.5
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
5
Heavy Atom Count
33
Complexity
843
Defined Atom Stereocenter Count
10
SMILES
C[C@@]12[C@]3(C[C@@H]4[C@]3([C@H](O1)CC4=O)COC(=O)C5=CC=CC=C5)O[C@H]6[C@H](O2)[C@H]([C@@H]([C@H](O6)CO)O)O
InChi Key
AGRYIZUKIKYUFX-DNITZUGTSA-N
InChi Code
InChI=1S/C23H26O10/c1-21-23(33-20-18(32-21)17(27)16(26)14(9-24)30-20)8-12-13(25)7-15(31-21)22(12,23)10-29-19(28)11-5-3-2-4-6-11/h2-6,12,14-18,20,24,26-27H,7-10H2,1H3/t12-,14+,15+,16+,17-,18+,20-,21+,22-,23-/m0/s1
Chemical Name
[(1R,3S,5R,6S,7S,8R,10R,12R,15R,17R)-6,7-dihydroxy-5-(hydroxymethyl)-10-methyl-14-oxo-2,4,9,11-tetraoxapentacyclo[10.4.1.01,10.03,8.015,17]heptadecan-17-yl]methyl benzoate
Synonyms
Lactiflorin
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 (216.24 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1624 mL 10.8120 mL 21.6240 mL
5 mM 0.4325 mL 2.1624 mL 4.3248 mL
10 mM 0.2162 mL 1.0812 mL 2.1624 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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