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Juglalin

Cat No.:V23015 Purity: ≥98%
Kaempferol 3-O-arabinoside is an antioxidant flavonoid extracted from the ethyl acetate fraction (EAF) obtained from the leaves of Nectandra hihua.
Juglalin
Juglalin Chemical Structure CAS No.: 99882-10-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
100mg
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Product Description
Kaempferol 3-O-arabinoside is an antioxidant flavonoid extracted from the ethyl acetate fraction (EAF) obtained from the leaves of Nectandra hihua. Kaempferol 3-O-arabinoside has good antioxidant capacity.
Juglalin (CAS#: 99882-10-7), also known as Kaempferol 3-O-α-L-arabinopyranoside, is a flavonol glycoside belonging to the flavonoid-3-O-glycoside class. It comprises the kaempferol aglycone (5,7,4'-trihydroxyflavone) linked at the 3-O position to an arabinose sugar moiety. Juglalin is a metabolite found in various plants, including Machilus philippinensis and Datura suaveolens. It displays significant inhibitory effects on herpes simplex virus type 1 (HSV-1). The compound is also useful for investigation as an antioxidant. It has the molecular formula C₂₀H₁₈O₁₀ and a molecular weight of 418.35.
Biological Activity I Assay Protocols (From Reference)
Targets
Juglalin does not have a single defined pharmacological target. As a flavonol glycoside, its biological effects are primarily related to its antioxidant and antiviral activities. The kaempferol aglycone is known to interact with multiple targets including kinases, estrogen receptors, and inflammatory mediators, though the glycosylated form may have different bioavailability and target engagement profiles. Juglalin's antiviral activity against HSV-1 suggests potential interaction with viral entry or replication mechanisms. Its antioxidant activity is attributed to the flavonoid's ability to scavenge free radicals.
ln Vitro
In vitro, Juglalin displays significant inhibitory effects on herpes simplex virus type 1 (HSV-1). It is useful for investigation as an antioxidant. The compound is a flavonoid that has been isolated from the ethyl acetate fraction obtained from the leaves of Nectandra hihua. As a flavonol glycoside, it would be expected to exhibit antioxidant activity through free radical scavenging and metal chelation. However, specific IC₅₀ values or detailed activity data is not provided in the available sources.
ln Vivo
In vivo, Juglalin has not been extensively characterized in animal models. Its antiviral activity against HSV-1 suggests potential efficacy in animal models of viral infection, though specific in vivo data is not provided in the available sources. As an antioxidant, it may have protective effects against oxidative stress in vivo. However, comprehensive in vivo studies would be required for therapeutic development.
Enzyme Assay
For antiviral compounds, standard cell-free assays include direct virucidal assays, where the compound is incubated with the virus and residual infectivity is measured. For antioxidant activity, standard cell-free assays include DPPH radical scavenging, ABTS radical cation decolorization, and ferric reducing antioxidant power (FRAP) assays. These assays involve incubating the compound with free radical-generating systems and measuring the reduction in oxidative products.
Cell Assay
For antiviral compounds, standard cellular assays involve infection of susceptible cell lines (e.g., Vero cells) with HSV-1 in the presence or absence of the test compound. Viral replication is measured by plaque reduction assay, viral yield reduction assay, or qPCR. Cytotoxicity is assessed using MTT or CellTiter-Glo assays to determine the selectivity index. For antioxidant activity, cells are treated with the compound and exposed to oxidative stress, and markers of oxidative damage are measured.
Animal Protocol
For in vivo evaluation of antiviral compounds, standard animal models include HSV-1 infection models in mice (e.g., cutaneous, ocular, or systemic infection). The compound is typically administered topically, orally, or intraperitoneally, and viral titers, lesion severity, and survival are assessed. For antioxidant activity, models of oxidative stress-induced damage can be used. Specific in vivo data for Juglalin is not provided in the available sources.
ADME/Pharmacokinetics
Detailed pharmacokinetic data for Juglalin is not provided in the available sources. The compound has a molecular weight of 418.35 and formula C₂₀H₁₈O₁₀. As a flavonoid glycoside, it would likely have limited oral bioavailability due to its hydrophilic nature and susceptibility to intestinal metabolism. The compound appears as a white to yellow powder with a purity of 98% (HPLC). Comprehensive PK studies would be required for therapeutic development.
Toxicity/Toxicokinetics
Detailed toxicology data for Juglalin is not provided in the available sources. As a naturally occurring flavonoid found in plants, it is likely to have a favorable safety profile at dietary levels. However, comprehensive toxicological evaluation would be required for therapeutic development. The compound is for research use only and not for therapeutic applications.
References

[1]. Photodamage attenuating potential of Nectandra hihua against UVB-induced oxidative stress in L929 fibroblasts. J Photochem Photobiol B. 2018 Apr;181:127-133.

Additional Infomation
Kaempferol-3-O-arabinoside is a glycoside belonging to the flavonoid family. It has been reported to exist in Hypericum erectum, Melilotus fringeii, and other organisms with relevant data.
Juglalin is also known as Kaempferol 3-O-α-L-arabinopyranoside and Kaempferol 3-O-arabinoside. It has the molecular formula C₂₀H₁₈O₁₀ and a molecular weight of 418.35. The compound is a flavonol glycoside belonging to the flavonoid-3-O-glycoside class. It displays significant inhibitory effects on HSV-1 and is useful for investigation as an antioxidant. No regulatory approval has been identified.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H18O10
Molecular Weight
418.3509
Exact Mass
418.089
CAS #
99882-10-7
PubChem CID
5481882
Appearance
Light yellow to yellow solid powder
Density
1.8±0.1 g/cm3
Boiling Point
777.1±60.0 °C at 760 mmHg
Flash Point
279.6±26.4 °C
Vapour Pressure
0.0±2.8 mmHg at 25°C
Index of Refraction
1.771
LogP
1.88
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
3
Heavy Atom Count
30
Complexity
673
Defined Atom Stereocenter Count
4
SMILES
C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O
InChi Key
RNVUDWOQYYWXBJ-IEGSVRCHSA-N
InChi Code
InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17,20-25,27H,7H2/t12-,15-,17+,20-/m0/s1
Chemical Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 2.3903 mL 11.9517 mL 23.9034 mL
5 mM 0.4781 mL 2.3903 mL 4.7807 mL
10 mM 0.2390 mL 1.1952 mL 2.3903 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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