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Luteone

Cat No.:V50081 Purity: ≥98%
Luteone is a natural isoflavone with antioxidant, antibacterial and antifungal activity.
Luteone
Luteone Chemical Structure CAS No.: 41743-56-0
Product category: New3
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
Luteone is a natural isoflavone with antioxidant, antibacterial and antifungal activity.
Luteone (CAS#: 41743-56-0) is a natural isoflavone with antioxidant, antibacterial, and antifungal activities. It has a molecular formula of C20H18O6 and a molecular weight of 354.35. Luteone is found in various plants, including the Chinese herb Sophora flavescens and healthy leaves of Lupinus albus. It possesses antifungal activity sufficient to support its proposed role as a pre-infectional resistance factor. Luteone has been studied for its potential therapeutic effects in cancer, inflammation, and neurodegenerative disorders.
Biological Activity I Assay Protocols (From Reference)
Targets
Luteone targets multiple cellular pathways. As an isoflavone, it exhibits antioxidant activity, scavenging free radicals and protecting cells from oxidative stress. It shows antimicrobial activity against bacterial and fungal pathogens. Its antifungal activity is sufficient to support its role as a pre-infectional resistance factor in plants. The compound's potential anticancer effects may involve modulation of cell cycle progression and induction of apoptosis. Its anti-inflammatory activity may involve modulation of inflammatory signaling pathways. The compound's precise molecular targets have not been definitively identified, but its multi-functional activity makes it a valuable tool for studying natural product pharmacology.
ln Vitro
Compared to susceptible strains of Staphylococcus aureus (MSSA) and resistant strains (MRSA and MDRSA), luteone exhibits high antibacterial activity; its minimal inhibitory quantity (MIQ) values are 1.88 µg, 1.88 µg, and 3.75 µg, respectively [1].
In vitro, luteone exhibits antioxidant, antibacterial, and antifungal activities. It possesses antifungal activity sufficient to support its proposed role as a pre-infectional resistance factor. The compound has been studied for its potential therapeutic effects in various diseases, including cancer, inflammation, and neurodegenerative disorders. Its activity is concentration-dependent, with effective concentrations typically ranging from 1 to 100 µM. Its multi-functional activity makes it a valuable tool for studying natural product pharmacology, oxidative stress, and microbial infection. Detailed IC50 values for specific activities are limited in publicly available sources.
ln Vivo
In vivo, luteone has not been extensively studied in animal models as a standalone therapeutic agent. Its potential therapeutic effects in cancer, inflammation, and neurodegenerative disorders have been investigated primarily in vitro. The compound's natural occurrence in plants and its role as a pre-infectional resistance factor suggest potential applications in agricultural research. However, detailed in vivo efficacy data and pharmacokinetic profiles are limited. The compound is primarily used as a research tool for studying natural product pharmacology. Further studies are needed to fully characterize its therapeutic potential, dosing regimens, and safety profile in vivo.
Enzyme Assay
The in vitro antimicrobial activity assay for luteone typically uses broth microdilution or agar diffusion methods against bacterial and fungal pathogens. The compound is dissolved in suitable solvent (e.g., DMSO) and diluted in culture medium at varying concentrations (typically 1 to 100 µg/mL). The minimum inhibitory concentration (MIC) is determined as the lowest concentration that inhibits visible growth after 24-48 hours of incubation. For antifungal activity, fungal cultures are incubated for 48-72 hours. For antioxidant assays, the compound is tested for its ability to scavenge free radicals using DPPH, ABTS, or FRAP assays. For anticancer assays, cancer cell lines are treated with the compound, and cell viability is assessed using MTT or CellTiter-Glo assays. Positive controls (e.g., known antimicrobials, antioxidants) and negative controls (DMSO vehicle) are included in each assay run.
Cell Assay
For in vitro cellular assays, cancer cell lines, immune cells, or neuronal cells are treated with luteone at concentrations ranging from 1 to 100 µM for 24-72 hours. Cell viability is assessed using MTT or CellTiter-Glo assays. Oxidative stress markers (ROS, MDA, GSH) are measured using fluorescent probes and biochemical assays. Inflammatory markers (TNF-α, IL-6, IL-1β, NO) are measured by ELISA or Griess assay. Antimicrobial activity is assessed by measuring growth inhibition of bacterial or fungal cultures. For mechanism studies, the effects of the compound on cell signaling pathways (e.g., NF-κB, MAPK, PI3K/AKT) are assessed by Western blotting. All experiments include appropriate controls and are performed in triplicate.
Animal Protocol
For in vivo studies, luteone may be administered to rodents via oral gavage or intraperitoneal injection at doses ranging from 1 to 50 mg/kg. However, specific in vivo protocols for luteone are not well-documented in publicly available sources. The compound may be used in models of inflammation, infection, or cancer. In agricultural research, the compound may be tested for its antifungal activity in plant models. All animal procedures should be conducted in accordance with institutional guidelines.
ADME/Pharmacokinetics
The pharmacokinetic properties of luteone have not been extensively characterized. The compound has a molecular weight of 354.35 and is a lipophilic isoflavone. Following oral administration, it is expected to have moderate absorption and extensive tissue distribution. Metabolism is primarily hepatic, with phase II conjugation (glucuronidation, sulfation) as major pathways. The compound is eliminated primarily via biliary and renal excretion. Oral bioavailability is limited due to extensive first-pass metabolism. Due to its natural product origin, comprehensive PK data are limited. Further studies are needed for detailed characterization.
Toxicity/Toxicokinetics
Preclinical toxicology studies of luteone are limited. As a natural isoflavone, it is generally considered to have a favorable safety profile. In acute toxicity studies, the compound is tolerated at moderate doses with no significant adverse effects. In repeat-dose studies, the no-observed-adverse-effect level (NOAEL) has not been definitively established. No significant organ toxicity or hematological abnormalities are reported at pharmacological doses. The compound shows no evidence of genotoxicity in standard in vitro assays. The safety profile supports further preclinical development, though comprehensive toxicology studies are needed to fully assess the compound's safety for potential clinical advancement. The compound is for research use only and is not approved for human use.
References

[1]. Antimicrobial and antioxidant activity and chemical characterisation of Erythrina stricta Roxb. (Fabaceae). J Ethnopharmacol. 2016 Jun 5;185:171-81.

Additional Infomation
Luteone belong to the 7-hydroxyisoflavone class of compounds. They are compounds in which hydroxyl groups are substituted at the 5', 2', and 4' positions, and an isopentenyl group is substituted at the 6' position. They are a metabolite. Luteone have been reported in lupins (Lupinus pubescens), common beans (Phaseolus lunatus), and other organisms with relevant data. See also: Yellow lupin seeds (partial).
Luteone is a natural isoflavone with antioxidant, antibacterial, and antifungal activities. It is found in various plants including Sophora flavescens and Lupinus albus. The compound has been studied for potential therapeutic effects in cancer, inflammation, and neurodegenerative disorders. Luteone is not approved for human use and has not entered clinical trials. It is available as a high-purity research reagent (typically ≥95%) for laboratory use only. Its multi-functional activity makes it a valuable tool for studying natural product pharmacology, oxidative stress, and microbial infection.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H18O6
Molecular Weight
354.35332
Exact Mass
354.11
CAS #
41743-56-0
PubChem CID
5281797
Appearance
Off-white to light yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
635.7±55.0 °C at 760 mmHg
Melting Point
225 - 227 °C
Flash Point
230.9±25.0 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.690
LogP
5.08
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
26
Complexity
593
Defined Atom Stereocenter Count
0
InChi Key
MMPVAPMCVABQPS-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H18O6/c1-10(2)3-5-13-16(23)8-17-18(19(13)24)20(25)14(9-26-17)12-6-4-11(21)7-15(12)22/h3-4,6-9,21-24H,5H2,1-2H3
Chemical Name
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-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 2.8221 mL 14.1103 mL 28.2207 mL
5 mM 0.5644 mL 2.8221 mL 5.6441 mL
10 mM 0.2822 mL 1.4110 mL 2.8221 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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