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7-Hydroxyisoflavone

Cat No.:V59307 Purity: ≥98%
7-Hydroxyisoflavone (compound 3) is a natural isoflavone compound.
7-Hydroxyisoflavone
7-Hydroxyisoflavone Chemical Structure CAS No.: 13057-72-2
Product category: Flavonoids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
1g
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Product Description
7-Hydroxyisoflavone (compound 3) is a natural isoflavone compound.
7-Hydroxyisoflavone is a natural isoflavone compound and the simplest member of the class of 7-hydroxyisoflavones. It exhibits strong antiviral activity against three different Enterovirus 71 (EV71) strains with an IC₅₀ range of 3.25 to 4.92 μM in a cytopathic effect assay. As a phytoestrogen, it can interact with estrogen receptors. It is a valuable molecule for hormone-related research. The compound has a molecular weight of 238.24 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
The molecular targets of 7-Hydroxyisoflavone include viral targets involved in Enterovirus 71 replication, as demonstrated by its antiviral activity. As a phytoestrogen, it interacts with estrogen receptors, making it a valuable molecule for hormone-related research. The compound may also have other targets involved in cancer, cardiovascular disease, and neurodegenerative disorders.
ln Vitro
7-Hydroxyisoflavone exhibits strong antiviral activity against three different EV71 strains in vitro. The 50% inhibitory concentration range was between 3.25 and 4.92 μM by cytopathic effect assay. This antiviral activity has not been reported for the structurally similar comparator daidzein. The compound's phytoestrogenic properties have also been noted.
ln Vivo
Specific in vivo activity data for 7-Hydroxyisoflavone are not available in the consulted sources. As a phytoestrogen, it may have effects on hormone-related conditions in vivo. Its antiviral activity against EV71 has been demonstrated in vitro, but in vivo efficacy has not been reported. Further studies are needed to evaluate its potential as an antiviral or phytoestrogen agent.
Enzyme Assay
Typical in vitro assays for 7-Hydroxyisoflavone include cytopathic effect (CPE) assays for antiviral activity. Cells (e.g., Vero cells) are infected with EV71 and treated with the compound at various concentrations. After incubation, the extent of cytopathic effect is assessed microscopically or by MTT assay. The IC₅₀ is calculated from dose-response curves. For estrogen receptor binding, competitive binding assays are performed using radiolabeled estradiol and estrogen receptor preparations.
Cell Assay
Cellular assays for 7-Hydroxyisoflavone typically involve treating cells (e.g., Vero cells for antiviral studies, or breast cancer cells for estrogen receptor studies) with the compound at concentrations ranging from 0.1-100 µM. For antiviral activity, cells are infected with EV71 and treated with the compound, and viral replication is assessed by CPE reduction or viral RNA quantification. For estrogen receptor activity, reporter gene assays are used to measure estrogen-responsive element activation.
Animal Protocol
In vivo animal experiments for 7-Hydroxyisoflavone are not detailed in the available literature. For antiviral studies, typical animal models include EV71-infected mice. The compound would be administered orally or intraperitoneally, and viral load, clinical signs, and survival would be assessed. For phytoestrogen studies, ovariectomized rodent models are used. However, such studies have not been reported for this specific compound.
ADME/Pharmacokinetics
Metabolism / Metabolites
7-Hydroxyisoflavones are known human metabolites of isoflavones.
Pharmacokinetic data for 7-Hydroxyisoflavone are limited. As a small isoflavone with a molecular weight of 238.24 g/mol, it would be expected to have reasonable oral bioavailability. Isoflavones are known to be absorbed and metabolized by conjugation reactions. However, detailed PK parameters are not available in the consulted sources.
Toxicity/Toxicokinetics
Toxicological data for 7-Hydroxyisoflavone are limited. As a natural isoflavone and phytoestrogen, it is generally considered to have low toxicity at dietary levels. However, high doses may have hormonal effects. Comprehensive toxicological studies have not been reported. Standard laboratory safety precautions should be followed.
References

[1]. Spectroscopic and density functional theory studies of 7-hydroxy-3'-methoxyisoflavone: A new isoflavone from the seeds of Indigofera heterantha (Wall). Spectrochim Acta A Mol Biomol Spectrosc. 2015 Sep 5:148:375-81.

Additional Infomation
7-Hydroxyisoflavones are the simplest members of the 7-hydroxyisoflavone class, namely isoflavones with a hydroxyl substituent at the 7-position. It is an EC 1.14.14.14 (aromatase) inhibitor and metabolite. It is the conjugate acid of 7-hydroxyisoflavone (1-). 7-Hydroxyisoflavones have been reported in Echinops echinatus and Muntingia calabura, and relevant data are available.
7-Hydroxyisoflavone is a natural isoflavone compound with antiviral activity against Enterovirus 71 (IC₅₀: 3.25-4.92 μM). As a phytoestrogen, it interacts with estrogen receptors and is studied for hormone-related cancers, cardiovascular diseases, and neurodegenerative disorders. The compound is a research chemical and is not approved for any clinical indication.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H10O3
Molecular Weight
238.24
Exact Mass
238.062
CAS #
13057-72-2
PubChem CID
5376891
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
450.1±45.0 °C at 760 mmHg
Melting Point
214.0 to 218.0 °C
Flash Point
176.3±22.2 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.666
LogP
3.02
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
18
Complexity
355
Defined Atom Stereocenter Count
0
InChi Key
WMKOZARWBMFKAS-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H10O3/c16-11-6-7-12-14(8-11)18-9-13(15(12)17)10-4-2-1-3-5-10/h1-9,16H
Chemical Name
7-hydroxy-3-phenylchromen-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

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 4.1974 mL 20.9872 mL 41.9745 mL
5 mM 0.8395 mL 4.1974 mL 8.3949 mL
10 mM 0.4197 mL 2.0987 mL 4.1974 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
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  • 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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