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4'-Hydroxyflavanone

Cat No.:V48928 Purity: ≥98%
4'-Hydroxyflavanone is an inhibitor (blocker/antagonist) of SREBP maturation and lipid synthesis.
4'-Hydroxyflavanone
4'-Hydroxyflavanone Chemical Structure CAS No.: 6515-37-3
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
4'-Hydroxyflavanone is an inhibitor (blocker/antagonist) of SREBP maturation and lipid synthesis. 4'-Hydroxyflavanone is a synthetic analog of flavonoids with potential research value for hepatic steatosis and dyslipidemia.
4'-Hydroxyflavanone is a synthetic flavonoid analog with potential research value for hepatic steatosis and dyslipidemia. The compound has a molecular formula of C₁₅H₁₂O₃ and a molecular weight of 240.25 g/mol. 4'-Hydroxyflavanone is found in various plant species and has been studied for its antioxidant, anti-inflammatory, and anticancer properties. It functions as an inhibitor of SREBP (sterol regulatory element-binding protein) maturation and lipid synthesis. The compound exerts its biological effects by scavenging free radicals, inhibiting enzymes involved in inflammation, and modulating cellular signaling pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
4'-Hydroxyflavanone targets SREBP maturation and lipid synthesis pathways. SREBPs are transcription factors that regulate the expression of genes involved in cholesterol and fatty acid biosynthesis. By inhibiting SREBP maturation, 4'-Hydroxyflavanone reduces the expression of lipogenic genes and decreases lipid accumulation in cells. The compound also has antioxidant, anti-inflammatory, and anticancer properties. Its biological effects are mediated through free radical scavenging, inhibition of inflammatory enzymes, and modulation of cellular signaling pathways. This makes it a potential research tool for metabolic and inflammatory diseases.
ln Vitro
In vitro, 4'-Hydroxyflavanone demonstrates SREBP maturation inhibition and suppression of lipid synthesis. The compound reduces lipid accumulation in hepatocytes and other cell types by decreasing the expression of lipogenic genes such as FASN and SCD1. It also exhibits antioxidant activity by scavenging free radicals and anti-inflammatory effects by inhibiting enzymes involved in inflammation. Anticancer properties have been reported, including inhibition of cancer cell proliferation. The compound is used as a research tool for studying hepatic steatosis, dyslipidemia, and related metabolic disorders.
ln Vivo
In vivo, 4'-Hydroxyflavanone has potential research value for the treatment of hepatic steatosis and dyslipidemia. As an inhibitor of SREBP maturation and lipid synthesis, the compound may reduce hepatic lipid accumulation and improve lipid profiles in animal models of metabolic disease. Its antioxidant and anti-inflammatory properties may also contribute to beneficial effects in metabolic and inflammatory conditions. Further in vivo studies are needed to fully characterize the compound's efficacy and safety profile.
Enzyme Assay
In vitro enzyme assays for 4'-Hydroxyflavanone involve measuring SREBP maturation and lipogenic enzyme activity. The standard protocol includes treating hepatocytes or other cell types with varying concentrations of 4'-Hydroxyflavanone (0.1-100 µM). SREBP maturation is assessed by western blot analysis of nuclear and cytoplasmic fractions to detect the cleaved, active form of SREBP. Lipogenic gene expression (e.g., FASN, SCD1, ACC) is measured by qPCR. Lipid accumulation is quantified by Oil Red O staining or lipid extraction. Antioxidant activity is assessed by DPPH or ABTS radical scavenging assays.
Cell Assay
Cell-based assays for 4'-Hydroxyflavanone are conducted in hepatocytes (e.g., HepG2, primary hepatocytes) or other cell lines. Cells are treated with 4'-Hydroxyflavanone at concentrations ranging from 0.1-100 µM for 24-72 hours. Lipid accumulation is assessed by Oil Red O staining and quantification. Cellular triglyceride and cholesterol levels are measured by enzymatic assays. SREBP maturation and expression of lipogenic genes are analyzed by western blot and qPCR. Inflammatory cytokine production is measured by ELISA. Cell viability is assessed to confirm lack of cytotoxicity.
Animal Protocol
In vivo animal experiments for 4'-Hydroxyflavanone would typically use rodent models of metabolic disease such as high-fat diet-induced obesity or genetic models of dyslipidemia. Animals would be administered 4'-Hydroxyflavanone via oral gavage or intraperitoneal injection. Endpoints would include body weight, food intake, liver weight, hepatic lipid content, serum lipid profiles (triglycerides, cholesterol, LDL, HDL), glucose tolerance, and insulin sensitivity. Liver histology would be performed to assess steatosis. Gene expression analysis would evaluate the effects on SREBP target genes.
ADME/Pharmacokinetics
Pharmacokinetic data for 4'-Hydroxyflavanone are not extensively reported. As a flavonoid with a molecular weight of 240.25 g/mol, the compound is expected to have moderate oral bioavailability. It is soluble in DMSO and other organic solvents. Storage: typically at room temperature or 4°C. Purity is typically >98%. The compound is a synthetic flavonoid analog with potential for metabolic research. Further PK studies would be required for comprehensive characterization.
Toxicity/Toxicokinetics
4'-Hydroxyflavanone is supplied for research use only and is not intended for human administration. Toxicity data are limited, but as a flavonoid compound, it is expected to have relatively low toxicity. Antioxidant and anti-inflammatory properties suggest potential beneficial effects, but high doses may have adverse effects. Standard laboratory safety precautions should be followed. The compound should be stored appropriately. No specific toxicological studies have been published.
References

[1]. 4'-Hydroxyflavanone suppresses activation of sterol regulatory element-binding proteins and de novo lipid synthesis. FEBS Lett. 2012 Jun 21;586(13):1778-82.

Additional Infomation
4'-Hydroxyflavanone is a monohydroxyflavanone belonging to the 4'-hydroxyflavanone family. It has been reported that 4'-hydroxyflavanone is present in carnations (Dianthus caryophyllus), and relevant data are available for reference.
4'-Hydroxyflavanone (CAS 6515-37-3) is a research compound supplied for laboratory use only. It is not an approved drug and has no clinical trial or marketing authorization status. The compound is a synthetic flavonoid analog that inhibits SREBP maturation and lipid synthesis. It has antioxidant, anti-inflammatory, and anticancer properties. Purity is typically >98%. The compound appears as a solid and should be stored at room temperature or 4°C.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H12O3
Molecular Weight
240.2540
Exact Mass
240.078
CAS #
6515-37-3
PubChem CID
165506
Appearance
Off-white to light yellow solid powder
Density
1.3±0.1 g/cm3
Boiling Point
447.5±45.0 °C at 760 mmHg
Melting Point
182°C
Flash Point
174.0±22.2 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.632
LogP
2.88
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
18
Complexity
307
Defined Atom Stereocenter Count
0
InChi Key
ZLHVIYHWWQYJID-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H12O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-8,15-16H,9H2
Chemical Name
2-(4-hydroxyphenyl)-2,3-dihydrochromen-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)
DMSO : ~100 mg/mL (~416.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.41 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 (10.41 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 (10.41 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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.1623 mL 20.8117 mL 41.6233 mL
5 mM 0.8325 mL 4.1623 mL 8.3247 mL
10 mM 0.4162 mL 2.0812 mL 4.1623 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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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.

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