1. NF-κB Apoptosis Epigenetics Cell Cycle/DNA Damage Anti-infection
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  3. 5,7-Dihydroxychromone

5,7-Dihydroxychromone is a flavonoid compound with antioxidant properties. 5,7-Dihydroxychromone induces Nrf2 nuclear translocation, increases Nrf2/ARE binding activity, and up-regulates Nrf2-dependent antioxidant genes HO-1, NQO1, GCLc. 5,7-Dihydroxychromone attenuates excessive ROS generation, inhibits activated caspase-3, caspase-9, cleaved PARP expression, and prevents neuronal apoptosis and cell death. 5,7-Dihydroxychromone increases LXRα and PPARγ mRNA expression, induces preadipocyte differentiation, and regulates blood glucose levels. 5,7-Dihydroxychromone inhibits radial growth of soil pathogenic fungi, radicle elongation of select seedlings, and transiently inhibits Bradyrhizobium sp. growth in high mannitol medium. 5,7-Dihydroxychromone can be used for the research of Parkinson’s disease, type 2 diabetes mellitus and pathogenic fungal infection.

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5,7-Dihydroxychromone

5,7-Dihydroxychromone Chemical Structure

CAS No. : 31721-94-5

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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Customer Review

Based on 2 publication(s) in Google Scholar

Other Forms of 5,7-Dihydroxychromone:

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  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

5,7-Dihydroxychromone is a flavonoid compound with antioxidant properties. 5,7-Dihydroxychromone induces Nrf2 nuclear translocation, increases Nrf2/ARE binding activity, and up-regulates Nrf2-dependent antioxidant genes HO-1, NQO1, GCLc. 5,7-Dihydroxychromone attenuates excessive ROS generation, inhibits activated caspase-3, caspase-9, cleaved PARP expression, and prevents neuronal apoptosis and cell death. 5,7-Dihydroxychromone increases LXRα and PPARγ mRNA expression, induces preadipocyte differentiation, and regulates blood glucose levels. 5,7-Dihydroxychromone inhibits radial growth of soil pathogenic fungi, radicle elongation of select seedlings, and transiently inhibits Bradyrhizobium sp. growth in high mannitol medium. 5,7-Dihydroxychromone can be used for the research of Parkinson’s disease, type 2 diabetes mellitus and pathogenic fungal infection[1][2][3].

IC50 & Target

Caspase-3

 

Caspase-9

 

PARP

 

Cellular Effect
Cell Line Type Value Description References
SH-SY5Y EC50
1.9 μM
Compound: 24
Neuroprotective activity in human SH-SY5Y cells assessed as reduction in 6-OHDA-induced cell death measured after 24 hrs by MTT assay
Neuroprotective activity in human SH-SY5Y cells assessed as reduction in 6-OHDA-induced cell death measured after 24 hrs by MTT assay
[PMID: 27420919]
In Vitro

5,7-Dihydroxychromone (DHC) (0.4-10 μM; 24 h pre-incubation) dose-dependently protects SH-SY5Y cells from 6-OHDA (HY-B1081)-induced cell death, and this effect is eliminated by Nrf2 siRNA transfection (48 h pre-transfection)[1].
5,7-Dihydroxychromone (DHC) (0.4-10 μM; 24 h pre-incubation) dose-dependently inhibits 6-OHDA-induced intracellular ROS generation in SH-SY5Y cells, with 10 μM DHC reducing ROS levels to ~2-fold above the vehicle control, and this effect is eliminated by Nrf2 siRNA transfection (48 h pre-transfection)[1].
5,7-Dihydroxychromone (DHC) (2 μM; 1-12 h) time- and (0.08-10 μM; 6 h) dose-dependently induces Nrf2 nuclear translocation in SH-SY5Y cells, with 2 μM DHC producing a peak effect at 6 h and 0.08 to 10 μM DHC increasing nuclear Nrf2 levels in a dose-dependent manner at 6 h[1].
5,7-Dihydroxychromone (DHC) (2 μM; 1-12 h) increases Nrf2/ARE binding activity in SH-SY5Y cells, with 2 μM DHC producing maximum binding activity at 12 h[1].
5,7-Dihydroxychromone (DHC) (2 μM; 1-24 h) time- and (0.08-10 μM; 24 h) dose-dependently increases protein expression of the Nrf2-dependent antioxidant enzymes HO-1, NQO1, and GCLc in SH-SY5Y cells, and this effect is eliminated by Nrf2 siRNA transfection (48 h pre-transfection)[1].
5,7-Dihydroxychromone (DHC) (0.08-10 μM; 24 h pre-incubation) dose-dependently inhibits 6-OHDA-induced expression of cleaved caspase-3, cleaved caspase-9, and cleaved PARP in SH-SY5Y cells[1].
5,7-Dihydroxychromone (1-10 μg/mL; 9 d) potently induces differentiation of mouse 3T3-L1 preadipocytes in a concentration-dependent manner, with 10 μg/mL driving differentiation to 185% of control[2].
5,7-Dihydroxychromone (1-10 μg/mL) increases PPARγ and LXRα mRNA expression in mouse 3T3-L1 preadipocytes in vitro in a concentration-dependent manner, with 10 μg/mL driving 30-fold and 22-fold increases respectively[2].
5,7-Dihydroxychromone (5-100 μM; until maximum radial growth reached) inhibits radial growth of Rhizoctonia solani (IC50 = 18 μM) and Sclerotium rolfsii (IC50 = 26 μM), with fungicidal activity at 100 μM[3].
5,7-Dihydroxychromone (10-7-10-3 M; 48 hr) inhibits radicle elongation of velvetleaf (IC50 = 30 μM), corn (cv. DeKalb IL 645-786; IC50 = 50 μM), peanut (cv. Red Tennessee; IC50 = 65 μM), and wheat (cv. Cardinal; IC50 = 200 μM) after 48 hr of incubation[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1]

Cell Line: human neuroblastoma SH-SY5Y cells
Concentration: 0.4 μM, 2 μM, 10 μM; 10 μM (with Nrf2 siRNA pre-transfection)
Incubation Time: 24 h (pre-incubation); 48 h (Nrf2 siRNA pre-transfection)
Result: Reduced 6-OHDA-induced cell death in a dose-dependent manner.
Decreased the percentage of PI-positive dead cells from 44.5% (6-OHDA-only group) to 13.8% at 10 μM.
Abolished the protective effect when Nrf2 siRNA was transfected, increasing the percentage of PI-positive cells to 50.1% in the 10 μM DHC + 6-OHDA group.

Western Blot Analysis[1]

Cell Line: human neuroblastoma SH-SY5Y cells
Concentration: 2 μM (time-course); 0.08-10 μM (dose-response)
Incubation Time: 1-12 h (2 μM); 6 h (0.08-10 μM)
Result: Increased nuclear Nrf2 levels in a time-dependent manner at 2 μM, with a peak effect at 6 h.
Increased nuclear Nrf2 levels in a dose-dependent manner after 6 h treatment with 0.08-10 μM.
Showed increased nuclear Nrf2 fluorescence via immunocytochemical staining.

Western Blot Analysis[1]

Cell Line: human neuroblastoma SH-SY5Y cells
Concentration: 0.08-10 μM
Incubation Time: 24 h (pre-incubation)
Result: Inhibited 6-OHDA-induced expression of cleaved caspase-3, cleaved caspase-9, and cleaved PARP in a dose-dependent manner.
In Vivo

5,7-dihydroxychromone, delivered as an active component of Daphniphyllum macropodum fruit extract
(DME), dose-dependently reduces serum glucose, total cholesterol, and triacylglycerol levels, and increases liver PPARγ and LXRα mRNA expression, in streptozotocin-/high-fat diet-induced type 2 diabetic ICR mice[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

178.14

Formula

C9H6O4

CAS No.
Appearance

Solid

Color

White to light yellow

SMILES

O=C1C=COC2=CC(O)=CC(O)=C12

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (561.36 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 5.6136 mL 28.0678 mL 56.1356 mL
5 mM 1.1227 mL 5.6136 mL 11.2271 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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  • Dilution Calculator

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (14.03 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% Corn Oil

    Solubility: ≥ 2.5 mg/mL (14.03 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.94%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 5.6136 mL 28.0678 mL 56.1356 mL 140.3391 mL
5 mM 1.1227 mL 5.6136 mL 11.2271 mL 28.0678 mL
10 mM 0.5614 mL 2.8068 mL 5.6136 mL 14.0339 mL
15 mM 0.3742 mL 1.8712 mL 3.7424 mL 9.3559 mL
20 mM 0.2807 mL 1.4034 mL 2.8068 mL 7.0170 mL
25 mM 0.2245 mL 1.1227 mL 2.2454 mL 5.6136 mL
30 mM 0.1871 mL 0.9356 mL 1.8712 mL 4.6780 mL
40 mM 0.1403 mL 0.7017 mL 1.4034 mL 3.5085 mL
50 mM 0.1123 mL 0.5614 mL 1.1227 mL 2.8068 mL
60 mM 0.0936 mL 0.4678 mL 0.9356 mL 2.3390 mL
80 mM 0.0702 mL 0.3508 mL 0.7017 mL 1.7542 mL
100 mM 0.0561 mL 0.2807 mL 0.5614 mL 1.4034 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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5,7-Dihydroxychromone
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