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5,7-Dihydroxychromone

Cat No.:V30937 Purity: ≥98%
5,7-Dihydroxychromone is a novel and potent extract of Cudrania tricuspidata
5,7-Dihydroxychromone
5,7-Dihydroxychromone Chemical Structure CAS No.: 31721-94-5
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

5,7-Dihydroxychromone is a natural product extracted from Cudrania tricuspidata. It activates Nrf2/ARE signal and exerts neuroprotective effects against 6-hydroxydopamine (6-OHDA)-induced oxidative stress and apoptosis.

Biological Activity I Assay Protocols (From Reference)
Targets
Nrf2/ARE pathway
ln Vitro
- SH-SY5Y cells: Pretreatment with 5,7-Dihydroxychromone (1, 5, 10 μM) for 24 h significantly attenuates 6-OHDA-induced cytotoxicity, as evidenced by increased cell viability detected via MTT assay[1]
- SH-SY5Y cells: 5,7-Dihydroxychromone reduces 6-OHDA-induced oxidative stress, characterized by decreased intracellular reactive oxygen species (ROS) levels, malondialdehyde (MDA) content, and increased superoxide dismutase (SOD) and glutathione peroxidase (GSH-Px) activities in a concentration-dependent manner[1]
- SH-SY5Y cells: 5,7-Dihydroxychromone inhibits 6-OHDA-induced apoptosis, which is reflected by reduced apoptotic cell percentage (Hoechst 33258 staining), upregulated Bcl-2 protein expression, downregulated Bax and cleaved caspase-3 protein expressions[1]
- SH-SY5Y cells: 5,7-Dihydroxychromone activates the Nrf2/ARE pathway, promoting Nrf2 nuclear translocation and increasing the expression levels of downstream antioxidant genes/proteins including heme oxygenase-1 (HO-1) and NAD(P)H: quinone oxidoreductase 1 (NQO1)[1]
Cell Assay
- Cell viability assay: SH-SY5Y cells are seeded in 96-well plates and cultured overnight. The cells are pretreated with 5,7-Dihydroxychromone at concentrations of 1, 5, 10 μM for 24 h, followed by exposure to 6-OHDA for another 24 h. MTT reagent is added to the wells, and the absorbance at 490 nm is measured to calculate cell viability[1]
- Oxidative stress-related detection: SH-SY5Y cells are pretreated with 5,7-Dihydroxychromone (1, 5, 10 μM) for 24 h and then treated with 6-OHDA for 24 h. Intracellular ROS levels are detected using DCFH-DA fluorescent probe; MDA content, SOD and GSH-Px activities are measured using corresponding detection kits according to standard protocols[1]
- Apoptosis detection: After pretreatment with 5,7-Dihydroxychromone (1, 5, 10 μM) for 24 h and 6-OHDA treatment for 24 h, SH-SY5Y cells are stained with Hoechst 33258, and apoptotic cells are observed and counted under a fluorescence microscope. For protein detection, cells are lysed, and the expressions of Bcl-2, Bax, and cleaved caspase-3 are analyzed by Western blot[1]
- Nrf2/ARE pathway activation detection: SH-SY5Y cells are treated with 5,7-Dihydroxychromone (1, 5, 10 μM) for 24 h. Nuclear and cytoplasmic proteins are extracted separately, and Nrf2 protein levels in nucleus and cytoplasm are detected by Western blot. The mRNA and protein expressions of HO-1 and NQO1 are determined by RT-PCR and Western blot, respectively[1]
References

[1]. Neuroprotection against 6-OHDA-induced oxidative stress and apoptosis in SH-SY5Y cells by 5,7-Dihydroxychromone: Activation of the Nrf2/ARE pathway. Life Sci. 2015 Jun 1;130:25-30.

Additional Infomation
5,7-Dihydroxytryptone is a type of chromone compound. It has been reported that 5,7-dihydroxytryptone exists in Begonia nantoensis, Viscum coloratum, and other organisms with relevant data. - 5,7-dihydroxytryptone has a neuroprotective effect on 6-hydroxydopamine (6-OHDA)-induced SH-SY5Y cell damage, and its mechanism is closely related to the activation of the Nrf2/ARE pathway to enhance antioxidant capacity and inhibit cell apoptosis [1]. - 6-OHDA is a commonly used neurotoxin that can induce oxidative stress and apoptosis in SH-SY5Y cells, which are a commonly used cell model for Parkinson's disease research [1].
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H6O4
Molecular Weight
178.14154
Exact Mass
178.026
CAS #
31721-94-5
PubChem CID
5281343
Appearance
White to light yellow solid powder
Density
1.6±0.1 g/cm3
Boiling Point
399.4±42.0 °C at 760 mmHg
Melting Point
232-273℃
Flash Point
170.8±21.4 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.689
LogP
0.54
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
0
Heavy Atom Count
13
Complexity
248
Defined Atom Stereocenter Count
0
InChi Key
NYCXYKOXLNBYID-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H6O4/c10-5-3-7(12)9-6(11)1-2-13-8(9)4-5/h1-4,10,12H
Chemical Name
5,7-dihydroxychromen-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)
DMSO : ~100 mg/mL (~561.36 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.03 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 (14.03 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 5.6136 mL 28.0678 mL 56.1356 mL
5 mM 1.1227 mL 5.6136 mL 11.2271 mL
10 mM 0.5614 mL 2.8068 mL 5.6136 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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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