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6-Hydroxy-4-methylcoumarin

Cat No.:V31278 Purity: ≥98%
6-Hydroxy-4-methylcoumarin (compound 9) is a secondary metabolite (SM, chemical compound) of coumarin and has anti-cancer effect.
6-Hydroxy-4-methylcoumarin
6-Hydroxy-4-methylcoumarin Chemical Structure CAS No.: 2373-31-1
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
1g
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Product Description
6-Hydroxy-4-methylcoumarin (compound 9) is a secondary metabolite (SM, chemical compound) of coumarin and has anti-cancer effect.
6-Hydroxy-4-methylcoumarin is a coumarin secondary metabolite. It has anticancer activity. It inhibits the proliferation of cells by inhibiting DNA, RNA, and protein synthesis. It also induces apoptosis in cancer cells.
Biological Activity I Assay Protocols (From Reference)
Targets
6-Hydroxy-4-methylcoumarin shows bioactivity related to its dissociation constant when binding to FK506 binding protein (FKBP) with a Kd value of 760,000.0 nM. This suggests FKBP may be a target, though with low affinity.
ln Vitro
In cell-free systems, the activity of 6-Hydroxy-4-methylcoumarin can be assessed by its ability to bind to FKBP. This binding affinity is measured using surface plasmon resonance or fluorescence-based assays. Its other activities are not typically measured in cell-free systems. In vitro, 6-Hydroxy-4-methylcoumarin inhibits the proliferation of cells by inhibiting DNA, RNA, and protein synthesis. This leads to the inhibition of cell growth and the induction of apoptosis in cancer cells. It has anticancer activity.
ln Vivo
In vivo, 6-Hydroxy-4-methylcoumarin has been shown to have anticancer activity in animal models. It inhibits the growth of tumors by inducing apoptosis and inhibiting cell proliferation. Further studies are needed to fully characterize its in vivo efficacy.
Enzyme Assay
In vitro, the binding of 6-Hydroxy-4-methylcoumarin to FKBP can be measured using a fluorescence polarization or surface plasmon resonance assay. The compound's affinity for the protein is determined by its dissociation constant (Kd).
Cell Assay
Cells are treated with 6-Hydroxy-4-methylcoumarin. Cell proliferation is measured using assays like MTT or BrdU incorporation. DNA, RNA, and protein synthesis are measured using radiolabeled precursors. Apoptosis is assessed by flow cytometry.
Animal Protocol
In vivo anticancer activity is evaluated in tumor xenograft models. Mice bearing tumors are treated with the compound, and tumor growth is monitored. Apoptosis and proliferation markers are assessed in tumor tissue by immunohistochemistry.
ADME/Pharmacokinetics
Pharmacokinetic properties of 6-Hydroxy-4-methylcoumarin are not well-documented. As a coumarin, its oral bioavailability may be variable. Its metabolism and excretion are not well-characterized. Further studies are needed.
Toxicity/Toxicokinetics
Toxicological data for 6-Hydroxy-4-methylcoumarin is limited. Its anticancer activity suggests it may have cytotoxic effects on cancer cells, but its selectivity and safety profile require further investigation.
Additional Infomation
6-Hydroxy-4-methylcoumarin is a research compound with potential anticancer activity. It is a valuable tool for studying the mechanisms of cell proliferation and apoptosis. It is not an approved drug and is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H8O3
Molecular Weight
176.1687
Exact Mass
176.047
CAS #
2373-31-1
PubChem CID
75409
Appearance
Typically exists as solid at room temperature
Density
1.3±0.1 g/cm3
Boiling Point
391.4±37.0 °C at 760 mmHg
Melting Point
246.5-249.5 °C(lit.)
Flash Point
181.8±19.3 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.611
LogP
2
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
13
Complexity
257
Defined Atom Stereocenter Count
0
SMILES
O1C(C([H])=C(C([H])([H])[H])C2C([H])=C(C([H])=C([H])C1=2)O[H])=O
InChi Key
IRUHWRSITUYICV-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H8O3/c1-6-4-10(12)13-9-3-2-7(11)5-8(6)9/h2-5,11H,1H3
Chemical Name
6-hydroxy-4-methylchromen-2-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 (~567.63 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.19 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 (14.19 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 (14.19 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 5.6763 mL 28.3817 mL 56.7634 mL
5 mM 1.1353 mL 5.6763 mL 11.3527 mL
10 mM 0.5676 mL 2.8382 mL 5.6763 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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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)
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  • 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:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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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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