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7-Methoxycoumarin-3-carboxylic acid

Cat No.:V44546 Purity: ≥98%
7-Methoxycoumarin-3-carboxylic acid is a fluorescent dye reagent with an excitation peak at 355 nm and an emission peak at 405 nm.
7-Methoxycoumarin-3-carboxylic acid
7-Methoxycoumarin-3-carboxylic acid Chemical Structure CAS No.: 20300-59-8
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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100mg
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1g
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Product Description
7-Methoxycoumarin-3-carboxylic acid is a fluorescent dye reagent with an excitation peak at 355 nm and an emission peak at 405 nm. 7-Methoxycoumarin-3-carboxylic acid may be utilized to label peptides.
7-Methoxycoumarin-3-carboxylic acid is a coumarin derivative used as a fluorescent probe. It is used for HPLC derivatization and for developing FRET (Förster resonance energy transfer) probes to analyze protease activities. The compound has a molecular formula of C11H8O5 and a molecular weight of 220.18. It appears as a white to almost white powder or crystal with a melting point of 194.0 to 198.0 °C.
Biological Activity I Assay Protocols (From Reference)
Targets
7-Methoxycoumarin-3-carboxylic acid does not have a specific biological target. It functions as a fluorescent probe and derivatization agent. Its coumarin core provides fluorescence properties, making it useful for labeling and detecting biomolecules. It is used in FRET-based assays to study protease activities, where it serves as a donor or acceptor fluorophore.
ln Vitro
7-Methoxycoumarin-3-carboxylic acid (compound 5) has an IC50 of >100, >100, >100, and > 100 μM, respectively, and is harmless to K562, Daudi, RPMI-8226, and Jurkat cells [1].
In vitro, 7-Methoxycoumarin-3-carboxylic acid is used as a fluorescent label in various biochemical assays. It is suitable for fluorescence-based applications and is used for HPLC derivatization to enhance the detection of analytes. Its role in FRET probes allows for the analysis of protease activities by monitoring changes in fluorescence upon cleavage of a peptide linker.
ln Vivo
In vivo applications of 7-Methoxycoumarin-3-carboxylic acid are not typical, as it is primarily used in vitro as a fluorescent probe and derivatization reagent. It is not administered to living animals for therapeutic or diagnostic purposes. Its use is confined to laboratory research settings.
Enzyme Assay
A cell-free assay for 7-Methoxycoumarin-3-carboxylic acid would involve its use as a fluorescent probe in biochemical assays. For example, it can be used in FRET-based protease assays where a peptide substrate labeled with the coumarin and a quencher is cleaved by the protease, resulting in a change in fluorescence. The compound's fluorescence properties can be characterized spectroscopically.
Cell Assay
Cellular experiments with 7-Methoxycoumarin-3-carboxylic acid are not typical, as it is primarily used as a biochemical reagent rather than a cell-based probe. Its use is confined to in vitro biochemical assays and HPLC applications.
Animal Protocol
In vivo animal experiments for 7-Methoxycoumarin-3-carboxylic acid are not applicable, as it is a research reagent used in vitro.
ADME/Pharmacokinetics
7-Methoxycoumarin-3-carboxylic acid is a small molecule with a molecular weight of 220.18. Its pharmacokinetic properties are not relevant as it is not a therapeutic drug. The compound is used in vitro for research applications. It is soluble in DMF, DMSO, and acetonitrile.
Toxicity/Toxicokinetics
Toxicity data for 7-Methoxycoumarin-3-carboxylic acid are not provided in the available sources. As a fluorescent probe, it is generally considered to have low toxicity for its intended research applications. However, specific toxicological information is not available. The compound is intended for research use only and not for human consumption.
References

[1]. Evaluation of a 7-Methoxycoumarin-3-carboxylic Acid Ester Derivative as a Fluorescent, Cell-Cleavable, Phosphonate Protecting Group. Chembiochem. 2016 Jan 1;17(1):52-5.

[2]. Interaction of fluorescently labeled triethyleneglycol and peptide derivatives with β-cyclodextrin. Chemphyschem. 2014 Feb 24;15(3):444-57.

Additional Infomation
7-Methoxycoumarin-3-carboxylic acid (CAS: 20300-59-8) is a coumarin derivative used as a fluorescent probe. It is used for HPLC derivatization and for developing FRET probes to analyze protease activities. Its molecular formula is C11H8O5 and its molecular weight is 220.18. It appears as a white to almost white powder or crystal with a purity of ≥97.0% (HPCE). It is not a therapeutic drug and is strictly for research purposes.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H8O5
Molecular Weight
220.1782
Exact Mass
220.037
CAS #
20300-59-8
PubChem CID
583941
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
424.4±45.0 °C at 760 mmHg
Melting Point
194ºC
Flash Point
172.4±22.2 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.611
LogP
1.56
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
16
Complexity
346
Defined Atom Stereocenter Count
0
InChi Key
VEEGNDSSWAOLFN-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H8O5/c1-15-7-3-2-6-4-8(10(12)13)11(14)16-9(6)5-7/h2-5H,1H3,(H,12,13)
Chemical Name
7-methoxy-2-oxochromene-3-carboxylic acid
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)
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 4.5417 mL 22.7087 mL 45.4174 mL
5 mM 0.9083 mL 4.5417 mL 9.0835 mL
10 mM 0.4542 mL 2.2709 mL 4.5417 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • 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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