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3-O-Methyl-D-glucopyranose

Cat No.:V68948 Purity: ≥98%
3-O-Methyl-D-glucopyranose is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
3-O-Methyl-D-glucopyranose
3-O-Methyl-D-glucopyranose Chemical Structure CAS No.: 13224-94-7
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
5g
Other Sizes
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Product Description
3-O-Methyl-D-glucopyranose is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
3-O-Methyl-D-glucopyranose (CAS 13224-94-7) is a methylated glucose derivative with molecular formula C₇H₁₄O₆ and molecular weight 194.18 g/mol. It has a melting point of 167-169°C and an optical rotation of [α]20/D +104.5° (c = 1 in H₂O). The compound is soluble in water at 90 mg/mL. 3-O-Methyl-D-glucopyranose is a biochemical reagent used as a biological material or organic compound for life science related research and is often used in glycosylation studies and carbohydrate chemistry.
Biological Activity I Assay Protocols (From Reference)
Targets
3-O-Methyl-D-glucopyranose is a substrate for glucose transporters and has been used to measure responses of jejunal and ileal short circuit currents to determine maximal transport capacity and carrier affinity in studies of intestinal glucose transport. The compound does not have a defined pharmacological target but serves as a tool for studying glucose transport mechanisms.
ln Vitro
In vitro, 3-O-Methyl-D-glucopyranose is used as a biochemical reagent for life science research. It is often used in glycosylation studies, carbohydrate chemistry, and as a reference compound in the synthesis of complex sugar derivatives. The compound is also used to study carbohydrate interactions, glycoproteins, and the structural study of carbohydrates in biological systems. It has been used to measure intestinal glucose transport in vitro.
ln Vivo
In vivo, 3-O-Methyl-D-glucopyranose has been used in studies to assess intestinal glucose transport in rats with diabetes mellitus. Varying concentrations of the compound were used to measure responses of jejunal and ileal short circuit currents to determine maximal transport capacity and carrier affinity. The compound serves as a non-metabolizable glucose analog for studying glucose transport in vivo.
Enzyme Assay
For in vitro transport assays, 3-O-Methyl-D-glucopyranose is used as a substrate for glucose transporters. Cells expressing glucose transporters are incubated with the compound at various concentrations, and uptake is measured using radiolabeled or fluorescent detection methods. The compound is also used in electrophysiological studies to measure short circuit currents in intestinal tissue preparations.
Cell Assay
For in vitro cell-based experiments, 3-O-Methyl-D-glucopyranose is used to study glucose transport in cultured cells. Cells are treated with the compound at concentrations ranging from 0.1-10 mM for various time periods, and cellular uptake is measured. The compound can also be used in competitive inhibition studies with D-glucose to assess transporter specificity and affinity.
Animal Protocol
For in vivo animal studies, 3-O-Methyl-D-glucopyranose is administered to rodents (typically rats) via oral gavage or intraperitoneal injection. Intestinal segments (jejunum and ileum) are mounted in Ussing chambers, and short circuit currents are measured in response to varying concentrations of the compound to determine maximal transport capacity and carrier affinity. This model is used to assess intestinal glucose transport in diabetes mellitus.
ADME/Pharmacokinetics
Pharmacokinetic properties of 3-O-Methyl-D-glucopyranose are characterized in the context of glucose transport studies. The compound has a molecular weight of 194.18 g/mol and is water-soluble (90 mg/mL). As a non-metabolizable glucose analog, it is transported by glucose transporters but is not extensively metabolized. It is primarily used as a tracer for studying glucose transport rather than as a drug candidate.
Toxicity/Toxicokinetics
3-O-Methyl-D-glucopyranose is a research chemical and should be handled with appropriate laboratory safety precautions. As a sugar derivative, it is generally considered to have low toxicity. Specific LD₅₀ values, acute toxicity classifications, and chronic toxicity data are not available in the public literature. Standard safety practices include the use of personal protective equipment and working in a well-ventilated area.
Additional Infomation
3-O-Methyl-D-glucopyranose (CAS 13224-94-7) is primarily a research-grade biochemical reagent, not an FDA-approved pharmaceutical drug. Its primary applications are in glycosylation studies, carbohydrate chemistry, and as a reference compound in the synthesis of complex sugar derivatives. It is also used to study carbohydrate interactions, glycoproteins, and the structural study of carbohydrates in biological systems. It has been used to assess intestinal glucose transport in rats with diabetes mellitus. No clinical trials or approved indications exist for this compound.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H14O6
Molecular Weight
194.18
Exact Mass
194.079
CAS #
13224-94-7
PubChem CID
83246
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
406.3±45.0 °C at 760 mmHg
Melting Point
167-169 °C(lit.)
Flash Point
199.5±28.7 °C
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.548
LogP
-2.67
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
13
Complexity
163
Defined Atom Stereocenter Count
5
SMILES
CO[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1O)O)CO)O
InChi Key
SCBBSJMAPKXHAH-OVHBTUCOSA-N
InChi Code
InChI=1S/C7H14O6/c1-12-6-4(9)3(2-8)13-7(11)5(6)10/h3-11H,2H2,1H3/t3-,4-,5-,6+,7+/m1/s1
Chemical Name
(2S,3R,4S,5R,6R)-6-(hydroxymethyl)-4-methoxyoxane-2,3,5-triol
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)
H2O: 100 mg/mL (514.99 mM)
DMSO: ≥ 50 mg/mL (257.49 mM)
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 5.1499 mL 25.7493 mL 51.4986 mL
5 mM 1.0300 mL 5.1499 mL 10.2997 mL
10 mM 0.5150 mL 2.5749 mL 5.1499 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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