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Ethyl Vanillin Glucoside

Alias: glucoethyl vanillin; Ethyl Vanillin Glucoside
Cat No.:V3371 Purity: ≥98%
Ethyl Vanillin Glucoside is a bioactive molecules.
Ethyl Vanillin Glucoside
Ethyl Vanillin Glucoside Chemical Structure CAS No.: 122397-96-0
Product category: Others 6
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
1g
5g
Other Sizes
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Purity & Quality Control Documentation

Purity: =99.15%

Product Description
Ethylvanillin glucoside (Ethylvanillin-D-glucose) is categorized as a flavoring agent within food additives, belonging to the subcategory of either nature-identical or artificial flavors.
Ethyl Vanillin Glucoside (CAS#: 122397-96-0) is a phenolic glycoside and a derivative of ethyl vanillin, formed by glycosylation of the phenolic hydroxyl group. It is classified as a flavoring agent (nature-identical or artificial flavor) within food additives.
Biological Activity I Assay Protocols (From Reference)
Targets
Ethyl Vanillin Glucoside does not have a defined pharmacological target in the context of drug development; it is primarily used as a flavor precursor. As a glycoside, it can be hydrolyzed by β-glucosidase enzymes to release ethyl vanillin, the active flavor compound. This property makes it a latent or slow-release flavoring agent.
ln Vitro
In vitro activity is assessed primarily through enzymatic hydrolysis assays rather than traditional pharmacological activity measurements. The compound serves as a substrate for β-glucosidase or related glycosidase enzymes, which cleave the glycosidic bond to release ethyl vanillin. Hydrolysis kinetics can be monitored by quantifying the release of ethyl vanillin over time using HPLC or spectrophotometric methods.
ln Vivo
In vivo, the compound acts as a prodrug or flavor precursor; upon ingestion, glycosidases in the digestive tract or oral microbiota hydrolyze the glucoside bond, releasing ethyl vanillin. The released ethyl vanillin then exerts its flavor and sensory effects. Systemic pharmacological activity is not expected as the compound is designed for flavor applications rather than therapeutic use.
Enzyme Assay
The typical cell-free assay involves incubation of Ethyl Vanillin Glucoside with β-glucosidase or glucoamylase enzymes in buffered solution at appropriate pH and temperature. The reaction is terminated at various time points, and the released ethyl vanillin is extracted and quantified by HPLC-UV or mass spectrometry. Kinetic parameters such as Km and Vmax can be determined from substrate concentration-response curves.
Cell Assay
Cellular assays are generally not applicable for this compound as it is a flavoring agent rather than a drug. However, cell-based models expressing β-glucosidase could be used to study cellular uptake and hydrolysis. In such systems, cells are incubated with the compound, and intracellular and extracellular ethyl vanillin levels are measured to assess glycoside hydrolysis and permeability.
Animal Protocol
Animal studies are not standard for this food additive. In hypothetical pharmacokinetic or metabolism studies, rodents could be administered Ethyl Vanillin Glucoside orally, with blood and tissue samples collected at various time points. Ethyl vanillin and its metabolites would be quantified by LC-MS/MS to assess the rate and extent of glycoside hydrolysis and systemic exposure to the released aglycone.
ADME/Pharmacokinetics
As a flavoring agent and food additive, systemic pharmacokinetic properties are not extensively characterized. The compound is expected to be hydrolyzed in the gastrointestinal tract by digestive enzymes or microbiota to release ethyl vanillin. The released ethyl vanillin is then absorbed, metabolized in the liver (primarily via conjugation), and excreted in urine. The glucoside moiety is metabolized via normal carbohydrate pathways.
Toxicity/Toxicokinetics
Ethyl Vanillin Glucoside is generally recognized as safe for use as a flavoring agent in food products. The compound is a mild and vanilla-tasting substance. It has been evaluated as a potential endocrine disrupting compound, though no significant toxicity has been reported at typical usage levels. Standard toxicological assessments for food additives would include acute, subchronic, and chronic toxicity studies, as well as genotoxicity and reproductive toxicity evaluations.
Additional Infomation
Ethyl Vanillin Glucoside (also known as ethylvanillin-D-glucose, 4-(β-D-glucosyl)-3-ethoxybenzaldehyde) is approximately three times as potent as vanillin as a flavoring agent and is used in the chocolate industry. It is a white solid at room temperature with molecular formula C15H20O8 and molecular weight 328.315. The compound is synthesized enzymatically using cyclodextrin glucanotransferase (CGTase) for transglycosylation. It is listed in the FDA's EAFUS database as a substance added to food.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H20O8
Molecular Weight
328.315
Exact Mass
328.116
CAS #
122397-96-0
PubChem CID
11163251
Appearance
Typically exists as white solid at room temperature
Boiling Point
593.6ºC at 760mmHg
Flash Point
213.4ºC
Vapour Pressure
6.15E-15mmHg at 25°C
LogP
-1.2
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
6
Heavy Atom Count
23
Complexity
379
Defined Atom Stereocenter Count
5
SMILES
CCOC1C=C(C=O)C=CC=1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChi Key
SWESETWDPGZBCR-UXXRCYHCSA-N
InChi Code
InChI=1S/C15H20O8/c1-2-21-10-5-8(6-16)3-4-9(10)22-15-14(20)13(19)12(18)11(7-17)23-15/h3-6,11-15,17-20H,2,7H2,1H3/t11-,12-,13+,14-,15-/m1/s1
Chemical Name
3-ethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde
Synonyms
glucoethyl vanillin; Ethyl Vanillin Glucoside
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)
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 3.0458 mL 15.2290 mL 30.4581 mL
5 mM 0.6092 mL 3.0458 mL 6.0916 mL
10 mM 0.3046 mL 1.5229 mL 3.0458 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:

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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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  • 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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