yingweiwo

Ferulic acid acyl-β-D-glucoside (Ferulic acid glucoside)

Cat No.:V72121 Purity: ≥98%
Ferulic acid acyl-β-D-glucoside is a metabolite of Ferulic Acid.
Ferulic acid acyl-β-D-glucoside (Ferulic acid glucoside)
Ferulic acid acyl-β-D-glucoside (Ferulic acid glucoside) Chemical Structure CAS No.: 7196-71-6
Product category: Drug Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Ferulic acid acyl-β-D-glucoside is a metabolite of Ferulic Acid. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor (antagonist) with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.
Ferulic acid acyl-beta-D-glucoside (CAS: 7196-71-6) is a naturally occurring phase II metabolite of the dietary polyphenol ferulic acid. It is an acyl-glucoside, formed by the glucuronidation of ferulic acid, making it a more water-soluble conjugate. This compound is found in plants (e.g., flaxseed) and is a metabolite in humans, making it a valuable research tool for studying the metabolism and bioavailability of ferulic acid.
Biological Activity I Assay Protocols (From Reference)
Targets
Ferulic acid acyl-beta-D-glucoside has no direct pharmacological target of its own. The parent compound, ferulic acid, is a known inhibitor of the fibroblast growth factor receptor 1 (FGFR1) with IC50 values of 3.78 and 12.5 microM for FGFR1 and FGFR2, respectively. It also exhibits potent antioxidant activity. The glucoside conjugate is generally considered a storage or transport form of ferulic acid, which can be hydrolyzed to release the active parent compound in the body.
ln Vitro
In vitro, ferulic acid acyl-beta-D-glucoside is typically used as a standard to study its own stability or its conversion to ferulic acid. The biological activity of ferulic acid itself is well-documented and includes FGFR1 inhibition, antioxidant, anti-inflammatory, and anti-proliferative effects in various cancer cell lines. The acyl-beta-D-glucoside is generally less active than the parent aglycone but is a key intermediate in its metabolism.
ln Vivo
In vivo, ferulic acid acyl-beta-D-glucoside is a circulating metabolite that contributes to the bioavailability of ferulic acid. After consumption of ferulic acid-rich foods (e.g., coffee, grains, fruits), this glucoside is one of the forms found in the bloodstream. It may serve as a reservoir of ferulic acid, being hydrolyzed back to the active parent compound in the liver or kidneys by beta-glucosidase enzymes, thereby prolonging its biological effects.
Enzyme Assay
Ferulic acid acyl-beta-D-glucoside is used as an analytical standard for non-cellular assays. For LC-MS or HPLC method development, a stock solution is prepared by dissolving the compound in an organic solvent like methanol or DMSO. This solution is used to generate a calibration curve to identify and quantify this metabolite in complex plant extracts or biological samples (e.g., plasma, urine). It ensures accurate tracking of this specific compound during research.
Cell Assay
For in vitro cellular experiments, Ferulic acid acyl-beta-D-glucoside is used as an analytical standard and, in some cases, to study its hydrolysis. For example, Caco-2 intestinal cells are cultured and treated with ferulic acid acyl-beta-D-glucoside. The culture media is collected at different time points, and the standard is used to quantify the amount of glucoside that has been taken up by the cells. LC-MS can be used to measure both the parent glucoside and free ferulic acid, allowing researchers to determine the rate of cellular hydrolysis by endogenous glucosidases.
Animal Protocol
For in vivo animal studies, Ferulic acid acyl-beta-D-glucoside is not administered as a drug but is used as an analytical standard. For example, in a rat study, animals are orally administered a polyphenol-rich extract containing ferulic acid. Blood plasma samples are collected over time. The glucoside standard is used to create a calibration curve for LC-MS to measure the concentration of this specific metabolite in the plasma. This data is used to determine the absorption and metabolism of dietary ferulic acid in the body, showing how it is conjugated to reach the bloodstream.
Toxicity/Toxicokinetics
As a naturally occurring dietary metabolite, Ferulic acid acyl-beta-D-glucoside is considered to have low toxicity and is generally recognized as safe (GRAS) for research purposes. The compound is a normal component of the human diet. Standard laboratory safety precautions for handling organic compounds should be used. Not intended for human consumption.
References

[1]. Metabolism of ferulic acid in rats. J Asian Nat Prod Res. 2005;7(1):49-58.

[2]. Ferulic Acid Exerts Anti-Angiogenic and Anti-Tumor Activity by Targeting Fibroblast Growth Factor Receptor 1-Mediated Angiogenesis. Int J Mol Sci. 2015 Oct 12;16(10):24011-31.

Additional Infomation
1-O-feruloyl-β-D-glucose is a β-D-glucose glycoside formed by the condensation of the carboxyl group of ferulic acid with the terminal hydroxyl group of β-D-glucose. It possesses antioxidant activity and is also a plant metabolite. It is a β-D-glucose glycoside, cinnamic acid ester, phenolic compound, and aromatic ether. Its function is related to ferulic acid. 1-O-feruloyl-β-D-glucose has been reported to exist in tea plant (Camellia sinensis), privet (Ligustrum obtusifolium), and other organisms with relevant data.
Ferulic acid acyl-beta-D-glucoside is not a drug but a research-use analytical standard and dietary metabolite. It is used to study the metabolism, bioavailability, and bioactivity of ferulic acid, a major dietary polyphenol. Its applications are in the fields of nutritional science, pharmacognosy, and drug metabolism, helping to explain how the health benefits of a diet rich in whole grains and plants are manifested at the molecular level.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H20O9
Molecular Weight
356.32
Exact Mass
356.111
CAS #
7196-71-6
PubChem CID
13962928
Appearance
White to off-white solid powder
LogP
-0.3
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
6
Heavy Atom Count
25
Complexity
469
Defined Atom Stereocenter Count
5
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
InChi Key
JWRQVQWBNRGGPK-PMQCXRHVSA-N
InChi Code
InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)18)3-5-12(19)25-16-15(22)14(21)13(20)11(7-17)24-16/h2-6,11,13-18,20-22H,7H2,1H3/b5-3+/t11-,13-,14+,15-,16+/m1/s1
Chemical Name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
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)
H2O: 50 mg/mL (140.32 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 25 mg/mL (70.16 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8065 mL 14.0323 mL 28.0647 mL
5 mM 0.5613 mL 2.8065 mL 5.6129 mL
10 mM 0.2806 mL 1.4032 mL 2.8065 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.
/

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.)
+
+
+

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.

Contact Us