yingweiwo

(+)-Epicatechin (Dexepicatechin; (+)-Epicatechol)

Alias: (+)-Epicatechin; 35323-91-2; ent-Epicatechin; d-Epicatechin; (+)-epicatechol; (2S,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol; (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol; Catechin C;
(+)-Epicatechin (Dexepicatechin) is a catechin and polyphenol with anti-oxidant effect.
(+)-Epicatechin (Dexepicatechin; (+)-Epicatechol)
(+)-Epicatechin (Dexepicatechin; (+)-Epicatechol) Chemical Structure CAS No.: 35323-91-2
Product category: Phenols
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
Other Sizes

Other Forms of (+)-Epicatechin (Dexepicatechin; (+)-Epicatechol):

  • Epicatechin
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
Top Publications Citing lnvivochem Products
Product Description
(+)-Epicatechin (Dexepicatechin) is a catechin and polyphenol with anti-oxidant effect.
Biological Activity I Assay Protocols (From Reference)
Targets
Natural polyphenol
ln Vitro
(+)-epicatechin is the enantiomer of (-)Epicatechin.
References

[1]. Anti-inflammatory secondary metabolites from the stems of Millettia dielsiana Harms ex Diels. Carbohydr Res. 2019 Oct 1;484:107778.

Additional Infomation
(+)-Epicatechin is a catechin belonging to the flavanoids, with five hydroxyl substituents at positions 3, 3', 4', 5, and 7 (2S,3S-stereoisomers). It is a cyclooxygenase I inhibitor and a plant metabolite. It is both a catechin and a polyphenol. It is the enantiomer of (-)-epicatechin.
(+)-Epicatechin has been reported to exist in Rosa laevigata, Pavetta owariensis, and several other organisms with relevant data.
Phytochemical studies of the stems of Millettia dielsiana Harms ex Diels isolated a new isoflavone glycoside—millettia glycoside A (1)—and 14 known compounds (2-15). Their chemical structures were determined by combining infrared spectroscopy, nuclear magnetic resonance spectroscopy, mass spectrometry, and optical rotation analysis, and by comparing with literature data. Ethanol extracts and several isolated compounds exerted inflammatory effects in lipopolysaccharide (LPS)-stimulated mouse RAW264.7 macrophages by inducing nitric oxide (NO) production. [1] In summary, a novel isoflavone glycoside, mildiside A (1), and 14 phenolic derivatives (2–15) were identified from the stems of M. dielsiana. Their structures were elucidated by spectroscopic analysis and comparison with previously reported physicochemical data. Most of the isolated compounds were phenolic derivatives, consistent with previous reports on other Millettia species. The active ingredients isolated from this plant may have the potential to treat inflammation-related diseases. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H14O6
Molecular Weight
290.27
Exact Mass
290.079
Elemental Analysis
C, 62.07; H, 4.86; O, 33.07
CAS #
35323-91-2
Related CAS #
(-)-Epicatechin;490-46-0
PubChem CID
182232
Appearance
White to off-white solid
Density
1.593 g/cm3
Boiling Point
630.4ºC at 760 mmHg
Melting Point
235 - 237 °C
Flash Point
335ºC
Index of Refraction
1.741
Source
Originated from plants: other families
LogP
1.546
tPSA
110.38
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
1
Heavy Atom Count
21
Complexity
364
Defined Atom Stereocenter Count
2
SMILES
C1=CC(=C(C=C1[C@H]2[C@H](CC3=C(C=C(C=C3O2)O)O)O)O)O
InChi Key
PFTAWBLQPZVEMU-ZFWWWQNUSA-N
InChi Code
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1
Chemical Name
(2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Synonyms
(+)-Epicatechin; 35323-91-2; ent-Epicatechin; d-Epicatechin; (+)-epicatechol; (2S,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol; (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol; Catechin C;
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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: ~50 mg/mL (~172.3 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.61 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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 (8.61 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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
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.

Solubility in Formulation 3: ≥ 2.5 mg/mL (8.61 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 DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4451 mL 17.2253 mL 34.4507 mL
5 mM 0.6890 mL 3.4451 mL 6.8901 mL
10 mM 0.3445 mL 1.7225 mL 3.4451 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.

Clinical Trial Information
Title:Safety and Biomarker Response to (+)-Epicatechin in Becker Muscular Dystrophy
Status:Completed
updateDate:2022-03-23
Ctid:NCT04386304

Link: https://clinicaltrials.gov/ct2/show/NCT04386304

Conditions:Becker Muscular Dystrophy
Interventions:(+)-Epicatechin
Phase:Phase 1
Title:Plus Epicatechin Duchenne Muscular Dystrophy in Non-ambulatory Adolescents
Status:Completed
updateDate:2021-12-21
Ctid:NCT02964377

Link: https://clinicaltrials.gov/ct2/show/NCT02964377

Conditions:Duchenne Muscular Dystrophy
Interventions:(+)- Epicatechin
Phase:Phase 1/Phase 2
Title:(+) Epicatechin to Treat Friedreich's Ataxia
Status:Completed
updateDate:2019-12-05
Ctid:NCT02660112

Link: https://clinicaltrials.gov/ct2/show/NCT02660112

Conditions:Friedreich's Ataxia
Interventions:(+)-Epicatechin
Phase:Phase 2
View More

Title:Early Phase Pre-Clinical and Initial Clinical Research on Epicatechin
Status:Completed
updateDate:2017-04-17
Ctid:NCT02330276

Link: https://clinicaltrials.gov/ct2/show/NCT02330276

Conditions:Pre-diabetes
Interventions:(+)-Epicatechin
Phase:Phase 1

Contact Us