yingweiwo

Daidzin

Alias: Daidzin; 552-66-9; Daidzoside; Daidzein 7-O-glucoside; Daidzein 7-glucoside; Daidzein-7-glucoside; daidzein 7-O-beta-D-glucoside; CHEBI:42202;
Cat No.:V19137 Purity: ≥98%
Daidzin is an isoflavone with antioxidant, anticancer, and antiatherosclerotic activities.
Daidzin
Daidzin Chemical Structure CAS No.: 552-66-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
250mg
500mg
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
Purity & Quality Control Documentation

Purity: =98.9%

Product Description
Daidzin is an isoflavone with antioxidant, anticancer, and antiatherosclerotic activities. Daidzin is a potent and specific inhibitor of mitochondrial ALDH-2. Daidzin reduces ethanol consumption.
Biological Activity I Assay Protocols (From Reference)
Targets
- Mitochondrial aldehyde dehydrogenase (Ki = 0.082 μM) [3]
- Serotonin and dopamine metabolism - related enzymes in mitochondria [4]
ln Vitro
- Inhibiting mitochondrial enzyme activity: Daidzin inhibits mitochondrial aldehyde dehydrogenase activity, with a Ki value of 0.082 μM. It also inhibits the metabolism of serotonin and dopamine in isolated mitochondria, suppressing the production of 5 - HIAA (IC50 = 2.7 μM) and increasing the content of 5 - HTOL in hamster mitochondrial culture [3][4]
Daidzin had a 0.082 and 0.052 μM Kis inhibitory effect on ALDH-2 and hamster, respectively[1]. Daidzin (500 μM) inhibits phorbol myristyl ester (PMA), which results in antioxidant action. To find out how well 5-HIAL in mitochondria and cells reduces cytochrome c, daidin (0-30 μM, 30 min) suppresses 5-HIAA (IC50 value = 2.7 μM) and increases hamster mitochondrial culture [3]. The 5-HTOL content [4].
ln Vivo
- Reducing blood alcohol levels and shortening sleep time: In rats, Daidzin (30 mg/kg, by gavage) can lower the blood alcohol levels caused by 3 g ethanol/kg body weight and shorten the sleep time produced by ethanol intoxication (7 g/kg, by gavage) [1]
- Suppressing ethanol intake: In Syrian golden hamsters, Daidzin can suppress ethanol intake. When administered at a dose of 70 meq/hamster/day by intra - peritoneal injection, it can prevent 62% of ethanol inhalation [3][4]
Daidzin (70 meq/hamster/day, intraperitoneal injection) can prevent 62% of ethanol inhalation in rat hamsters [4]. Daidzin (30 mg/kg, gavage) lowers fasting reserve blood alcohol levels (caused by 3 g ethanol/kg weight) and sleep duration (produced by ethanol intoxication, gavage 7 g/kg) [3].
Enzyme Assay
- Mitochondrial aldehyde dehydrogenase activity assay: Prepare mitochondrial extracts from relevant tissues or cells. Add different concentrations of Daidzin to the reaction system, along with the substrate of mitochondrial aldehyde dehydrogenase. Incubate at an appropriate temperature for a certain period, then use a specific detection method (such as measuring the change of product concentration by spectrophotometry) to determine the enzyme activity, and calculate the inhibitory effect of Daidzin on the enzyme according to the experimental results [3]
- Serotonin and dopamine metabolism - related enzyme activity assay: Isolate mitochondria from hamster tissues. Incubate mitochondria with Daidzin at different concentrations, and add the necessary co - factors and substrates for serotonin and dopamine metabolism. After a certain incubation time, detect the levels of 5 - HIAA and 5 - HTOL in the reaction system by appropriate methods (such as high - performance liquid chromatography), and evaluate the inhibitory effect of Daidzin on the metabolism of these two substances [4]
Animal Protocol
- For the experiment of reducing blood alcohol levels and shortening sleep time, rats are first fasted, and then given 3 g ethanol/kg body weight by gavage. After that, Daidzin is administered at a dose of 30 mg/kg by gavage. Observe and record the blood alcohol levels at different time points, and record the sleep time after giving 7 g/kg ethanol by gavage to induce intoxication [1]
- For the experiment of suppressing ethanol intake, Syrian golden hamsters are used. Daidzin is dissolved in an appropriate solvent and administered to hamsters by intra - peritoneal injection at a dose of 70 meq/hamster/day. Observe and record the ethanol intake of hamsters [3][4]
Toxicity/Toxicokinetics
107971 mouse LD50 intraperitoneal >2 gm/kg Pharmaceutical Chemistry Journal, 13(51), 1979
References

[1]. Daidzin, an antioxidant isoflavonoid, decreases blood alcohol levels and shortens sleep time induced by ethanol intoxication. Alcohol Clin Exp Res. 1994 Dec;18(6):1443-7.

[2]. Kudzu root: an ancient Chinese source of modern antidipsotropic agents. Phytochemistry. 1998 Feb;47(4):499-506.

[3]. Daidzin inhibits mitochondrial aldehyde dehydrogenase and suppresses ethanol intake of Syrian golden hamsters. Proc Natl Acad Sci U S A. 1997 Mar 4;94(5):1675-9.

[4]. Daidzin and its antidipsotropic analogs inhibit serotonin and dopamine metabolism in isolated mitochondria. Proc Natl Acad Sci U S A. 1998 Mar 3;95(5):2198-203.

Additional Infomation
Daidzin is an antioxidant isoflavonoid. It has the potential to be used as an antidipsotropic agent, which can reduce blood alcohol levels, shorten the sleep time induced by ethanol intoxication, and suppress ethanol intake, indicating its therapeutic potential for alcohol - related problems [1][3][4]
Daidzein 7-O-beta-D-glucoside is a glycosyloxyisoflavone that is daidzein attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is used in the treatment of alcohol dependency (antidipsotropic). It has a role as a plant metabolite. It is a hydroxyisoflavone, a monosaccharide derivative and a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a daidzein.
Daidzin has been reported in Salvia hispanica, Begonia nantoensis, and other organisms with data available.
See also: Astragalus propinquus root (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H20O9
Molecular Weight
416.3781
Exact Mass
416.11
Elemental Analysis
C, 60.58; H, 4.84; O, 34.58
CAS #
552-66-9
PubChem CID
107971
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Boiling Point
727.6±60.0 °C at 760 mmHg
Melting Point
234-236°C
Flash Point
259.8±26.4 °C
Vapour Pressure
0.0±2.5 mmHg at 25°C
Index of Refraction
1.695
LogP
0.45
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
4
Heavy Atom Count
30
Complexity
644
Defined Atom Stereocenter Count
5
SMILES
C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChi Key
KYQZWONCHDNPDP-QNDFHXLGSA-N
InChi Code
InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
Chemical Name
3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Synonyms
Daidzin; 552-66-9; Daidzoside; Daidzein 7-O-glucoside; Daidzein 7-glucoside; Daidzein-7-glucoside; daidzein 7-O-beta-D-glucoside; CHEBI:42202;
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)
DMSO : ~250 mg/mL (~600.41 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.00 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to 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: 2.08 mg/mL (5.00 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

View More

Solubility in Formulation 3: ≥ 2.08 mg/mL (5.00 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 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4017 mL 12.0083 mL 24.0165 mL
5 mM 0.4803 mL 2.4017 mL 4.8033 mL
10 mM 0.2402 mL 1.2008 mL 2.4017 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
Interaction Between a Natural Aldehyde Dehydrogenase 2 (ALDH2) Inhibitor and Alcohol
CTID: NCT02309801
Phase: Phase 1
Status: Completed
Date: 2014-12-05
Contact Us