Daidzein

Alias:
Cat No.:V2124 Purity: ≥98%
Daidzein is a naturally occuring isoflavone phytoestrogen isolated from Leguminosae, used as a component of foods and dietary supplements.
Daidzein Chemical Structure CAS No.: 486-66-8
Product category: PPAR
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
2g
5g
10g
Other Sizes

Other Forms of Daidzein:

  • Daidzein-d4
  • Daidzein-d6 (Daidzein-d6)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Daidzein is a naturally occuring isoflavone phytoestrogen isolated from Leguminosae, used as a component of foods and dietary supplements. In a dose-dependent manner, daizéin inhibits the production of NO as well as the expression of the iNOS protein and mRNA. Another crucial transcription factor for iNOS, signal transducer and activator of transcription 1 (STAT-1), is likewise inhibited by daizenein. Protein content, alkaline phosphatase activity, and DNA content are all significantly elevated in cells when daizeben (1 μM and 10 μM) is added; these increases are approximately 1.4-, 1.5-, and 2.0-fold, respectively.

Biological Activity I Assay Protocols (From Reference)
Targets
PPAR-γ; PPAR-α
ln Vitro
Daidzein inhibits the expression of the iNOS protein and mRNA as well as the generation of NO in a dose-dependent manner. Additionally, daizenein prevents the activation of another crucial transcription factor for iNOS, signal transducer and activator of transcription 1 (STAT-1). (Source: ) Daidzein (1 μM and 10 μM) significantly increases the amount of DNA, protein, and alkaline phosphatase activity in cells; these increases are approximately 1.4-, 1.5-, and 2.0-fold, respectively.[2] Daidzein (2-50 mM) increases the viability of osteoblasts by about 1.4-fold. The alkaline phosphatase activity and osteocalcin synthesis of osteoblasts are increased by approximately 1.4 and 2.0 times, respectively, by daifzein (2-100 mM). Osteoblast differentiation is stimulated by daizenein at different stages (from osteoprogenitors to terminally differentiated osteoblasts).[3] Calcium contents, deoxyribonucleic acid (DNA), and alkaline phosphatase activity are all markedly increased in bone tissues by daidzein (1 μM and 10 μM). Cycloheximide (1 μM) totally inhibits the rise in calcium content and alkaline phosphatase activity in bone tissues caused by dainzocine.[4]
ln Vivo
Daidzein causes body weight to decrease, a phenomenon that could be explained by female rats consuming less feed. In female rats, daidzein causes modest but non-significant reductions in the size of the mammary glands, uterine and ovarian weights.[5]
Enzyme Assay
Daidzein, a natural isoflavonoid found in Leguminosae, has received increasing attention because of its possible role in the prevention of osteoporosis. In the present investigation, primary osteoblastic cells isolated from newborn Wistar rats were used to investigate the effect of this isoflavonoid on osteoblasts. Daidzein (2-50 microM) increased the viability (P<0.05) of osteoblasts by about 1.4-fold. In addition, daidzein (2-100 microM) increased the alkaline phosphatase activity and osteocalcin synthesis (P<0.05) of osteoblasts by about 1.4- and 2.0-fold, respectively. Alkaline phosphatase and osteocalcin are phenotypic markers for early-stage differentiated osteoblasts and terminally differentiated osteoblasts, respectively. Our results indicated that daidzein stimulated osteoblast differentiation at various stages (from osteoprogenitors to terminally differentiated osteoblasts). We also investigated the effect of daidzein on bone morphogenetic protein (BMP) production in osteoblasts that display the mature osteoblast phenotype. The results indicated that BMP2 synthesis was elevated significantly in response to daidzein (the mRNA increased 5.0-fold, and the protein increased 7.0-fold), suggesting that some of the effects of daidzein on the cell may be mediated by the increased production of BMPs by the osteoblasts. In conclusion, daidzein has a direct stimulatory effect on bone formation in cultured osteoblastic cells in vitro, which may be mediated by increased production of BMPs in osteoblasts [1].
Cell Assay
Placing HEK293T cells on 24-well plates, they are grown to 70–80% confluence at a cell density of roughly 2.5×104 cells/well. The cells are then transfected using an X-treme GENE HP DNA Transfection Reagent with a plasmid expressing PPAR-α or PPAR-γ expression, and a plasmid containing the luciferase gene under the control of three tandem PPAR response elements (PPRE × 3 TK-luciferase) cyclically. The transfection efficiency is monitored by co-transfecting Renilla luciferase control vectors. Cells are incubated in DMSO-containing medium or different concentrations (6.25, 12.5, 25 μM) of Daidzein for an additional 24 hours following transfection. The luciferase activity of lysed cells is quantified and expressed as fold induction, which is standardized to the activity of the plasmid that controls renilla luciferase[1].
Animal Protocol
Mice: Male C57 (C57 bl/6) and Apoe KO (C57 background) mice aged 10 to 11 weeks are used for the experiments. Mice are given Moxifloxacin (100 mg/kg) for 3 days in order to aid in long-term stroke recovery. In an animal model of stroke, prophylactic antibiotic treatment has been demonstrated to effectively reduce mortality by attenuating peripheral infection. To further prevent dehydration, hydrogel (Clear H2O) is given and saline is injected subcutaneously every day. Mice that receive poststroke care (medication, hydration, and hydrogels with soft diet) during the acute phase (less than one week) begin to regain body weight by day five and continue to heal from stroke. For vehicle or Daidzein treatment, animals are chosen at random. After confirming the reperfusion of blood flow, vehicle or Daidzein (10 mg/kg) is administered subcutaneously within 30 minutes. This is done daily for 7 days, and then every other day for up to 1 month.
References

[1]. Biochem Pharmacol . 2003 Mar 1;65(5):709-15.

[2]. Mol Cell Biochem . 1999 Apr;194(1-2):93-7.

[3]. Toxicol Sci . 2002 Feb;65(2):228-38.

[4]. Mediators Inflamm . 2007:2007:45673.

[5]. Biochem Pharmacol . 2000 Mar 1;59(5):471-5.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H10O4
Molecular Weight
254.24
Exact Mass
254.06
Elemental Analysis
C, 70.86; H, 3.96; O, 25.17
CAS #
486-66-8
Related CAS #
Daidzein (Standard);486-66-8;Daidzein-d4;1219803-57-2;Daidzein-d6;291759-05-2
Appearance
Solid powder
LogP
2.78
tPSA
70.67
SMILES
C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
InChi Key
ZQSIJRDFPHDXIC-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H
Chemical Name
7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
Synonyms

Daidzeol; Daidzein; Isoaurostatin

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: ~51 mg/mL (~200.6 mM)
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.83 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 25.0 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: ≥ 2.5 mg/mL (9.83 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: 20 mg/mL (78.67 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.9333 mL 19.6665 mL 39.3329 mL
5 mM 0.7867 mL 3.9333 mL 7.8666 mL
10 mM 0.3933 mL 1.9666 mL 3.9333 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

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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?
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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:
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00951912 Completed Dietary Supplement: Placebo
Dietary Supplement: Daidzein
Type 2 Diabetes Mellitus Sun Yat-sen University August 2009 Not Applicable
NCT01556737 Completed Dietary Supplement: High
daidzein supplement
Dietary Supplement: High
genistein supplement
Postmenopause Wageningen University November 2011 Not Applicable
Biological Data
  • Effects of increasing concentrations of flavone, daidzein, and genistein on LPS (100 ng/ml)-induced NO production in J774 cells during a 24-hour incubation time. Mediators Inflamm . 2007:2007:45673.
  • Effects of flavone, daidzein, and genistein on LPS (100 ng/ml)-induced iNOS protein expression in J774 cells during a 24-hour incubation time. Mediators Inflamm . 2007:2007:45673.
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