Dihydrodaidzein
Based on 1 publication(s) in Google Scholar
Dihydrodaidzein is a dietary phytoestrogen. Dihydrodaidzein possesses functions including antioxidation, inhibition of DNA oxidative damage, regulation of lipid metabolism and maintenance of intestinal flora stability. Dihydrodaidzein induces apoptosis, regulates immune responses, modulates tumor-related factors, activates the Bmp-2 signaling pathway, inhibits NF-κB and MAPK, and exhibits anti-inflammatory activity. Dihydrodaidzein can be used in research related to cancer, cardiovascular diseases, osteoporosis and inflammatory diseases.
For research use only. We do not sell to patients.
- Purity : 99.38%
- CAS No.: 17238-05-0
- Formula: C15H12O4
- Molecular Weight:256.26
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Protocols
- Purity & Documentation
- References
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Help & FAQs
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HY-N4075
O-DesmethylangolensinEndogenous Metabolite -
HY-100583
(-)-(S)-EquolEstrogen Receptor β Ligand -
HY-100583A
(±)-EquolNonsteroidal Estrogen -
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Puerarin5-HT Receptor Antagonist -
HY-N1461R
Dihydrodaidzein (Standard)Reference Standard -
HY-N0120A
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DihydromyricetinAutophagy Inducer -
HY-N0280
Corosolic acidAutophagy Inducer -
HY-N0678
IcaritinApoptosis Inducer -
HY-N8495
4'-HydroxyflavanoneSREBP Maturation Inhibitor -
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HY-N0233
BavachinPhytoestrogen
Publications Citing Use of MedChemExpress (MCE) Dihydrodaidzein
MoreAll Endogenous Metabolite Isoforms
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Biological Activity
Description
In Vitro
Dihydrodaidzein, which is obtained as a racemic mixture through the conversion of Daidzein (HY-N0019) by cell extracts of Slackia isoflavoniconvertens, can be further converted into Equol ((-)-(S)-Equol) (HY-100583)[1].
Dihydrodaidzein can be absorbed and converted into Equol ((-)-(S)-Equol) (HY-100583) by bacteria of the genus Lactococcus[3].
Dihydrodaidzein exhibits high effective permeability in artificial membrane and Caco-2 monolayer assays, indicating its superior intestinal permeability[5].
Dihydrodaidzein promotes osteogenesis in MC3T3-E1 cells via the Bmp2 pathway and inhibits osteoclastogenesis in RAW 264.7 cells by suppressing the NF-κB and MAPK pathways[5].
Dihydrodaidzein possesses favorable water solubility (0.14 g/L), exhibits definite solubility in various organic solvents and alkaline solutions, and has a pKa value of 7.71[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 17238-05-0
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Appearance Solid
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Molecular Weight 256.26
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Formula C15H12O4
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Color Off-white to gray
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SMILES
O=C1C(C2=CC=C(O)C=C2)COC3=CC(O)=CC=C13
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Synonyms
(±)-Dihydrodaidzein
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Structure Classification
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 2 years -20°C 1 year
Publications (1)
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Journal Impact Factor
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Most Recent
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Biol Reprod
Associations between isoflavone exposure and reproductive damage in adult males: evidence from human and model system studies. [Abstract]2022 Nov 14;107(5):1360-1373. PMID: 35948002
Solvent & Solubility
In Vitro:
DMSO : 100 mg/mL (390.23 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (9.76 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (9.76 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Protocols
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Apoptosis
Apoptosis, also called programmed cell death, is generally characterized by distinct morphological characteristics.
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TUNEL staining for apoptotic DNA fragmentation
TUNEL staining detects DNA strand breaks by using terminal deoxynucleotidyl transferase to add labeled nucleotides to exposed 3′-OH DNA termini, generating either microscopic staining in fixed cells or tissue sections, or fluorescence/cytometric signal in cell suspensions. TUNEL positivity reflects DNA fragmentation but should not be interpreted alone as definitive apoptosis, because TUNEL can also label necrotic, autolytic, mechanically damaged, or DNA-repair-associated DNA breaks.
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Annexin V plus membrane-impermeant dye apoptosis staining
Annexin V-based apoptosis assays rely on the detection of phosphatidylserine (PS) externalization from the inner leaflet of the plasma membrane to the outer leaflet, an early biochemical hallmark of apoptosis. Fluorescently labeled Annexin V binds PS in a calcium-dependent manner, enabling identification of early apoptotic cells by flow cytometry or fluorescence microscopy. When combined with a membrane-impermeant DNA-binding dye (e. g. , propidium iodide), this approach allows discrimination between viable (Annexin V−/dye−), early apoptotic (Annexin V+/dye−), and late apoptotic or necrotic (Annexin V+/dye+) cell populations by assessing membrane integrity and PS exposure.
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ROS/oxidative-stress fluorescent staining
ROS/oxidative-stress fluorescent staining uses cell-permeant fluorogenic probes that become fluorescent after oxidation inside cells or tissues; commonly used examples include DCFH-DA/DCFDA for broad cellular oxidant detection, DHE for superoxide-related signal detection, MitoSOX for mitochondrial superoxide-related signal detection, and CellROX probes for oxidative-stress-associated fluorescence readouts. The assay detects probe oxidation rather than a single ROS species unless the probe and analysis method have been chemically validated for that species. DCFH-DA enters cells, is deacetylated by intracellular esterases to DCFH, and produces fluorescent DCF after oxidation, so the readout is used as an operational measure of total cellular oxidative stress rather than a species-specific ROS measurement. DHE and MitoSOX can report superoxide-related oxidation, but red fluorescence alone can include non-specific ethidium-like oxidation products; HPLC or optimized spectral approaches are
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Cotton Pellet Granuloma
Cotton pellet granuloma is a classical in vivo chronic inflammation model used to evaluate the anti-inflammatory potential of test substances by measuring their ability to inhibit granuloma tissue formation around an implanted foreign body (cotton pellet) in rodents. The method is based on the biological response to a sterile implanted material, which induces proliferative phase inflammation characterized by fibroblast proliferation and collagen-rich granuloma formation, and the final readout reflects the extent of chronic inflammatory tissue growth surrounding the pellet. In multiple preclinical pharmacological evaluations, inhibition of cotton pellet-induced granuloma formation has been used as an indicator of anti-inflammatory activity in both synthetic and natural product screening contexts.
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Carrageenan-Induced Paw Edema
Carrageenan-induced paw edema is an acute inflammation model in which intraplantar injection of carrageenan induces localized inflammatory swelling characterized by vascular permeability, leukocyte infiltration, and production of inflammatory mediators such as prostaglandins and cytokines, making it widely used to evaluate anti-inflammatory agents in vivo. The resulting paw volume or thickness increase is quantified over time as a direct readout of inflammatory intensity and drug efficacy, typically reflecting cyclooxygenase-mediated prostaglandin-driven edema formation and immune cell recruitment in peripheral tissue[20].
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Apoptosis Solutions
Apoptosis is a regulated, generally non-lytic cell-death pathway that removes unwanted, damaged, infected, or abnormal cells through coordinated morphological changes, caspase activation, DNA fragmentation, and membrane remodeling. The intrinsic apoptosis pathway is controlled mainly by mitochondrial outer membrane permeabilization, BCL-2 family proteins, cytochrome c release, apoptosome formation, caspase-9 activation, and downstream executioner caspase-3/7 activation. The extrinsic apoptosis pathway is initiated by death receptors such as Fas, TNFR, and TRAIL receptors, which recruit adaptor proteins and activate caspase-8 before engaging executioner caspases or mitochondrial amplification through BID cleavage. Apoptosis is linked to many phenotypes, including cancer cell killing, tissue homeostasis, immune regulation, neurodegeneration, infection response, and treatment-induced cytotoxicity; unresolved questions include how apoptosis interacts with necroptosis, pyroptosis, ferroptos
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Research Protocol for Inflammation-related Diseases
The NLRP3 inflammasome is a cytosolic innate immune signaling platform that integrates priming signals and danger-signal activation to promote caspase-1 activation, maturation of IL-1β and IL-18, and gasdermin D-mediated pyroptotic cell death. The core experimental logic is to determine whether inflammatory disease phenotypes are driven by increased NLRP3 expression, ASC-containing inflammasome assembly, caspase-1 cleavage, GSDMD cleavage, and extracellular release of IL-1β/IL-18 rather than by nonspecific cell injury alone. The pathway is strongly linked to inflammation-related disease phenotypes because monosodium urate crystals activate NALP3/NLRP3 inflammasome signaling in gout-like crystal inflammation, cholesterol crystals activate NLRP3 inflammasomes in atherogenesis models, and DSS-induced intestinal inflammation has been reported to involve NLRP3 inflammasome activity. However, experimental colitis studies also show context-dependent protective effects of NLRP3 inflammasome co
Purity & Documentation
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Data Sheet (273 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Schröder C, et al. Identification and expression of genes involved in the conversion of daidzein and genistein by the equol-forming bacterium Slackia isoflavoniconvertens. Applied and environmental microbiology. 2013 Jun;79(11):3494-502. [Content Brief]
[2]. Franke AA, et al. Liquid chromatographic-photodiode array mass spectrometric analysis of dietary phytoestrogens from human urine and blood. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Sep 25;777(1-2):45-59. [Content Brief]
[3]. Ubaid M, et al. Daidzein from Dietary Supplement to a Drug Candidate: An Evaluation of Potential. ACS omega. 2023 Sep 12;8(36):32271-32293. [Content Brief]
[4]. Shimada Y, et al. Cloning and expression of a novel NADP(H)-dependent daidzein reductase, an enzyme involved in the metabolism of daidzein, from equol-producing Lactococcus strain 20-92. Applied and environmental microbiology. 2010 Sep;76(17):5892-901. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| DMSO | 1 mM | 3.9023 mL | 19.5114 mL | 39.0229 mL | 97.5572 mL |
| 5 mM | 0.7805 mL | 3.9023 mL | 7.8046 mL | 19.5114 mL | |
| 10 mM | 0.3902 mL | 1.9511 mL | 3.9023 mL | 9.7557 mL | |
| 15 mM | 0.2602 mL | 1.3008 mL | 2.6015 mL | 6.5038 mL | |
| 20 mM | 0.1951 mL | 0.9756 mL | 1.9511 mL | 4.8779 mL | |
| 25 mM | 0.1561 mL | 0.7805 mL | 1.5609 mL | 3.9023 mL | |
| 30 mM | 0.1301 mL | 0.6504 mL | 1.3008 mL | 3.2519 mL | |
| 40 mM | 0.0976 mL | 0.4878 mL | 0.9756 mL | 2.4389 mL | |
| 50 mM | 0.0780 mL | 0.3902 mL | 0.7805 mL | 1.9511 mL | |
| 60 mM | 0.0650 mL | 0.3252 mL | 0.6504 mL | 1.6260 mL | |
| 80 mM | 0.0488 mL | 0.2439 mL | 0.4878 mL | 1.2195 mL | |
| 100 mM | 0.0390 mL | 0.1951 mL | 0.3902 mL | 0.9756 mL |
Dihydrodaidzein Related Classifications
HY-N1461 Related Classifications
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