Bisphenol F
Based on 1 Customer Validation
Bisphenol F is an orally active endocrine disruptor. Bisphenol F promotes ROS generation, upregulates p-AKT/p-GSK3β, and induces Apoptosis. Bisphenol F interferes with glucose metabolism, affects neurodevelopment and reproductive function. Bisphenol F reduces social novelty preference in mouse offspring. Bisphenol F can be used in bone, blood, and fat-related studies. Bisphenol F is used as a substitute for Bisphenol A (HY-18260).
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- Pureté : 99.93%
- CAS No.: 620-92-8
- Formule: C13H12O2
- Masse moléculaire:200.24
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Stockage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Protocole
- Pureté et documentation
- Références
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Help & FAQs
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HY-18260
Bisphenol AEndocrine-Disrupting Compound -
HY-W011927
4,4'-SulfonyldiphenolEstrogen receptor agonist -
HY-B1945
DEHPEndogenous Metabolite -
HY-W014901R
Bisphenol F (Standard)Standard of Bisphenol F -
HY-W023144
Tris(1-chloro-2-propyl) phosphateApoptotic Inducer -
HY-10580
GSK 3 Inhibitor IXATP-Competitive Inhibitor -
HY-W011048
2,2-Bis(3-phenyl-4-hydroxyphenyl)propaneActive Compound -
HY-10580R
GSK 3 Inhibitor IX (Standard)Reference Standard -
HY-W011048R
2,2-Bis(3-phenyl-4-hydroxyphenyl)propane (Standard)Active Compound
Activité biologique
Description
IC50 & Target
[7]|
GSK-3β |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | EC50 |
909 nM
Compound: 2
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Agonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ER-alpha-mediated transcriptional activity by luciferase reporter gene assay
Agonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ER-alpha-mediated transcriptional activity by luciferase reporter gene assay
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[PMID: 30940565] |
| HEK293 | EC50 |
>10000 nM
Compound: 2
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Selective estrogen receptor down-regulator activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ERalpha degradation by luciferase reporter gene assay
Selective estrogen receptor down-regulator activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ERalpha degradation by luciferase reporter gene assay
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[PMID: 30940565] |
| HEK293 | IC50 |
>10000 nM
Compound: 2
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Antagonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as reduction in E2-induced ER-alpha-mediated transcriptional activity by luciferase reporter gene assay
Antagonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as reduction in E2-induced ER-alpha-mediated transcriptional activity by luciferase reporter gene assay
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[PMID: 30940565] |
| HEK293 | EC50 |
237 μM
Compound: 1
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Agonist activity at MT1 receptor (unknown origin) expressed in HEK293 cells by Fluo-8 dye-based calcium assay
Agonist activity at MT1 receptor (unknown origin) expressed in HEK293 cells by Fluo-8 dye-based calcium assay
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[PMID: 31204226] |
| HEK293 | EC50 |
244 μM
Compound: 1
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Agonist activity at MT2 receptor (unknown origin) expressed in HEK293 cells by Fluo-8 dye-based calcium assay
Agonist activity at MT2 receptor (unknown origin) expressed in HEK293 cells by Fluo-8 dye-based calcium assay
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[PMID: 31204226] |
| HeLa S3 | IC50 |
>10 μM
Compound: 15
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Cytotoxicity against human HeLa S3 cells assessed as cell viability incubated for 48 hrs by microscopic analysis
Cytotoxicity against human HeLa S3 cells assessed as cell viability incubated for 48 hrs by microscopic analysis
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[PMID: 35704432] |
In Vitro
Bisphenol F (0-100 µM; 24 h) significantly reduces cell viability, induces oxidative stress (increased ROS, decreased antioxidant enzyme activity) in human granulosa KGN cells[1].
Bisphenol F (0.1-10 µM; 24 h) significantly inhibits proliferation via apoptosis induction in human osteoblasts, reducing alkaline phosphatase activity and mineralization capacity[2].
Bisphenol F (0.1-500 µg/mL; 1-24 h) induces ROS in human red blood cells[3].
Bisphenol F (10 nM-1 µM; 12 d) inhibits late differentiation gene expression and reduces lipid accumulation in 3T3-L1 preadipocytes[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
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Cell Line:Murine 3T3-L1 preadipocytes
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Concentration:10 nM, 1 µM
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Incubation Time:12 d
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Result:Downregulated the mRNA levels of Cfd and Plin at day 12 of differentiation.
In Vivo
Bisphenol F (100 µg/kg; i.g.; every other day; 5 months) improves glucose tolerance, insulin sensitivity, inhibits hepatic gluconeogenesis, and increases TCA cycle metabolites in high-fat diet-fed mice[7].
Bisphenol F (50 µg/kg; s.c.; daily) decreases social novelty preference in C57BL/6J mouse offspring without affecting anxiety/depression-like behaviors[8].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Male C57BL/6J mice (8-10 weeks old, ~25 g); high-fat diet model[7]
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Dosage:100 µg/kg
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Administration:Gavage (i.g.); every other day; 5 months
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Result:Reduced fasting blood glucose by ~20% in HFD mice.
Enhanced insulin signaling in skeletal muscle (p-AKT/p-GSK3β upregulation), and decreased hepatic G6pase/Pepck mRNA expression by ~40-50%.
Chemical Information
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CAS No. 620-92-8
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Appearance Solid
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Masse moléculaire 200.24
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Formule C13H12O2
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Color White to off-white
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SMILES
OC1=CC=C(CC2=CC=C(O)C=C2)C=C1
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Synonyms
BPF; 4,4'-Dihydroxydiphenylmethane
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Structure Classification
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Initial Source
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvant et solubilité
In Vitro:
DMSO : 100 mg/mL (499.40 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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
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 (12.49 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 (12.49 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.
Protocole
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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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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
Pureté et documentation
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Fiche technique (276 KB)
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SDS (762 KB)
- English - EN (762 KB)
- Français - FR (762 KB)
- Deutsch - DE (762 KB)
- Norwegian - NO (762 KB)
- Español - ES (762 KB)
- Swedish - SV (762 KB)
- Italian - IT (762 KB)
- Korean - KR (762 KB)
- Portuguese - PT (762 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Huang M, et al. Bisphenol A and its analogues bisphenol S, bisphenol F and bisphenol AF induce oxidative stress and biomacromolecular damage in human granulosa KGN cells. Chemosphere. 2020 Aug;253:126707. [Content Brief]
[2]. García-Recio E, et al. Effects of bisphenol F, bisphenol S, and bisphenol AF on cultured human osteoblasts. Arch Toxicol. 2023 Jul;97(7):1899-1905. [Content Brief]
[3]. Maćczak A, et al. Bisphenol A, bisphenol S, bisphenol F and bisphenol AF induce different oxidative stress and damage in human red blood cells (in vitro study). Toxicol In Vitro. 2017 Jun;41:143-149. [Content Brief]
[4]. Drobna Z, et al. Bisphenol F has different effects on preadipocytes differentiation and weight gain in adult mice as compared with Bisphenol A and S. Toxicology. 2019 May 15;420:66-72. [Content Brief]
[5]. Kim Y, et al. Mechanism of Bisphenol F Affecting Motor System and Motor Activity in Zebrafish. Toxics. 2023 May 24;11(6):477. [Content Brief]
[6]. Li B, et al. Effect of bisphenol F on reproductive function in F1 generation male mice and its potential mechanisms. Environ Pollut. 2025 Feb 15;367:125546. [Content Brief]
[7]. Lv Z, et al. In vivo hypoglycemic effects of bisphenol F exposure in high-fat diet mice. Chemosphere. 2023 Jan;311(Pt 1):137066. [Content Brief]
[8]. Moon HJ, et al. Effects of prenatal bisphenol S and bisphenol F exposure on behavior of offspring mice. Anim Cells Syst (Seoul). 2023 Oct 11;27(1):260-271. [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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.9940 mL | 24.9700 mL | 49.9401 mL | 124.8502 mL |
| 5 mM | 0.9988 mL | 4.9940 mL | 9.9880 mL | 24.9700 mL | |
| 10 mM | 0.4994 mL | 2.4970 mL | 4.9940 mL | 12.4850 mL | |
| 15 mM | 0.3329 mL | 1.6647 mL | 3.3293 mL | 8.3233 mL | |
| 20 mM | 0.2497 mL | 1.2485 mL | 2.4970 mL | 6.2425 mL | |
| 25 mM | 0.1998 mL | 0.9988 mL | 1.9976 mL | 4.9940 mL | |
| 30 mM | 0.1665 mL | 0.8323 mL | 1.6647 mL | 4.1617 mL | |
| 40 mM | 0.1249 mL | 0.6243 mL | 1.2485 mL | 3.1213 mL | |
| 50 mM | 0.0999 mL | 0.4994 mL | 0.9988 mL | 2.4970 mL | |
| 60 mM | 0.0832 mL | 0.4162 mL | 0.8323 mL | 2.0808 mL | |
| 80 mM | 0.0624 mL | 0.3121 mL | 0.6243 mL | 1.5606 mL | |
| 100 mM | 0.0499 mL | 0.2497 mL | 0.4994 mL | 1.2485 mL |
Bisphenol F Related Classifications
HY-W014901 Related Classifications
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