2′-Hydroxychalcone
Based on 1 Customer Validation
2′-Hydroxychalcone is a hydroxyl derivative of chalcones with anticancer activities. 2'-Hydroxychalcone inhibits NF-κB pathway and induces autophagy and apoptosis in breast cancer cells. 2′-Hydroxychalcone shows a better antifungal activity against the complex Paracoccidioides spp.
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- Pureza : 99.54%
- No. CAS: 1214-47-7
- Fòrmula: C15H12O2
- Peso molecular:224.25
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Almacenamiento:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Actividad biológica
Descripciòn
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A2780cisR | GI50 |
13.45 μM
Compound: 6
|
Growth inhibition of cisplatin-resistant human A2780cis cells after 7 days by crystal violet staining based clonogenic assay
Growth inhibition of cisplatin-resistant human A2780cis cells after 7 days by crystal violet staining based clonogenic assay
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[PMID: 24565968] |
| A549 | IC50 |
>20 μM
Compound: 2
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Inhibition of TNFalpha induced NF-kappaB activation in human A549 cells by luciferase reporter gene assay
Inhibition of TNFalpha induced NF-kappaB activation in human A549 cells by luciferase reporter gene assay
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[PMID: 19883086] |
| HK-2 | IC50 |
24.4 μM
Compound: 8
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Growth inhibition of HK2 cells by sulforhodamine assay
Growth inhibition of HK2 cells by sulforhodamine assay
|
[PMID: 17383189] |
| HL-60 | IC50 |
18 μM
Compound: 2
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Cytotoxicity against human HL60 cells by MTT assay
Cytotoxicity against human HL60 cells by MTT assay
|
[PMID: 25091929] |
| HSC-2 | CC50 |
58 μM
Compound: 2'-hydroxychalcone
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Cytotoxicity against human HSC2 cells
Cytotoxicity against human HSC2 cells
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[PMID: 11429996] |
| HT-29 | IC50 |
85 μM
Compound: 8
|
Growth inhibition of HT29 cells by sulforhodamine assay
Growth inhibition of HT29 cells by sulforhodamine assay
|
[PMID: 17383189] |
| K562 | IC50 |
60.7 μM
Compound: 1
|
Cytotoxicity against Homo sapiens (human) K562 cells after 72 hr by MTT assay
Cytotoxicity against Homo sapiens (human) K562 cells after 72 hr by MTT assay
|
10.1007/s00044-010-9344-z |
| L929 | CC50 |
79.5 μM
Compound: 1
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Cytotoxicity in mouse NCTC-929 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
Cytotoxicity in mouse NCTC-929 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
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[PMID: 31000155] |
| MCF7 | IC50 |
28.4 μM
Compound: 2a
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The compound was tested for antiproliferative activity against MCF-7 human breast cancer cells
The compound was tested for antiproliferative activity against MCF-7 human breast cancer cells
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[PMID: 11720850] |
| MCF7 | IC50 |
78 μM
Compound: 8
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Growth inhibition of MCF7 cells by sulforhodamine assay
Growth inhibition of MCF7 cells by sulforhodamine assay
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[PMID: 17383189] |
| MOLM-13 | GI50 |
>10 μM
Compound: 1
|
Antiproliferative activity against human MOLM-13 cells assessed as reduction in cell viability after 72 hrs by MTS assay
Antiproliferative activity against human MOLM-13 cells assessed as reduction in cell viability after 72 hrs by MTS assay
|
[PMID: 32975953] |
| MV4-11 | GI50 |
>10 μM
Compound: 1
|
Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability after 72 hrs by MTS assay
Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability after 72 hrs by MTS assay
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[PMID: 32975953] |
| NALM-6 | IC50 |
37.5 μM
Compound: 2
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Cytotoxicity against human NALM6 cells by MTT assay
Cytotoxicity against human NALM6 cells by MTT assay
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[PMID: 25091929] |
| PBMC | IC50 |
11 μg/mL
Compound: 15
|
Immunosuppressive activity in human PBMC assessed as inhibition of PHA-induced T cell proliferation after 72 hrs by [3H]thymidine incorporation assay
Immunosuppressive activity in human PBMC assessed as inhibition of PHA-induced T cell proliferation after 72 hrs by [3H]thymidine incorporation assay
|
10.1007/s00044-013-0564-x |
| PBMC | IC50 |
19.7 μg/mL
Compound: 15
|
Immunosuppressive activity in human PBMC assessed as inhibition of PHA/PMA-induced IL-2 production after 18 hrs by ELISA
Immunosuppressive activity in human PBMC assessed as inhibition of PHA/PMA-induced IL-2 production after 18 hrs by ELISA
|
10.1007/s00044-013-0564-x |
| SK-N-MC | IC50 |
61.2 μM
Compound: 1
|
Cytotoxicity against Homo sapiens (human) SK-N-MC cells after 72 hr by MTT assay
Cytotoxicity against Homo sapiens (human) SK-N-MC cells after 72 hr by MTT assay
|
10.1007/s00044-010-9344-z |
| THP-1 | GI50 |
>10 μM
Compound: 1
|
Antiproliferative activity against human THP-1 cells assessed as reduction in cell viability after 72 hrs by MTS assay
Antiproliferative activity against human THP-1 cells assessed as reduction in cell viability after 72 hrs by MTS assay
|
[PMID: 32975953] |
| TK-10 | IC50 |
79 μM
Compound: 8
|
Growth inhibition of TK10 cells by sulforhodamine assay
Growth inhibition of TK10 cells by sulforhodamine assay
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[PMID: 17383189] |
| WM-115 | IC50 |
40.8 μM
Compound: 2
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Cytotoxicity against human WM115 cells by MTT assay
Cytotoxicity against human WM115 cells by MTT assay
|
[PMID: 25091929] |
In Vitro
2′-Hydroxychalcone (10-90 μM; 12-72 h) suppresses cell viability in a dose-dependent manner, with IC50 values of 37.74 μM and 34.26 μM for the two breast cancer cell lines MCF-7 and CMT-1211, respectively[1].
2′-Hydroxychalcone (10-30 μM; 24 h) promotes autophagy vesicle accumulation in breast cancer cells[1].
2′-Hydroxychalcone (30 μM; 24 h) induces autophagy-dependent apoptosis in breast cancer cells, and increases cleavage of caspase-3 and PARP[1].
2′-Hydroxychalcone (10-30 μM; 24 h) significantly reduces the expression of p-IκB and p-NF-κBp65, and elevates the levels of p-ERK and p-JNK[1].
2′-Hydroxychalcone (30 μM; 12-24 h) increased the intracellular ROS levels and triggered endoplasmic reticulum stress (ERS) of breast cancer cells[1].
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:MCF-7 and CMT-1211 cells
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Concentration:10 μM, 20 μM, 30 μM, 40 μM, 50 μM, 60 μM, 70 μM, 80 μM, and 90 μM
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Incubation Time:12 h, 24 h, 36 h, 48 h, 60 h, and 72 h
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Result:Suppressed cell viability in a dose-dependent manner.
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Cell Line:MCF-7 and CMT-1211 cells
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Concentration:10 μM, 20 μM, 30 μM
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Incubation Time:24 h
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Result:Induced autophagy and promoted autophagy flux in breast cancer cells.
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Cell Line:MCF-7 and CMT-1211 cells
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Concentration:30 μM
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Incubation Time:24 h
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Result:Induced autophagy-dependent apoptosis of breast cancer cells.
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Cell Line:MCF-7 and CMT-1211 cells
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Concentration:10 μM, 20 μM, 30 μM
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Incubation Time:24 h
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Result:Regulated MAPK/NF-κB signaling pathways and inhibited migration/invasion of breast cancer cells.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Five-week-old Balb/C female mice injected with CMT-1211 cells[1]
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Dosage:20 mg/kg, 40 mg/kg, 60 mg/kg
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Administration:Intraperitoneal injection; every 2 days; 3 weeks
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Result:Suppressed tumor growth and metastasis in vivo.
Chemical Information
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No. CAS 1214-47-7
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Appearance Solid
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Peso molecular 224.25
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Fòrmula C15H12O2
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Color Light yellow to yellow
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SMILES
O=C(C1=C(O)C=CC=C1)/C=C/C2=CC=CC=C2
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvente y solubilidad
In Vitro:
DMSO : 200 mg/mL (891.86 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)
Protocolo
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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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Autophagy
Autophagy is a process in which eukaryotic cells use lysosomes to degrade their own cytoplasmic proteins and damaged organelles under the regulation of autophagy related gene (Atg). Microtubule-associated proteins light chain 3 (LC3) is recognized as autophagy marker, which transfers from cytoplasmic LC3 (LC3-I) to membrane type (LC3-II). LC3-II/I ratio could be detected by Western Blot and fluorescence microscopy.
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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
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Lysosome and acidic-vesicle live-cell staining
Lysosome and acidic-vesicle live-cell staining detects acidic intracellular compartments by using membrane-permeant acidotropic probes that accumulate in low-pH vesicles, including lysosomes, late endosomes, autolysosomes, and acidic phagosomes. LysoTracker staining is commonly used as an intensity-based readout of acidic lysosomal compartment abundance or enlargement, while acridine orange produces green fluorescence in less concentrated compartments and red fluorescence after concentration-dependent accumulation in acidic vesicular organelles. Loss or reduction of acridine-orange red signal can be used as a readout of lysosomal membrane permeabilization or reduced acidic-vesicle integrity. This protocol is designed for live cultured cells and can be adapted for fluorescence microscopy, high-content imaging, plate-reader readout, or flow cytometry when the selected literature supports the readout. Because these dyes report acidotropic accumulation rather than lysosome identity alone,
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Macroautophagy Solutions
Macroautophagy is a conserved lysosome-dependent degradation pathway in which cytoplasmic material is sequestered into double-membrane autophagosomes and delivered to lysosomes for degradation and recycling. The pathway supports cellular homeostasis during nutrient limitation, organelle stress, protein-aggregate accumulation, infection, differentiation, and tissue remodeling by coupling cargo sequestration, autophagosome maturation, lysosomal fusion, and degradation of cargo-derived macromolecules. The core molecular sequence includes initiation by nutrient- and stress-regulated autophagy machinery, autophagosome nucleation, LC3/ATG8-family conjugation to autophagosomal membranes, cargo selection through receptors such as SQSTM1/p62, autophagosome-lysosome fusion, and lysosomal degradation. LC3 was identified as a mammalian homolog of yeast Atg8 that localizes to autophagosomal membranes after processing, and p62/SQSTM1 was shown to connect ubiquitinated cargo with autophagic degradati
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Breast Cancer Modeling
Breast cancer is a heterogeneous cancer, and it has been distinguished into four subtypes: luminal A, luminal B, HER2-positive and basal-like. Molecular mutations, epigenetic alterations, hormone exposure and immune microenvironment are related to the progression of breast cancer.
Pureza y Documentación
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Ficha de datos (278 KB)
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SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
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Instrucciones de manejo (2659 KB)
Referencias
[1]. Xiao Wang, et al. 2'-Hydroxychalcone Induces Autophagy and Apoptosis in Breast Cancer Cells via the Inhibition of the NF-κB Signaling Pathway: In Vitro and In Vivo Studies. Nutrients. 2024 Feb 13;16(4):514. [Content Brief]
[2]. Kaila P Medina-Alarcón, et al. Antifungal activity of 2'-hydroxychalcone loaded in nanoemulsion against Paracoccidioides spp. Future Microbiol. 2020 Jan:15:21-33. [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 | 4.4593 mL | 22.2965 mL | 44.5931 mL | 111.4827 mL |
| 5 mM | 0.8919 mL | 4.4593 mL | 8.9186 mL | 22.2965 mL | |
| 10 mM | 0.4459 mL | 2.2297 mL | 4.4593 mL | 11.1483 mL | |
| 15 mM | 0.2973 mL | 1.4864 mL | 2.9729 mL | 7.4322 mL | |
| 20 mM | 0.2230 mL | 1.1148 mL | 2.2297 mL | 5.5741 mL | |
| 25 mM | 0.1784 mL | 0.8919 mL | 1.7837 mL | 4.4593 mL | |
| 30 mM | 0.1486 mL | 0.7432 mL | 1.4864 mL | 3.7161 mL | |
| 40 mM | 0.1115 mL | 0.5574 mL | 1.1148 mL | 2.7871 mL | |
| 50 mM | 0.0892 mL | 0.4459 mL | 0.8919 mL | 2.2297 mL | |
| 60 mM | 0.0743 mL | 0.3716 mL | 0.7432 mL | 1.8580 mL | |
| 80 mM | 0.0557 mL | 0.2787 mL | 0.5574 mL | 1.3935 mL | |
| 100 mM | 0.0446 mL | 0.2230 mL | 0.4459 mL | 1.1148 mL |