Dehydrozingerone
Based on 1 Customer Validation
Dehydrozingerone is a ginger-derived component and cyclin D1 inhibitor that downregulates cyclin D1 expression and induces cell cycle G1 phase arrest. Dehydrozingerone reduces the proliferative capacity of castration-resistant prostate cancer cells under in vitro conditions. Dehydrozingerone reduces subcutaneous tumor growth by inhibiting cell proliferation and angiogenesis. Dehydrozingerone exerts antibacterial and antifungal activities via its α,β-unsaturated carbonyl conjugated system. Dehydrozingerone can be used in studies related to castration-resistant prostate cancer, bacterial infections, and food spoilage fungal infections.
商品は「研究用試薬」です。人や動物の医療用・臨床診断用・食品用の製品ではありません。
研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- 純度: 99.98%
- CAS 番号: 1080-12-2
- 分子式: C11H12O3
- 分子量:192.21
-
保管条件:
RT, stored under nitrogen.
In solvent -80°C, 1 year , -20°C, 6 months
生物活性
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| 1A9 | ED50 |
33.9 μM
Compound: 4, DZ
|
Cytotoxicity against human 1A9 cells
Cytotoxicity against human 1A9 cells
|
[PMID: 17591444] |
| A498 | IC50 |
125 μM
Compound: DZG
|
Antiproliferative activity against human A498 cells after 72 hrs by MTT assay
Antiproliferative activity against human A498 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| A549 | ED50 |
>52 μM
Compound: 4, DZ
|
Cytotoxicity against human A549 cells
Cytotoxicity against human A549 cells
|
[PMID: 17591444] |
| A549 | IC50 |
>10 μg/mL
Compound: 1
|
Cytotoxicity against human A549 cells after 2 days by sulforhodamine B assay
Cytotoxicity against human A549 cells after 2 days by sulforhodamine B assay
|
[PMID: 17067159] |
| BMDM | IC50 |
7.5 μM
Compound: 2g
|
Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base
Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base
|
[PMID: 31257875] |
| DU-145 | ED50 |
>52 μM
Compound: 4, DZ
|
Cytotoxicity against human DU145 cells
Cytotoxicity against human DU145 cells
|
[PMID: 17591444] |
| HCT-116 | IC50 |
34.78 μM
Compound: 1; DHZ; Dehydrozingerone
|
Antiproliferative activity against human HCT116 cells after 48 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 48 hrs by MTT assay
|
[PMID: 30108729] |
| HCT-116 | IC50 |
70 μM
Compound: DZG
|
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| HCT-15 | IC50 |
65 μM
Compound: DZG
|
Antiproliferative activity against human HCT15 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT15 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| HCT-8 | ED50 |
>52 μM
Compound: 4, DZ
|
Cytotoxicity against human HCT8 cells
Cytotoxicity against human HCT8 cells
|
[PMID: 17591444] |
| HEK293 | IC50 |
64 μM
Compound: DZG
|
Antiproliferative activity against human HEK293 cells after 72 hrs by MTT assay
Antiproliferative activity against human HEK293 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| K562 | GI50 |
85.33 μM
Compound: 2
|
Antiproliferative activity against human K562 cells measured after 48 hrs by Presto blue assay
Antiproliferative activity against human K562 cells measured after 48 hrs by Presto blue assay
|
[PMID: 27908756] |
| K562 | GI50 |
92 μM
Compound: 2
|
Inhibition of P-gp in doxorubicin resistant human K562 cells assessed as reduction in cell viability measured after 48 hrs by Presto blue assay
Inhibition of P-gp in doxorubicin resistant human K562 cells assessed as reduction in cell viability measured after 48 hrs by Presto blue assay
|
[PMID: 27908756] |
| K562 | IC50 |
68 μM
Compound: 4b'
|
In vitro cell growth inhibitory activity against K562 human chronic myelogenous leukemia cell line
In vitro cell growth inhibitory activity against K562 human chronic myelogenous leukemia cell line
|
10.1016/S0960-894X(97)10147-0 |
| KB | IC50 |
>10 μg/mL
Compound: 1
|
Cytotoxicity against human KB cells after 2 days by sulforhodamine B assay
Cytotoxicity against human KB cells after 2 days by sulforhodamine B assay
|
[PMID: 17067159] |
| KB | IC50 |
>10 μg/mL
Compound: 1
|
Cytotoxicity against multidrug-resistant human KB-VCR cells after 2 days by sulforhodamine B assay
Cytotoxicity against multidrug-resistant human KB-VCR cells after 2 days by sulforhodamine B assay
|
[PMID: 17067159] |
| LNCaP | ED50 |
51 μM
Compound: 4, DZ
|
Cytotoxicity against human LN-Cap cells
Cytotoxicity against human LN-Cap cells
|
[PMID: 17591444] |
| M14 | IC50 |
550 μM
Compound: DZG
|
Antiproliferative activity against human M14 cells after 72 hrs by MTT assay
Antiproliferative activity against human M14 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| MCF7 | IC50 |
31 μM
Compound: DZG
|
Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| MCF7 | IC50 |
54.65 μM
Compound: 1; DHZ; Dehydrozingerone
|
Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay
Antiproliferative activity against human MCF7 cells after 48 hrs by MTT assay
|
[PMID: 30108729] |
| MDA-MB-231 | IC50 |
86 μM
Compound: DZG
|
Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT assay
Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| NCI-H322M | IC50 |
96 μM
Compound: DZG
|
Antiproliferative activity against human NCI-H322M cells after 72 hrs by MTT assay
Antiproliferative activity against human NCI-H322M cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| NCI-H460 | GI50 |
64.75 μM
Compound: 2
|
Antiproliferative activity against human NCI-H460 cells measured after 48 hrs by sulforhodamine B assay
Antiproliferative activity against human NCI-H460 cells measured after 48 hrs by sulforhodamine B assay
|
[PMID: 27908756] |
| OVCAR-4 | IC50 |
139 μM
Compound: DZG
|
Antiproliferative activity against human OVCAR4 cells after 72 hrs by MTT assay
Antiproliferative activity against human OVCAR4 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| PC-3 | ED50 |
>52 μM
Compound: 4, DZ
|
Cytotoxicity against human PC3 cells
Cytotoxicity against human PC3 cells
|
[PMID: 17591444] |
| PC-3 | IC50 |
43.21 μM
Compound: 1; DHZ; Dehydrozingerone
|
Antiproliferative activity against human PC3 cells after 48 hrs by MTT assay
Antiproliferative activity against human PC3 cells after 48 hrs by MTT assay
|
[PMID: 30108729] |
| PC-3 | IC50 |
68 μM
Compound: DZG
|
Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay
Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| Raji | IC50 |
95 molar ratio
Compound: DZG; Dehydrozingerone
|
Cytotoxicity against human Raji cells expressing EBV-EA assessed as inhibition of TPA-induced EBV-EA activation after 48 hrs by trypan blue staining based immunofluorescence method relative to TPA
Cytotoxicity against human Raji cells expressing EBV-EA assessed as inhibition of TPA-induced EBV-EA activation after 48 hrs by trypan blue staining based immunofluorescence method relative to TPA
|
[PMID: 26796952] |
| SNB-19 | IC50 |
138 μM
Compound: DZG
|
Antiproliferative activity against human SNB19 cells after 72 hrs by MTT assay
Antiproliferative activity against human SNB19 cells after 72 hrs by MTT assay
|
[PMID: 30429098] |
| ZR-75-1 | ED50 |
>52 μM
Compound: 4, DZ
|
Cytotoxicity against human ZR751 cells
Cytotoxicity against human ZR751 cells
|
[PMID: 17591444] |
Dehydrozingerone (0-200 μM; 48 h) inhibits the proliferation of rat castration-resistant prostate cancer PLS10 cells in vitro with an IC50 of 153.13 μM[1].
Dehydrozingerone (0-200 μM; 48 h) induces G1 phase cell cycle arrest and downregulates cyclin D1 expression in rat castration-resistant prostate cancer PLS10 cells at concentrations of 150 and 200 μM for 48 h[1].
Dehydrozingerone (1 mg) exhibits strong antifungal activity against Aspergillus niger, Aspergillus ochraceus, Aspergillus flavus, and Penicillium sp., with the largest inhibition zones measured at 31.0 ± 1.0 mm and 31.5 ± 3.5 mm for Aspergillus niger and Penicillium sp., respectively[2].
Dehydrozingerone (1041 μM; 5 to 7 d) exerts potent antifungal activity against multiple food spoilage fungal pathogens, with the largest inhibition zones observed against Penicillium chrysogenum (29.5 mm) and Aspergillus ochraceus (30.5 mm)[3].
Dehydrozingerone (260-1041 μM; up to 10 d) inhibits growth and sporulation of Aspergillus ochraceus in a concentration- and time-dependent manner, with complete sporulation prevention at 781 μM when applied within 2 days of inoculation and 100% growth inhibition at 1041 μM after 5 d of incubation[3].
Dehydrozingerone (260-1041 μM) reduces the levels of key biomolecules (DNA, RNA, protein, total sugars) and biomass in Aspergillus ochraceus, with the most pronounced effects on biomolecule levels observed at 260 μM and the highest growth inhibition at 1041 μM[3].
Dehydrozingerone (520-1041 μM) disrupts the cellular morphology of Aspergillus ochraceus, causing hyphal collapse, conidial shrinkage, and mycelial damage, indicating interference with cell wall synthesis and fungal morphogenesis[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Cell Line:rat castration-resistant prostate cancer PLS10 cells
-
Concentration:0, 25, 50, 100, 150, 200 μM
-
Incubation Time:48 h
-
Result:Significantly inhibited cell proliferation in a dose-dependent manner.
Reached an IC50 value of 153.13 μM.
-
Cell Line:rat castration-resistant prostate cancer PLS10 cells
-
Concentration:0, 50, 100, 150, 200 μM
-
Incubation Time:48 h
-
Result:Increased the G1 phase cell population from 35.93% (control) to 42.88% and decreased the G2/M phase population from 48.18% (control) to 39.25% at 150 μM.
Increased the G1 phase cell population to 52.95% and decreased the G2/M phase population to 31.00% at 200 μM.
Significantly reduced cyclin D1 expression at 150 and 200 μM.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Animal Model:BALB/c-nu/nu (5-week-old male, subcutaneous xenograft model)[1]
-
Dosage:30 mg/kg
-
Administration:i.p.; twice weekly; 5 weeks
-
Result:Reduced final tumor volume from 96 cm3 (control) to 24 cm3.
Decreased Ki67-labeling index from 63 (control) to 59.
Increased percentage of TUNEL-positive apoptotic cells from 7% (control) to 10%.
Reduced percentage of CD31-positive vessel area significantly.
化学情報
-
CAS 番号 1080-12-2
-
性状 Solid
-
分子量 192.21
-
分子式 C11H12O3
-
Color Off-white to light yellow
-
SMILES
CC(/C=C/C1=CC=C(O)C(OC)=C1)=O
-
輸送条件
Room temperature in continental US; may vary elsewhere.
-
保管条件
RT, stored under nitrogen
In solvent -80°C 1 year -20°C 6 months
溶剤 & 溶解度
DMSO : 100 mg/mL (520.26 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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.
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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
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: ≥ 5 mg/mL (26.01 mM); Clear solution
This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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: 5 mg/mL (26.01 mM); Clear solution; Need ultrasonic
This protocol yields a clear solution of 5 mg/mL.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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.
Please enter the basic information of animal experiments:
-
-
-
-
Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
-
%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
-
%+
-
+%Tween-80 + +
-
%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.
純度とドキュメンテーション
-
データシート (278 KB)
-
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)
-
取扱説明書 (2659 KB)
参考文献
[1]. Mapoung S, et al. Dehydrozingerone, a Curcumin Analog, as a Potential Anti-Prostate Cancer Inhibitor In Vitro and In Vivo. Molecules. 2020;25(12):2737. Published 2020 Jun 12. [Content Brief]
[2]. Kubra IR, et al. Structure-function activity of dehydrozingerone and its derivatives as antioxidant and antimicrobial compounds. J Food Sci Technol. 2014;51(2):245-255. [Content Brief]
[3]. Kubra IR, et al. In vitro antifungal activity of dehydrozingerone and its fungitoxic properties. J Food Sci. 2013;78(1):M64-M69. [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, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 5.2026 mL | 26.0132 mL | 52.0264 mL | 130.0661 mL |
| 5 mM | 1.0405 mL | 5.2026 mL | 10.4053 mL | 26.0132 mL | |
| 10 mM | 0.5203 mL | 2.6013 mL | 5.2026 mL | 13.0066 mL | |
| 15 mM | 0.3468 mL | 1.7342 mL | 3.4684 mL | 8.6711 mL | |
| 20 mM | 0.2601 mL | 1.3007 mL | 2.6013 mL | 6.5033 mL | |
| 25 mM | 0.2081 mL | 1.0405 mL | 2.0811 mL | 5.2026 mL | |
| 30 mM | 0.1734 mL | 0.8671 mL | 1.7342 mL | 4.3355 mL | |
| 40 mM | 0.1301 mL | 0.6503 mL | 1.3007 mL | 3.2517 mL | |
| 50 mM | 0.1041 mL | 0.5203 mL | 1.0405 mL | 2.6013 mL | |
| 60 mM | 0.0867 mL | 0.4336 mL | 0.8671 mL | 2.1678 mL | |
| 80 mM | 0.0650 mL | 0.3252 mL | 0.6503 mL | 1.6258 mL | |
| 100 mM | 0.0520 mL | 0.2601 mL | 0.5203 mL | 1.3007 mL |