3,5,6,7,8,3',4'-Heptemthoxyflavone
Based on 1 Customer Validation
3,5,6,7,8,3',4'-Heptemthoxyflavone, a flavonoid from satsuma peel, is an orally available CREB activator with anti-tumor and anti-neuroinflammatory activity. 3,5,6,7,8,3',4'-Heptemthoxyflavone inhibits collagenase activity and increases the content of type I procollagen in human dermal fibroblast neoblast (HDFn) cells. 3,5,6,7,8,3',4'-Heptemthoxyflavone induces brain-derived neurotrophic factor (BDNF) expression through the cAMP/ERK/CREB signaling pathway and reduces phosphodiesterase activity in C6 glioma.
For research use only. We do not sell to patients.
- Purity: 99.86%
- CAS No.: 1178-24-1
- Formula: C22H24O9
- Molecular Weight:432.42
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| 3T3-L1 | IC50 |
28 μM
Compound: 3
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Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation
Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation
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[PMID: 19054677] |
| A2780 ADR | IC50 |
9 μM
Compound: 21
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Inhibition of P-gp expressed in A2780adr cells by calcein AM accumulation assay
Inhibition of P-gp expressed in A2780adr cells by calcein AM accumulation assay
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[PMID: 21354800] |
| HL-60 | IC50 |
13.31 μM
Compound: III, HeptaMF
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Antiproliferative activity against HL60 after 24 hrs
Antiproliferative activity against HL60 after 24 hrs
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[PMID: 17391969] |
| HT-29 | IC50 |
30 μM
Compound: 3
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Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
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[PMID: 19054677] |
| MCF7 | IC50 |
1.6 μM
Compound: 21
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Inhibition of BCRP expressed in MCF-7 MX cells using Hoechst 33342 staining
Inhibition of BCRP expressed in MCF-7 MX cells using Hoechst 33342 staining
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[PMID: 21354800] |
| MDCK | IC50 |
1.4 μM
Compound: 21
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Inhibition of BCRP expressed in MDCK cells using Hoechst 33342 staining
Inhibition of BCRP expressed in MDCK cells using Hoechst 33342 staining
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[PMID: 21354800] |
| MDCK | IC50 |
31 μM
Compound: 21
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Inhibition of MDR1 expressed in MDCK cells using rhodamine 123 staining by flow cytometry
Inhibition of MDR1 expressed in MDCK cells using rhodamine 123 staining by flow cytometry
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[PMID: 21354800] |
| Monocyte | IC50 |
12.3 μM
Compound: HMF
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Inhibition of IL10 expression in LPS-stimulated human monocytes treated 30 mins before LPS challenge measured after 14 hrs by ELISA
Inhibition of IL10 expression in LPS-stimulated human monocytes treated 30 mins before LPS challenge measured after 14 hrs by ELISA
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[PMID: 10096854] |
| Monocyte | IC50 |
5 μM
Compound: HMF
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Inhibition of TNFalpha expression in LPS-stimulated human monocytes treated 30 mins before LPS challenge measured after 14 hrs by ELISA
Inhibition of TNFalpha expression in LPS-stimulated human monocytes treated 30 mins before LPS challenge measured after 14 hrs by ELISA
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[PMID: 10096854] |
| Monocyte | IC50 |
7.3 μM
Compound: HMF
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Inhibition of MIP1alpha expression in LPS-stimulated human monocytes treated 30 mins before LPS challenge measured after 14 hrs by ELISA
Inhibition of MIP1alpha expression in LPS-stimulated human monocytes treated 30 mins before LPS challenge measured after 14 hrs by ELISA
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[PMID: 10096854] |
3,5,6,7,8,3',4'-Heptemthoxyflavone (HMF) (50-400 μg/mL; 24 h) does not affect neonatal human dermal fibroblasts at concentrations <200 μg/mL (HDFn) cell viability[1].
3,5,6,7,8,3',4'-Heptemthoxyflavone (50-200 μg/mL; 24 h) significantly increases type I procollagen content of HDFn cells in a dose-dependent manner. and downregulates the expression of MMP-1, while upregulating the expression of type I procollagen in UV-induced HDFn cells[1].
3,5,6,7,8,3',4'-Heptemthoxyflavone (HMF) (10 μM; 48 h) can activate ERK and cAMP response element binding protein (CREB), inhibit the activities of PDE4B and PDE4D, and increase cAMP levels in C6 glioma cell[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
3, 5, 6, 7, 8, 3', 4'- Heptemthoxyflavone (HMF) (50 mg/kg, 100 mg/kg; po; once daily for 15 days) also exerts neuroprotective effects by enhancing the expression of BDNF in astrocyte in Corticosterone (HY-B1618)-induced depression-like mouse model[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 1178-24-1
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Appearance Solid
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Molecular Weight 432.42
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Formula C22H24O9
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Color White to off-white
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SMILES
O=C1C(OC)=C(C2=CC=C(OC)C(OC)=C2)OC3=C(OC)C(OC)=C(OC)C(OC)=C13
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 50 mg/mL (115.63 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 (protect from light). 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 (protect from light). 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)
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 (5.78 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
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.
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. * In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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.
Purity & Documentation
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Data Sheet (279 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Kim HI, et al. 3,5,6,7,8,3',4'-Heptamethoxyflavone, a Citrus Flavonoid, Inhibits Collagenase Activity and Induces Type I Procollagen Synthesis in HDFn Cells. Int J Mol Sci. 2018 Feb 22;19(2). [Content Brief]
[2]. Iwase Y, et al. Cancer chemopreventive activity of 3,5,6,7,8,3',4'-heptamethoxyflavone from the peel of citrus plants. Cancer Lett. 2001 Feb 10;163(1):7-9. [Content Brief]
[3]. Adhikari-Devkota A, et al. Anti-neuroinflammatory activities of extract and polymethoxyflavonoids from immature fruit peels of Citrus 'Hebesu'. J Food Biochem. 2019 Jun;43(6):e12813. [Content Brief]
[4]. Sawamoto A, et al. Citrus flavonoid 3,5,6,7,8,3',4'-heptamethoxyflavone induces BDNF via cAMP/ERK/CREB signaling and reduces phosphodiesterase activity in C6 cells. Pharmacol Rep. 2019 Aug;71(4):653-658. [Content Brief]
[5]. Sawamoto A, et al. 3,5,6,7,8,3',4'-Heptamethoxyflavone Ameliorates Depressive-Like Behavior and Hippocampal Neurochemical Changes in Chronic Unpredictable Mild Stressed Mice by Regulating the Brain-Derived Neurotrophic Factor: Requirement for ERK Activation. Int J Mol Sci. 2017 Oct 12;18(10):2133. [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 (protect from light). 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 | 2.3126 mL | 11.5628 mL | 23.1257 mL | 57.8142 mL |
| 5 mM | 0.4625 mL | 2.3126 mL | 4.6251 mL | 11.5628 mL | |
| 10 mM | 0.2313 mL | 1.1563 mL | 2.3126 mL | 5.7814 mL | |
| 15 mM | 0.1542 mL | 0.7709 mL | 1.5417 mL | 3.8543 mL | |
| 20 mM | 0.1156 mL | 0.5781 mL | 1.1563 mL | 2.8907 mL | |
| 25 mM | 0.0925 mL | 0.4625 mL | 0.9250 mL | 2.3126 mL | |
| 30 mM | 0.0771 mL | 0.3854 mL | 0.7709 mL | 1.9271 mL | |
| 40 mM | 0.0578 mL | 0.2891 mL | 0.5781 mL | 1.4454 mL | |
| 50 mM | 0.0463 mL | 0.2313 mL | 0.4625 mL | 1.1563 mL | |
| 60 mM | 0.0385 mL | 0.1927 mL | 0.3854 mL | 0.9636 mL | |
| 80 mM | 0.0289 mL | 0.1445 mL | 0.2891 mL | 0.7227 mL | |
| 100 mM | 0.0231 mL | 0.1156 mL | 0.2313 mL | 0.5781 mL |
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