CAS 4143-62-8|3',4'-dimethoxyflavone
| Common Name | 3',4'-dimethoxyflavone | ||
|---|---|---|---|
| CAS Number | 4143-62-8 | Molecular Weight | 282.29100 |
| Density | 1.242g/cm3 | Boiling Point | 428.5ºC at 760 mmHg |
| Molecular Formula | C17H14O4 | Melting Point | 154-155°C |
| MSDS | ChineseUSA | Flash Point | 190.6ºC |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | 3′,4′-Dimethoxyflavone |
|---|---|
| Synonym | More Synonyms |
3',4'-dimethoxyflavone BiologicalActivity
| Description | 3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Epigenetics >>PARPResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Immunology/Inflammation >>Aryl Hydrocarbon ReceptorResearch Areas >>Inflammation/ImmunologyResearch Areas >>Neurological DiseaseSignaling Pathways >>Cell Cycle/DNA Damage >>PARP |
| Target | PARP, Aryl hydrocarbon receptor[1] |
| In Vitro | 3',4'-Dimethoxyflavone (10 and 20 μM) has protection against the reduction in SH-SY5Y viability induced by Methylnitronitrosoguanidine (MNNG) (HY-128612)[2]. 3',4'-Dimethoxyflavone (6.25-25 μM) decreases the levels of PAR induced by MNNG in HeLa cells[2]. 3',4'-Dimethoxyflavone (12.5, 25, 50 and 100 μM; 15-20 h) reduces cortical neuronal death induced by exposure to NMDA (HY-17551)[2]. 3',4'-Dimethoxyflavone (0.1-10 μM; 24 h) exhibits significant inhibition of 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD)-induced EROD activity in MCF-7 and T47D cells[3]. 3',4'-Dimethoxyflavone inhibits AhR-dependent CYP1A1 induction and AhR-mediated inhibition of estrogen-induced gene expression in T47D and MCF-7 breast cancer cells[3]. 3′,4′-Dimethoxyflavone (2.5 μM; 7 days) promotes the proliferation of human hematopoietic stem cells[4]. Cell Viability Assay[2] Cell Line: Primary cortical neurones (isolated from fetal CD1 mice, incubated with NMDA) Concentration: 12.5, 25, 50 and 100 μM Incubation Time: 15-20 h Result: Reduced concentration-dependently neuronal death induced by exposure to NMDA. Cell Proliferation Assay[4] Cell Line: CD34+ cells Concentration: 2.5 μM Incubation Time: 7 days Result: Induced a significantly higher amplification of the CD34+ population under normoxia. |
| References | [1]. Budzianowski J, et al. Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry. 2005 May;66(9):1033-9. [2]. Fatokun AA, et al. Identification through high-throughput screening of 4'-methoxyflavone and 3',4'-dimethoxyflavone as novel neuroprotective inhibitors of parthanatos. Br J Pharmacol. 2013 Jul;169(6):1263-78. [3]. Lee JE, et al. 3',4'-dimethoxyflavone as an aryl hydrocarbon receptor antagonist in human breast cancer cells. Toxicol Sci. 2000 Dec;58(2):235-42. [4]. Kaur K, et al. 3',4'-Dimethoxyflavone and valproic acid promotes the proliferation of human hematopoietic stem cells. Stem Cell Res Ther. 2013 May 24;4(3):60. |
Chemical & Physical Properties
| Density | 1.242g/cm3 |
|---|---|
| Boiling Point | 428.5ºC at 760 mmHg |
| Melting Point | 154-155°C |
| Molecular Formula | C17H14O4 |
| Molecular Weight | 282.29100 |
| Flash Point | 190.6ºC |
| Exact Mass | 282.08900 |
| PSA | 48.67000 |
| LogP | 3.47720 |
| Index of Refraction | 1.598 |
| InChIKey | ZGHORMOOTZTQFL-UHFFFAOYSA-N |
| SMILES | COc1ccc(-c2cc(=O)c3ccccc3o2)cc1OC |
| Storage condition | room temp |
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301 |
| Precautionary Statements | P301 + P310 |
| Hazard Codes | T |
| Risk Phrases | 25 |
| Safety Phrases | S22-S24/25 |
| RIDADR | UN 2811 6.1 / PGIII |
| HS Code | 2914509090 |
Customs
| HS Code | 2914509090 |
|---|---|
| Summary | HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0% |
Articles1
More Articles| Baicalin Protects Mice from Aristolochic Acid I-Induced Kidney Injury by Induction of CYP1A through the Aromatic Hydrocarbon Receptor. Int. J. Mol. Sci. 16 , 16454-68, (2015) Exposure to aristolochic acid I (AAI) can lead to aristolochic acid nephropathy (AAN), Balkan endemic nephropathy (BEN) and urothelial cancer. The induction of hepatic CYP1A, especially CYP1A2, was co... |
Synonyms
| MFCD00143009 |
| 2-(3,4-Dimethoxyphenyl)chromen-4-one |
| 3',4'-DIMETHOXYFLAVONE |
