CAS Number520-34-3
SynonymsVitamin P; 3',5,7-dihydroxy-4'-methoxyflavone; Cyanidenon-4'-methyl Ether 1479; 3,3',5,7-tetrahydroxy-4'-methoxyflavone; 4'-Methylluteolin; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one; 5,7,3'-Trihydroxy-4'-methoxyflavone; MFCD00017425; 3',5,7-trihydroxy-4'-methoxy-2-phenylchromone; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one; Luteolin 4'-methyl ether; 3',5,7-TRIHYDROXY-4'METHOXYFLAVONE; Diosmetin; Luteolin-4'-methyl Ether; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one; EINECS 208-291-8; Salinigricoflavonol
Molecular FormulaC16H12O6
Molecular Weight300.26
Purity≥98 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point576.7±50.0 °C at 760 mmHg
Melting Point256-258ºC
Appearancepowder
EINECS208-291-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 520-34-3 |
| Catalog No. | 2A-9010189 |
| Chinese Name | 香叶木素 |
| Synonyms | Vitamin P; 3',5,7-dihydroxy-4'-methoxyflavone; Cyanidenon-4'-methyl Ether 1479; 3,3',5,7-tetrahydroxy-4'-methoxyflavone; 4'-Methylluteolin; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one; 5,7,3'-Trihydroxy-4'-methoxyflavone; MFCD00017425; 3',5,7-trihydroxy-4'-methoxy-2-phenylchromone; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one; Luteolin 4'-methyl ether; 3',5,7-TRIHYDROXY-4'METHOXYFLAVONE; Diosmetin; Luteolin-4'-methyl Ether; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one; EINECS 208-291-8; Salinigricoflavonol |
| Molecular Formula | C16H12O6 |
| Molecular Weight | 300.26 |
| Purity | ≥98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 576.7±50.0 °C at 760 mmHg |
| Melting Point | 256-258ºC |
| Appearance | powder |
| Water Solubility | Soluble in: chloroform, methylene chloride, aceton |
| Storage Condition | -20?C Freezer |
| Application | Diosmetin is a natural flavonoid that inhibits human CYP1A enzyme activity, with an IC50 value of 40 μM in HepG2 cells. |
| EINECS | 208-291-8 |
| HTC | 2942000000 |
| PubChem ID | 329798848 |
| MDL Number | MFCD00017425 |
| SMILES | COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O)cc3O2 |
| InChI | 1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3 |
| InChI Key | MBNGWHIJMBWFHU-UHFFFAOYSA-N |
| Beilstein/REAXYS | 294492 |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | Transport |
| MSDS | msds/10189_1_520_34_3.pdf |
| Bioactivity | Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Cancer Natural Products >> Flavonoids Target IC50: 40 μM (Others, HepG2 cell)[1] In Vitro Diosmetin inhibits cell proliferation in HepG2 cells in a concentration-dependent manner. Untreated HepG2 cells grow well and are observed to have with normal skeletons, whereas cells treated with diosmetin are distorted and a number of them become round and floating[1]. In Vivo Pretreatment with diosmetin significantly reduces serum levels of amylase and lipase; the histological injury; the secretion of tumor necrosis factor (TNF)-α, interleukin (IL)-1β, and IL-6; myeloperoxidase (MPO) activity, trypsinogen activation peptide (TAP) level, the expression of inducible nitric oxide synthase (iNOS); and the nuclear factor (NF)-κB activation in cerulein-induced acute pancreatitis[2]. Cell Assay Diosmetin is dissolved in DMSO which is maintained at a constant concentration in control samples (2%). HepG2 cells are maintained in a humidified atmosphere of 5% CO2 at 37°C, and cultured in RPMI-1640 medium supplemented with 10% (v/v) fetal bovine serum, 100 U/mL penicillin and 100 U/mL streptomycin. HepG2 cell density is adjusted to 2×104 cells/100 μL, and the cells are seeded into 96-well plates and placed in an incubator overnight (37°C in 5% CO2) to allow for attachment and recovery. MTT analyses are performed. Briefly, cells are pretreated with 5, 10, 15 and 20 μg/mL diosmetin for 24 h. A total of 20 μL MTT solution (5 mg/mL in PBS) solution is transferred to each well to yield a final 120 μL/well and to separate wells a total of 10 μL CCK8 (5 mg/mL in PBS) is transferred. The plates are incubated for 4 h at 37°C in 5% CO2 and the absorbance is recorded at wavelengths of 595 nm and 450 nm, respectively. The half maximal inhibitory concentration (IC50) of diosmetin is calculated[1]. Animal Admin Experimental acute pancreatitis is induced in mice by seven intraperitoneal injection of cerulein (50 μg/kg) at hourly intervals. Diosmetin (100 mg/kg) or vehicle is pretreated 2 h before the first cerulein injection. After 6 h, 9 h, 12 h of the first cerulein injection, the severity of acute pancreatitis is evaluated biochemically and morphologically[2]. References [1]. Liu B, et al. Diosmetin induces apoptosis by upregulating p53 via the TGF-β signal pathway in HepG2 hepatoma cells. Mol Med Rep. 2016 Jul;14(1):159-64. [2]. Yu G, et al. Diosmetin ameliorates the severity of cerulein-induced acute pancreatitis in mice by inhibiting the activation of the nuclear factor-κB. Int J Clin Exp Pathol. 2014 Apr 15;7(5):2133-42. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 576.7±50.0 °C at 760 mmHg Melting Point 256-258ºC Molecular Formula C16H12O6 Molecular Weight 300.263 Flash Point 220.3±23.6 °C Exact Mass 300.063385 PSA 100.13000 LogP 3.10 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.697 InChIKey MBNGWHIJMBWFHU-UHFFFAOYSA-N SMILES COc1ccc(-c2cc(=O)c3c(O)cc(O)cc3o2)cc1O Storage condition -20?C Freezer |
| Use of | Properties Articles38 Name diosmetin Synonym More Synonyms Diosmetin Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Cancer Natural Products >> Flavonoids In Vivo Pretreatment with diosmetin significantly reduces serum levels of amylase and lipase; the histological injury; the secretion of tumor necrosis factor (TNF)-α, interleukin (IL)-1β, and IL-6; myeloperoxidase (MPO) activity, trypsinogen activation peptide (TAP) level, the expression of inducible nitric oxide synthase (iNOS); and the nuclear factor (NF)-κB activation in cerulein-induced acute pancreatitis[2]. References [1]. Liu B, et al. Diosmetin induces apoptosis by upregulating p53 via the TGF-β signal pathway in HepG2 hepatoma cells. Mol Med Rep. 2016 Jul;14(1):159-64. [2]. Yu G, et al. Diosmetin ameliorates the severity of cerulein-induced acute pancreatitis in mice by inhibiting the activation of the nuclear factor-κB. Int J Clin Exp Pathol. 2014 Apr 15;7(5):2133-42. Chemical & Physical Properties Molecular Formula C16H12O6 Exact Mass 300.063385 PSA 100.13000 Index of Refraction 1.697 InChIKey MBNGWHIJMBWFHU-UHFFFAOYSA-N Storage condition -20?C Freezer |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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