Diosmetin
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone
CAS: 520-34-3
Molecular Formula: C16H12O6
Diosmetin - Names and Identifiers
| Name | 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone |
| Synonyms | DIOSMETIN Diosmetin Diosmetine UNII-TWZ37241OT 4'-Methylluteolin 4-METHOXY-5,7,3'-TRIHYDROXYFLAVONE 3',5,7-TRIHYDROXY-4'METHOXYFLAVONE 5,7,3'-TRIHYDROXY-4'-METHOXYFLAVONE 4'-METHOXY-5,7,3'-TRIHYDROXYFLAVONE 5,7,3'-Trihydroxy-4'-methoxyflavone 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one 5,7-Dihydroxy-2-[3-hydroxy-4-methoxyphenyl]-[4H]-1-benzopyran-4-one |
| CAS | 520-34-3 |
| EINECS | 208-291-8 |
| InChI | InChI=1/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 |
| InChIKey | MBNGWHIJMBWFHU-UHFFFAOYSA-N |
Diosmetin - Physico-chemical Properties
| Molecular Formula | C16H12O6 |
| Molar Mass | 300.26 |
| Density | 1.512±0.06 g/cm3(Predicted) |
| Melting Point | 256-258°C |
| Boling Point | 576.7±50.0 °C(Predicted) |
| Flash Point | 220.3°C |
| Water Solubility | 19μg/L at 20℃ |
| Solubility | Slightly soluble in methanol, easily soluble in DMSO |
| Vapor Presure | 0Pa at 20℃ |
| Appearance | Yellow powder or needle crystal |
| Color | light yellow to yellow |
| BRN | 294492 |
| pKa | 6.50±0.40(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Stability | Hygroscopic |
| Refractive Index | 1.697 |
| MDL | MFCD00017425 |
| Physical and Chemical Properties | Slightly soluble in methanol, soluble in DMSO from the peel of the Lemon Lemon limon(L.)Burm |
Diosmetin - Risk and Safety
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29329990 |
Diosmetin - Reference
| Reference Show more | 1. Deng Xiangtao, Hao Haijun, Chen xiaifeng, et al. Preparation and characterization of two solid dispersions of luteolin and its pharmacokinetic behavior in rats [J]. Chinese herbal medicine, 2018, 49(24):5787-5793. 2. Li Yangjie, Zhou Jing. Preparation, characterization and pharmacokinetics of luteolin-phospholipid complex [J]. Chinese patent medicine, 2019(6). 3. Liu Xueling [1], Chen Xuhua [2,3], he Mengting [1]. Extraction of phosphatidylcholine from the waste of Rhododendron by papain [J]. Food industry, 2018. 4. Chen Na, Li Ruoxi, Pan Yanan, Chen Liang, Wang Xie, Liu hanzhen. Optimization of cellulase extraction of flavonoids from Chuju by orthogonal design [J]. Journal of Anhui University of Science and Technology, 2017,31(04):49-55. 5. Liu Linlin Li Hui He Dan Wang Menglei Liu Zhenli Shu Yi Zhao Siyu Liu Yuan Yan. Analysis and comparison of metabolism and excretion process of extracts from pericarpium citri reticulatae and pericarpium citri reticulatae in rat urine and feces by RRLC-QqQ-MS ~ n method [J]. Chinese Journal of Traditional Chinese Medicine, 2018, 43(22):4519-4527. 6. Xu Yiming, Wu Qi, Nan Lewei, et al. Analysis of organic acids and flavonoids in peppermint from different habitats [J]. Chinese herbal medicine 2018(2):299-302. 7. Wenzi Shuai Liu Luliu Li Xinrui, etc. Simultaneous determination of eight components in Schizonepeta tenuifolia from different habitats by HPLC [J]. Chinese herbal medicine 2019(1). 8. Chang Guanhua, thin Yingyi, Cui Jie, Xu Lulu, Zhao Ziyan, Wang Wenquan, Hou Junling. Analysis of the main chemical components of the aerial parts of licorice based on UPLC-Q-Exactive Orbitrap-MS [J]. Chinese Journal of Traditional Chinese Medicine, 2021,46(06):1449-1459. 9. [IF = 5.645] Jun Lu et al."Phenolic composition, antioxidant, antibacterial and anti-inflammatory activities of leaf and stem extracts from Cryptotaenia japonica Hassk."Ind Crop Prod. 2018 Oct;122:522 10. [IF=4.759] Qiang Li et al."A combined strategy of mass fragmentation, post-column cobalt complexation and shift in ultraviolet absorption spectra to determine the uridine 5′-diphospho-glucuronosyltransferase metabolism profiling of flavones after oral administration 11. [IF=3] Xing-Yan LIU et al."Identification of active compound combination contributing to anti-inflammatory activity of Xiao-Cheng-Qi Decoction via human intestinal bacterial metabolism."Chin J Nat Medicines. 2018 Jul;16:513 12. [IF=7.514] Chu-Yang Wang et al."Isolation of wheat mutants with higher grain phenolics to enhance anti-oxidant potential."Food Chem. 2020 Jan;303:125363 13. [IF=6.15] Li Hai-long et al."Diosmetin has therapeutic efficacy in colitis regulating gut microbiota, inflammation, and oxidative stress via the circ-Sirt1/Sirt1 axis."Acta Pharmacol Sin. 2021 Jul;:1-14 14. [IF=4.411] Yi Li et al."Evaluation of Anti-Inflammatory and Antioxidant Effectsof Chrysanthemum Stem and Leaf Extract on Zebrafish Inflammatory Bowel Disease Model."Molecules. 2022 Jan;27(7):2114 15. [IF=6.475] Jinxin Li et al."Trapping of reactive carbonyl species by fiber-bound polyphenols from whole grains under simulated physiological conditions."Food Res Int. 2022 Jun;156:111142 16. [IF=0.533] Guoying Zhang et al."Effect of diosmetin on young rats with high-fat diet-induced non-alcoholic fatty liver disease."Trop J Pharm Res. 2022 Jan;20(2):315-320 17. [IF=3.935] Junmao Li et al."Comprehensive chemical profiling of the flowers of Citrus aurantium L. var. amara Engl. and uncovering the active ingredients of lipid lowering."J Pharmaceut Biomed. 2022 Mar;211:114621 18. [IF=4.412] Haifan Liu et al."Pharmacokinetics, Prostate Distribution and Metabolic Characteristics of Four Representative Flavones after Oral Administration of the Aerial Part of Glycyrrhiza uralensis in Rats."MOLECULES. 2022 Jan;27(10):3245 19. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 20. [IF=6.576] Junkun Pan et al."Inhibition of Dipeptidyl Peptidase-4 by Flavonoids: Structure-Activity Relationship, Kinetics and Interaction Mechanism."Frontiers in Nutrition. 2022; 9: 892426 |
Diosmetin - Reference Information
| LogP | 3.1 at 20℃ |
| source plant | geranium lignin is a monomer extracted from lemon. Spare spice, spider fragrance, and many other natural plants also contain geranium. |
| traits | yellow powder, belonging to flavonoids. |
| function and use | 1. geraniol has the effect of boosting pressure. 2. geraniol has a significant sensitizing effect on the chemiluminescence of potassium ferricyanide-luminol system. the test results show that after adding potassium ferricyanide solution to alkaline luminol solution for 0.8S, the luminous intensity increases by 0.5 times, and then slowly decreases after 3.85S. In the mixed solution of alkaline luminol and potassium ferricyanide, geraniol is added, and the luminous intensity more than increases after 0.55S, the luminescence value of the latter changes more than the former. This fully shows that geraniol has a strong sensitizing effect on the chemiluminescence of alkaline luminol oxidized by potassium ferricyanide solution. 3. geraniol can be used to produce functional foods, cosmetics and future drugs with antioxidant, anti-infection, anti-shock and other effects. A natural flavonoid compound that inhibits the activity of human CYP1A enzyme. geranylignin has anti-mutagenic and anti-allergic properties. |
| analytical method | high performance liquid chromatography HPLC. |
| use | for content determination/identification/pharmacological experiments and other pharmacological effects: antioxidant, anti-mutagenic and anti-variability effects, inhibition of human CYP1A enzyme activity flavonoids in lemon. Antioxidants. Inhibition of carcinogen activation by inhibiting cyp1a1 enzyme. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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