Name | 5,7-dihydroxy-6-methoxyflavone |
Synonyms | Oroxylin OLOXYLINA oxoxylin A Oroxylia A oroxylin A 6-Methoxybaicalein Baicalein 6-methyl ether 5,7-dihydroxy-6-methoxyflavone 5,7-Dihydroxy-6-methoxyflavone 5,7-dihydroxy-6-methoxy-2-phenyl-4H-chromen-4-one 5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one |
CAS | 480-11-5 |
InChI | InChI=1/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3 |
Molecular Formula | C16H12O5 |
Molar Mass | 284.26 |
Density | 1.420 |
Melting Point | 195-197℃ |
Boling Point | 346.76°C (rough estimate) |
Flash Point | 207.4°C |
Solubility | Soluble in methanol, ethanol, acetone and ethyl acetate, soluble in ether, acetic acid and chloroform, slightly soluble in benzene and water, insoluble in carbon disulfide and petroleum ether. |
Vapor Presure | 2.6E-12mmHg at 25°C |
Appearance | Pale yellow or yellow powder |
pKa | 6.48±0.40(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.6200 (estimate) |
MDL | MFCD02259441 |
Physical and Chemical Properties | Yellow needle-like crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the main contained in the Scutellaria baicalensis, Melaleuca paper. |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
Reference Show more | 1. Li Hua, He Jing, Xia, Mu Qianqian, et al. Optimization of fast infrared extraction process of flavonoids from Scutellaria baicalensis Georgi by BBD-RSM combined with multi-index method [J]. Chinese herbal medicine 2017 40(009):2133-2137. 2. Hou Xuezhi, Zhang Zhenqiu, you Chunxue, etc. Determination of six components in Scutellaria baicalensis Georgi by HPLC [J]. Chinese Journal of Modern Applied Pharmacy 2012 29(011):1010-1014. 3. Xu Qiang, Li Jiaxiang, Lei Huining, Han Dongxu. Apoptosis of human osteosarcoma MG-63 cells induced by melilotdin [J]. Jiangsu Medicine 2013 39(09):1018-1021 992. 4. Su Jianchun, Ke Huaxiang, Zhao Junxia, etc. Identification of the origin of Scutellaria based on UPLC fingerprint and discriminant analysis [J]. Asia-Pacific Traditional Medicine, 2015, 11(004):24-27. 5. Xu Weifeng, Fei Yiming, He Dan, Yin Heng. Liquid chromatography-tandem mass spectrometry for the determination of laganetin in rat plasma [J]. Anhui medicine (Phase 7):1261-1264. 6. Li Xiuling, Fang buwu. In vitro antibacterial activity of seven monomers from Scutellaria baicalensis Georgi against Staphylococcus aureus and Pneumonia Streptococcus [J]. Journal of Tianjin Medical University, 2014(5). 7. Chai Chong Mao Min Yuan Jinfeng et al. Study on the correlation between the color of Scutellaria baicalensis processed by different softening methods and the contents of five flavonoids [J]. Chinese Journal of Traditional Chinese Medicine 2019. 8. Chai Chongchong, Cao Yan, Mao Min, Wang Jingyue, Liu Na, Li Xinxin, Zhang Kai, Chen Dongling, Wei Longyin, Yin Yihui, Li Fei. Evaluation of taste changes of Scutellaria baicalensis Georgi before and after wine processing based on electronic tongue technology and its application in identification of Scutellaria baicalensis Georgi decoction pieces [J]. Chinese Journal of Traditional Chinese Medicine, 2020,45(11):2552-2559. 9. Yuan Jie, Li Yan, Zhou, Li, et al. Quality Evaluation of Scutellaria baicalensis Georgi based on Ultra performance liquid chromatography and color difference analyzer [J]. World Traditional Chinese Medicine, 2019. 10. Ma Zhongmin, Liu Jia, Duan Xuhong, etc. Screening and identification of endophytic fungi from Scutellaria baicalensis by fermentative conversion of baicalin to baicalein and melalotina [J]. Chinese Journal of Experimental prescriptions, 2019, 26 (9):166-171. 11. Li Yunjing, Zhang Jianyu, Zhao Yu, et al. Correlation between color and effective components of Scutellaria baicalensis Georgi [J]. Chinese Journal of Pharmaceutical Industry, 2017, 3 (7). 12. Kangning Fang Li Mei Hu He Jia Xiao Hongqin Liu Liqin Li Yin Li Yueting Wang Aimin Wang Yonglin Zhang Yan He Feng Xiao Zi Peng. Simultaneous determination of 4 active components in plasma of shuganning injection by UPLC-MS/MS and its pharmacokinetics in rats [J]. Chinese Journal of Traditional Chinese Medicine, 2020, 45(11):2626-2633. 13. Ma Zhongmin, Miao Wenli, Liu Jia, He Pei, Sun Guoqiang, Pei Lin. Study on metabolic pathway and transformation conditions of the production of A from baicalin by the endophytic fungi of Scutellaria baicalensis [J]. Natural Products Research and Development, 2020,32(11):1928-1936. 14. Ji Wanli, Zhou Zehua, Wang Tingting, an Yi, Liang Yi, Wang Xinhong. Analysis of chemical constituents of banxia Xiexin decoction based on UPLC-LTQ-Orbitrap-MS method [J]. Journal of Pharmaceutical Analysis, 2020,40(10):1736-1750. 15. Xue, Gen, et al. "Integrating Study on Qualitative and Quantitative Characterization of the Major Constituents in Shuanghuanglian Injection with UHPLC/Q-Orbitrap-MS and UPLC-PDA." Journal of Analytical Methods in Chemistry 2021 (2021).https://doi.org/10.11 16. Liu, Xiaojuan, et al. "Characterization of a caffeoyl-CoA O-methyltransferase-like enzyme involved in biosynthesis of polymethoxylated flavones in Citrus reticulata." Journal of experimental botany 71.10 (2020): 3066-3079.https://doi.org/10.1093/jxb/eraa08 17. Yanqiu, et al. "Comparative two-dimensional HepG2 and L02/ cell membrane chromatography/ C18/ time-of-flight mass spectrometry for screening selective anti-hepatoma components from Scutellariae Radix. "Journal of pharmaceutical and biomedical analysis 164 18. Chen, Meng, et al. "Comprehensive analysis of Huanglian Jiedu decoction: Revealing the presence of a self-assembled phytochemical complex in its naturally-occurring precipitate." Journal of Pharmaceutical and Biomedical Analysis 195 (2021): 113820.https:// 19. [IF=3.935] Yanqiu Gu et al."Comparative two-dimensional HepG2 and L02/ cell membrane chromatography/ C18/ time-of-flight mass spectrometry for screening selective anti-hepatoma components from Scutellariae Radix."J Pharmaceut Biomed. 2019 Feb;164:550 20. [IF=3.361] Huanyu Guan et al."Comparative intestinal bacteria-associated pharmacokinetics of 16 components of Shengjiang Xiexin decoction between normal rats and rats with irinotecan hydrochloride (CPT-11)-induced gastrointestinal toxicity in vitro using salting-out 21. [IF=3.205] Yu Cai et al."Oral pharmacokinetics of baicalin, wogonoside oroxylin A 7-O-β-d-glucuronide and their aglycones from an aqueous extract of Scutellariae Radix in the rat."J Chromatogr B. 2016 Jul;1026:124 22. [IF=3.205] Zhuangzhuang Li et al."Simultaneous quantification of fifteen compounds in rat plasma by LC-MS/MS and its application to a pharmacokinetic study of Chaihu-Guizhi decoction."J Chromatogr B. 2019 Jan;1105:15 23. [IF=9.229] Linlin Deng et al."Highly Crystalline Covalent Organic Frameworks Act as a Dual-Functional Fluorescent-Sensing Platform for Myricetin and Water, and Adsorbents for Myricetin."Acs Appl Mater Inter. 2021;13(28):33449-33463 24. [IF=6.992] Liu Xiaojuan et al."Characterization of a caffeoyl-CoA O-methyltransferase-like enzyme involved in biosynthesis of polymethoxylated flavones in Citrus reticulata."J Exp Bot. 2020 May;71(10):3066-3079 25. [IF=4.759] Yi Zhang et al."Screening of inhibitors against histone demethylation jumonji domain-containing protein 3 by capillary electrophoresis."J Chromatogr A. 2020 Feb;1613:460625 26. [IF=4.36] Wei Zheng et al."Inhibitory effects of Coptidis Rhizoma on the intestinal absorption and metabolism of Scutellariae Radix."J Ethnopharmacol. 2021 Apr;270:113785 27. [IF=3.998] Zhang Zhaoxin et al."Oroxylin A alleviates immunoparalysis of CLP mice by degrading CHOP through interacting with FBXO15."Sci Rep-Uk. 2020 Nov;10(1):1-15 28. [IF=3.935] Meng Chen et al."Comprehensive analysis of Huanglian Jiedu decoction: Revealing the presence of a self-assembled phytochemical complex in its naturally-occurring precipitate."J Pharmaceut Biomed. 2021 Feb;195:113820 29. [IF=2.193] Xue Gen et al."Integrating Study on Qualitative and Quantitative Characterization of the Major Constituents in Shuanghuanglian Injection with UHPLC/Q-Orbitrap-MS and UPLC-PDA."J Anal Methods Chem. 2021;2021:9991363 30. [IF=3.935] Yizhu Wang et al."Effects of Scutellaria baicalensis Georgi. on Intestinal Flora in Rats with Spleen Deficiency and Damp-heat."JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS. 2022 May;:114831 |
biological activity | Melaleuca (Oroxylin A) is an active flavonoid with strong anti-cancer effect. |
use | lasagna has antibacterial, antiviral and anti-inflammatory effects. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: anti-tumor, neuroprotection, anti-inflammatory, anti-childbirth, anti-itching, etc. |