CAS: 855-96-9; 5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-6,7-Dimethoxy-4H-Chromen-4-One
该化合物是阿斯特拉萨家族植物,其特点是黄色晶状,以潜在的生物活动闻名,包括抗炎,抗氧化剂和抗微生物特性;Eupatorin展示了一种复杂的植物结构,其特点是多种氢氧化物组,有助于其反应和与生物系统的互动;该化合物由于潜在的治疗应用,特别是传统医学,已引起对药物研究的兴趣;此外,由于溶剂的特性不同,其溶解性会改变,影响其生物利用率和各种制剂的功效;与许多氟化物一样,其安全性特征和对人类健康的影响是正在进行的研究的主题,强调进一步研究的必要性,以充分了解其行动机制和潜在利益.
- 英文名称5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-6,7-Dimethoxy-4H-Chromen-4-One
- 中文名称3,5-二羟基-4,6,7-三甲氧基黄酮
- IUPAC名称5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one
- 其它别名4H-1-Benzopyran-4-One, 5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-6,7-Dimethoxy-; Eupatorin, Analytical Standard; Eupatorine; Klaokwjluqkwif-Uhfffaoysa-N; Eupatorin - 94%
- CAS编号855-96-9
- MFCD编号:MFCD00016929
- EINECS号:663-133-9
- FDA UNII编号:3J474AV6MY
- 分子式:C18H16O7分子量:344.32
- 产品CID: 1853114
- 产品分类天然产物 → 黄酮类化合物
物理性质
- 熔点194-196°C
- 沸点587.0±50.0 °C(预测)
- 闪点216 °C
- 密度1.387±0.06 g/cm3(预测)
- pKa:6.31±0.40(预测)
- PSA:98.36
- LogP:2.960 (est)
- 折射率1.627
- 溶解性DMSO: >10mg/mL
- 外观形态白色至米色粉末
- 储存条件室温
- 产品应用该化合物是一种抑制HELA,MK-1和B16/F10肿瘤细胞生长的花生素; 幼鼠素对T. CRUZI 脑膜炎和锥虫都活跃,不会诱导VERO细胞的细胞中毒; 与苯丙胺预包的孤立的老鼠胸腔芳香环(PD2 = 6.66)诱导血管松化; 雌虫素减少NF-NB和STAT1Α在J774 肌肉大型植物中的核转移,并在鼠标诱导的爪炎模型中减少爪状肿.
MSDS等安全信息
欧盟法规
ECHA物质C&L通报上下游产品
(E)-3-(3-Hydroxy-4-methoxy-phenyl)-1-(6-hydroxy-2,3,4-trimethoxy-phenyl)-propenone 2-(3,4dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6 tetrahydropyran-2-yloxy)]chromen-4-one 3,4,5-trimethoxyphenol 6-hydroxy-2,3,4-trimethoxyacetophenone 2,3-dimethoxy-1,6-dihydroxybenzene Isovanillic acid合成工艺路线路线简述
- 21764-09-0 = 855-96-9
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Ethanol,Water; Overnight,85 °C
标题:Identification And Quantification Of Both Methylation And Demethylation Biotransformation Metabolites Of 5-Demethylsinensetin In Rats
作者:Wang,Xiaoqi; Et Al
参考文献:Journal Of Agricultural And Food Chemistry 日期:2022 卷标:70(10) 页码:3162-3171]
642-71-7 = 855-96-9
反应条件:1.1 Reagents: Boron Trifluoride Etherate; 85 °C2.1 Reagents: Potassium Tert-Butoxide Solvents: Ethanol; 85 °C3.1 Catalysts: Iodine Solvents: Dimethyl Sulfoxide; 100 °C4.1 Reagents: Hydrochloric Acid Solvents: Ethanol,Water; Overnight,85 °C
标题:Identification And Quantification Of Both Methylation And Demethylation Biotransformation Metabolites Of 5-Demethylsinensetin In Rats
作者:Wang,Xiaoqi; Et Al
参考文献:Journal Of Agricultural And Food Chemistry 日期:2022 卷标:70(10) 页码:3162-3171]
37656-97-6 = 855-96-9
反应条件:1.1 Catalysts: Iodine Solvents: Dimethyl Sulfoxide; 100 °C2.1 Reagents: Hydrochloric Acid Solvents: Ethanol,Water; Overnight,85 °C
标题:Identification And Quantification Of Both Methylation And Demethylation Biotransformation Metabolites Of 5-Demethylsinensetin In Rats
作者:Wang,Xiaoqi; Et Al
参考文献:Journal Of Agricultural And Food Chemistry 日期:2022 卷标:70(10) 页码:3162-3171]
621-59-0 + 22248-14-2 = 855-96-9
反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Ethanol; 85 °C2.1 Catalysts: Iodine Solvents: Dimethyl Sulfoxide; 100 °C3.1 Reagents: Hydrochloric Acid Solvents: Ethanol,Water; Overnight,85 °C
标题:Identification And Quantification Of Both Methylation And Demethylation Biotransformation Metabolites Of 5-Demethylsinensetin In Rats
作者:Wang,Xiaoqi; Et Al
参考文献:Journal Of Agricultural And Food Chemistry 日期:2022 卷标:70(10) 页码:3162-3171]
= 855-96-9 + 10568-42-0
反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Dimethylformamide
标题:Ring Isomerization Of Flavones. Iii. Synthesis Of Eupatorin,A Flavone From Eupatorium Semiserratum
作者:Farkas,Lorand; Et Al
参考文献:Chemische Berichte 日期:1969 卷标:102(1) 页码:112-17]
= 855-96-9 + 10568-42-0
反应条件:1.1 Reagents: Cupric Acetate,Hydrochloric Acid Solvents: Diethyl Ether,Methanol2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Dimethylformamide
标题:Ring Isomerization Of Flavones. Iii. Synthesis Of Eupatorin,A Flavone From Eupatorium Semiserratum
作者:Farkas,Lorand; Et Al
参考文献:Chemische Berichte 日期:1969 卷标:102(1) 页码:112-17
📜2,3,4-三甲氧基-6-羟基苯乙酮置于盐酸,Potassium Tert-Butylate,碘体系中,用 乙醇,水,二甲基亚砜 作为反应溶剂,化学反应生成 3,5-二羟基-4,6,7-三甲氧基黄酮
参考文献:Identification And Quantification Of Both Methylation And Demethylation Biotransformation Metabolites Of 5-Demethylsinensetin In Rats
标题:Identification And Quantification Of Both Methylation And Demethylation Biotransformation Metabolites Of 5-Demethylsinensetin In Rats
摘要:
DOI:10.1021/acs.Jafc.1C07509
海关参考信息
- 2905110000-甲醇
2907210001-间苯二酚
2907221000-对苯二酚
2908199090-其他酚的卤化衍生物 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:WO-2023156270-A1
优先权日:2022-02-18
标题:Coumarin synthesis and uses thereof
发明人：CONRATH UWE; LANGENBACH CASPAR; BEYER SEBASTIAN FELIX; SCHWINGES PATRICK; SCHULTHEISS HOLGER; BEESLEY ALEXANDER; LINKE CEDRIC
权利人:BASF SE; RWTH AACHEN
摘要:The present invention relates to genes, materials and methods for coumarin synthesis and the application thereof for improving plant health, preferably against infection by phythopathogenic microorganisms, and/or for improving plant health against coumarin-induced adverse effects on plant health. Furthermore, the invention pertains to methods and uses of such genes and mate- rials for creating correspondingly beneficial plant cells, plant parts and whole plants, and relates to products obtained from such plants or plant parts.
专利号:CN-120058823-A
优先权日:2025-02-28
标题:Synthesis method of a class of sulfosylzelanin derivatives and use of hypoglycemic drugs
专利号:CN-113321575-A
优先权日:2021-06-15
标 题 :A kind of preparation method of benzyl aryl ether and its application in synthesis
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Razak NA, Abu N, Ho WY, Zamberi NR, Tan SW, Alitheen NB, Long K, Yeap SK. Cytotoxicity of eupatorin in MCF-7 and MDA-MB-231 human breast cancer cells via cell cycle arrest, anti-angiogenesis and induction of apoptosis. Sci Rep. 2019 Feb 6;9(1):1514. doi: 10.1038/s41598-018-37796-w.
2: González-Cortazar M, Salinas-Sánchez DO, Herrera-Ruiz M, Román-Ramos DC, Zamilpa A, Jiménez-Ferrer E, Ble-González EA, Álvarez-Fitz P, Castrejón-Salgado R, Pérez-García MD. Eupatorin and Salviandulin-A, with Antimicrobial and Anti- Inflammatory Effects from Salvia lavanduloides Kunth Leaves. Plants (Basel). 2022 Jun 30;11(13):1739. doi: 10.3390/plants11131739.
3: Abd Razak N, Yeap SK, Alitheen NB, Ho WY, Yong CY, Tan SW, Tan WS, Long K. Eupatorin Suppressed Tumor Progression and Enhanced Immunity in a 4T1 Murine Breast Cancer Model. Integr Cancer Ther. 2020 Jan-Dec;19:1534735420935625. doi: 10.1177/1534735420935625.
合成参考文献
参考文献:10.1021/np960057s
摘要:Lale A, Herbert JM, Augereau JM, Billon M, Leconte M, Gleye J. Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes. J Nat Prod. 1996 Mar;59(3):273–6. doi: 10.1021/np960057s.
参考文献:10.1186/s12906-015-0884-0
摘要:Saidan NH, Hamil MSR, Memon AH, Abdelbari MM, Hamdan MR, Mohd KS, Majid AMSA, Ismail Z. Selected metabolites profiling of Orthosiphon stamineus Benth leaves extracts combined with chemometrics analysis and correlation with biological activities. BMC Complementary Medicine and Therapies. 2015 Oct 07;15(1):350. doi: 10.1186/s12906-015-0884-0.
参考文献:10.1186/s12906-015-0885-z
摘要:Shafaei A, Esmailli K, Farsi E, Aisha AFA, Abul Majid AMS, Ismail Z. Genotoxicity, acute and subchronic toxicity studies of nano liposomes of Orthosiphon stamineus ethanolic extract in Sprague Dawley rats. BMC Complementary Medicine and Therapies. 2015 Oct 14;15(1):360. doi: 10.1186/s12906-015-0885-z.
参考文献:10.1007/s00253-018-9043-0
摘要:Berim A, Gang DR. Production of methoxylated flavonoids in yeast using ring A hydroxylases and flavonoid O-methyltransferases from sweet basil. Applied Microbiology and Biotechnology. 2018 Apr 28;102(13):5585–98. doi: 10.1007/s00253-018-9043-0.
参考文献:10.1021/jf990444i
摘要:Valentão P, Andrade PB, Areias F, Ferreres F, Seabra RM. Analysis of vervain flavonoids by HPLC/Diode array detector method. Its application to quality control. J Agric Food Chem. 1999 Nov;47(11):4579–82. doi: 10.1021/jf990444i.
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