CAS: 80418-24-2; (2S,3R,4S,5S,6R)-2-(((S)-2-((3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6-(((2R,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-3-(((2S,3R,4S,5R)-3,4,5-Trihydroxytetrahydro-2H-Pyran-2-yl)Oxy)Tetrahydro-2H-Pyran-2-yl)Oxy)-3,12-Dihydroxy-4,4,8,10,14-Pentamethylhexade

该化合物是从Panax nooginseng中提取的自然产生的沙邦素,具有抗炎和心血管保护性. 该化合物已证明可以改善微环球,加强纤维性活性,减少血压,为心血管疾病和炎症提供潜在的治疗利益.

英文名称(2S,3R,4S,5S,6R)-2-(((S)-2-((3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6-(((2R,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-3-(((2S,3R,4S,5R)-3,4,5-Trihydroxytetrahydro-2H-Pyran-2-yl)Oxy)Tetrahydro-2H-Pyran-2-yl)Oxy)-3,12-Dihydroxy-4,4,8,10,14-Pentamethylhexade
中文名称三七皂甙 R1
IUPAC名称(2S,3R,4S,5S,6R)-2-(((S)-2-((3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6-(((2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-3,12-dihydroxy-4,4,8,10,14-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
其它别名Notoginsenoside R1; (-)-Pseudolaric Acid B; Notoginsenoside R1 (Constituent Of American Ginseng, Asian Ginseng, And Tienchi Ginseng); (20S)-Ginsenoside R1; (R)-3,5,5-Trimethyl-4-((1E,3E,5E,7E,9E,11E,13E,15E,17
CAS编号80418-24-2
MFCD编号:MFCD00210535
EINECS号:683-233-6
FDA UNII编号:Z62692362Z
分子式:C47H80O18
分子量:933.14
产品CID: 1799410
产品分类生物化工 → 提取物

相似结构搜索
产品信息参考;;;;
InChIKey: LLPWNQMSUYAGQI-OOSPGMBYSA-N
LLPWNQMSUYAGQI-OOSPGMBYSA-N…
计算化学: 氢键受体数18.0氢键供体数12.0可旋转键数12.0

物理性质

熔点218 °C
沸点1010.5±65.0 °C at 760 mmHg
闪点564.9±34.3 °C
密度1.4±0.1 g/cm3
pKa:12.85±0.70(预测)
PSA:298.14
LogP:4.42
折射率1.614
蒸汽压0.0±0.6 mmHg at 25°C
溶解性水: Soluble1mg/mL, Clear, Colorless
外观形态白色至类白色粉末
储存条件密封, 常温干燥保存
产品应用该化合物用于抗炎剂,抑制TNF-Α诱导的PAI-1在人类的芳香光肌肉细胞中生产.

欧盟法规

C&L通报

合成工艺路线路线简述

22427-39-0 + 3616-06-6 = 80418-24-2
反应条件:1.1 Reagents: Tris(Hydroxymethyl)Aminomethane Hydrochloride,Polyoxyethylene Sorbitan Monolaurate Catalysts: Glucosyltransferase Solvents: Water; 12 H,Ph 8,30 °C1.2 Solvents: 1-Butanol
标题:Characterization Of A Group Of Udp-Glycosyltransferases Involved In The Biosynthesis Of Triterpenoid Saponins Of Panax Notoginseng
作者:Li,Yanting; Et Al
参考文献:Acs Synthetic Biology 日期:2022 卷标:11(2) 页码:770-779]

= 80418-24-2
反应条件:1.1 Reagents: Tributylphosphine Solvents: Tetrahydrofuran,Water; Rt2.1 Solvents: Dichloromethane; 30 Min,Rt2.2 Catalysts: [1,1,1-Trifluoro-N-[(Trifluoromethyl)Sulfonyl]Methanesulfonamidato-Kn](Triphenyl...; 40 °C3.1 Catalysts: Palladium Chloride Solvents: Methanol,Dichloromethane; Rt3.2 Catalysts: P-Toluenesulfonic Acid Solvents: Methanol,Dichloromethane; Rt3.3 Reagents: Triethylamine; Rt4.1 Reagents: Potassium Hydroxide Solvents: Methanol; Rt -> Reflux
标题:Total Synthesis Of Dammarane-Type Saponins Ginsenoside Re And Notoginsenoside R1
作者:Shen,Renzeng; Et Al
参考文献:Huaxue Xuebao 日期:2018 卷标:76(4) 页码:278-285]

= 80418-24-2
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol; Rt -> Reflux
标题:Total Synthesis Of Dammarane-Type Saponins Ginsenoside Re And Notoginsenoside R1
作者:Shen,Renzeng; Et Al
参考文献:Huaxue Xuebao 日期:2018 卷标:76(4) 页码:278-285]

53963-43-2 + 133-89-1 = 80418-24-2
反应条件:1.1 Reagents: Tris(Hydroxymethyl)Aminomethane Hydrochloride,Polyoxyethylene Sorbitan Monolaurate Catalysts: Glucosyltransferase Solvents: Water; 12 H,Ph 8,30 °C1.2 Solvents: 1-Butanol2.1 Reagents: Tris(Hydroxymethyl)Aminomethane Hydrochloride,Polyoxyethylene Sorbitan Monolaurate Catalysts: Glucosyltransferase Solvents: Water; 12 H,Ph 8,30 °C2.2 Solvents: 1-Butanol
标题:Characterization Of A Group Of Udp-Glycosyltransferases Involved In The Biosynthesis Of Triterpenoid Saponins Of Panax Notoginseng
作者:Li,Yanting; Et Al
参考文献:Acs Synthetic Biology 日期:2022 卷标:11(2) 页码:770-779]

= 80418-24-2
反应条件:1.1 Catalysts: Palladium Chloride Solvents: Methanol,Dichloromethane; Rt1.2 Catalysts: P-Toluenesulfonic Acid Solvents: Methanol,Dichloromethane; Rt1.3 Reagents: Triethylamine; Rt2.1 Reagents: Potassium Hydroxide Solvents: Methanol; Rt -> Reflux
标题:Total Synthesis Of Dammarane-Type Saponins Ginsenoside Re And Notoginsenoside R1
作者:Shen,Renzeng; Et Al
参考文献:Huaxue Xuebao 日期:2018 卷标:76(4) 页码:278-285]

= 80418-24-2
反应条件:1.1 Reagents: P-Toluenesulfonic Acid Monohydrate Solvents: Methanol,Dichloromethane; Rt1.2 Reagents: Triethylamine; Rt2.1 Reagents: Potassium Hydroxide Solvents: Methanol; Rt -> Reflux
标题:Total Synthesis Of Dammarane-Type Saponins Ginsenoside Re And Notoginsenoside R1
作者:Shen,Renzeng; Et Al
参考文献:Huaxue Xuebao 日期:2018 卷标:76(4) 页码:278-285]

= 80418-24-2
反应条件:1.1 Solvents: Dichloromethane; 30 Min,Rt1.2 Catalysts: [1,1,1-Trifluoro-N-[(Trifluoromethyl)Sulfonyl]Methanesulfonamidato-Kn](Triphenyl...; 40 °C2.1 Catalysts: Palladium Chloride Solvents: Methanol,Dichloromethane; Rt2.2 Catalysts: P-Toluenesulfonic Acid Solvents: Methanol,Dichloromethane; Rt2.3 Reagents: Triethylamine; Rt3.1 Reagents: Potassium Hydroxide Solvents: Methanol; Rt -> Reflux
标题:Total Synthesis Of Dammarane-Type Saponins Ginsenoside Re And Notoginsenoside R1
作者:Shen,Renzeng; Et Al
参考文献:Huaxue Xuebao 日期:2018 卷标:76(4) 页码:278-285

专利信息

专利号:US-7811612-B2
优先权日:2005-01-20
标题 :Herbal mixture extract of notoginseng radix, rehmanniae radix preparata and acanthopanacis cortex and composition comprising the same for prevention and treatment of arthritis
发明人：KIM JUNG-KEUN; KIM SE-WON; KIM HYUNG-GUN; KO SEON-YLE; BAEK DONG-HEON; CHANG SUNHWA
权利人:OSCOTEC INC
摘要:The present invention relates to an extract of an herbal mixture of Notoginseng radix, Rehmanniae radix preparata and Acanthopanacis cortex , and a method for treating arthritis using the extract as an effective ingredient. The extract of the herbal mixture of the present invention can effectively inhibits the release of inflammatory substances and the synthesis of cartilage destroying substance as well as the progress of arthritis.

专利号:CN-113598003-A
优先权日:2021-09-15
标题:A kind of method and application of improving the synthesis of Panax notoginseng saponins

专利号:CN-115948276-B
优先权日:2022-09-09
标题 :Lactobacillus plantarum S165 and application thereof in conversion and synthesis of rare notoginsenoside R2 from fermented notoginsenoside R1

专利号:CN-115282931-A
优先权日:2022-06-17
标题 :A kind of method and application of covalent coupling synthesis affinity chromatography resin

专利号:CN-114134060-B
优先权日:2021-12-09
标题:Engineering saccharomycete capable of efficiently synthesizing intermediate product or final product of ginsenoside Ro synthesis path and method

其他信息查阅

北京海步国际医药科技发展有限公司

网址: http://www.hopelife.cn
电话: 86-10-67886402👤

⚠️ 未注册 · 未认证企业

备注: 📌 数据来源说明：本展台内容基于各搜索引擎等公开数据整理，仅作展示用途。请用户自行辨别 ✉️ 若企业需抹除展台内容或有异议，请通过页面底部联系方式告知我们，我们会尽快处理。

昆明倍捷科技有限公司

网址: http://www.lab-biogen.com
电话: 0871-6225599👤

⚠️ 未注册 · 未认证企业

第 1 / 1 页

现货

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Enzymatic Synthesis Of Unnatural Ginsenosides Using A Promiscuous Udp-Glucosyltransferase From Bacillus Subtilis
作者:Ting-Ting Zhang,Ting Gong,Zong-Feng Hu,An-Di Gu,Jin-Ling Yang,Ping Zhu
摘要:Glycosylation, Which Is Catalyzed By Udp-Glycosyltransferases (Ugts), Is An Important Biological Modification For The Structural And Functional Diversity Of Ginsenosides. In This Study, The Promiscuous Ugt109A1 From Bacillus Subtilis Was Used To Synthesize Unnatural Ginsenosides From Natural Ginsenosides. Ugt109A1 Was Heterologously Expressed In Escherichia Coli And Then Purified By Ni-Nta Affinity Chromatography. Ginsenosides Re, Rf, Rh1, And R1 Were Selected As The Substrates To Produce The Corresponding Derivatives By The Recombinant Ugt109A1. The Results Showed That Ugt109A1 Could Transfer A Glucosyl Moiety To C3-Oh Of Ginsenosides Re And R1, And C3-Oh And C12-Oh Of Ginsenosides Rf And Rh1, Respectively, To Produce Unnatural Ginsenosides 3,20-Di-O-β-D-Glucopyranosyl-6-O-[α-L-Rhamnopyrano-(1->2)-β-D-Glucopyranosyl]-Dammar-24-Ene-3β,6α,12β,20S-Tetraol (1), 3,20-Di-O-β-D-Glucopyranosyl-6-O-[β-D-Xylopyranosyl-(1->2)-β-D-Glucopyranosyl]-Dammar-24-Ene-3β,6α,12β,20S-Tetraol (6), 3-O-β-D-Glucopyranosyl-6-O-[β-D-Glucopyranosyl-(1->2)-β-D-Glucopyranosyl]-Dammar-24-Ene-3β,6α,12β,20S-Tetraol (3), 3,12-Di-O-β-D-Glucopyranosyl-6-O-[β-D-Glucopyranosyl-(1->2)-β-D-Glucopyranosyl]-Dammar-24-Ene-3β,6α,12β,20S-Tetraol (2), 3,6-Di-O-β-D-Glucopyranosyl-Dammar-24-Ene-3β,6α,12β,20S-Tetraol (5), And 3,6,12-Tri-O-β-D-Glucopyranosyl-Dammar-24-Ene-3β,6α,12β,20S-Tetraol (4). Among The Above Products, 1, 2, 3, And 6 Are New Compounds. The Maximal Activity Of Ugt109A1 Was Achieved At The Temperature Of 40 °C, In The Ph Range Of 8.0-10.0. The Activity Of Ugt109A1 Was Considerably Enhanced By Mg2+, Mn2+, And Ca2+, But Was Obviously Reduced By Cu2+, Co2+, And Zn2+. The Study Demonstrated That Ugt109A1 Was Effective In Producing A Series Of Unnatural Ginsenosides Through Enzymatic Reactions, Which Could Pave A Way To Generate Promising Leads For New Drug Discovery.

合成参考文献

摘要:Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 7-4, 7-5, 8-12 (1990)
摘要:US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Jan, 2010. Available from, as of March 25, 2013:
摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
摘要:USDA; Dr. Duke's Phytochemical and Ethnobotanical Databases. Plants with a chosen chemical. Notoginsenoside. Washington, DC: US Dept Agric, Agric Res Service. Available from, as of March 25, 2013:
参考文献:10.1002/cbdv.200800313
摘要:Han S, Li H, Bai C, Wang L, Tu P. Component Analysis and Free Radical‐Scavenging Potential of Panax notoginseng and Carthamus tinctorius Extracts. Chemistry & Biodiversity. 2010 Feb;7(2):383–91. doi: 10.1002/cbdv.200800313.

📝 需求与反馈

📲 手机号 / 邮箱 *

✏️ 问题内容 *

尽可能描述清楚需求与问题信息