65497-07-6

• 常用中文名：商陆皂苷甲
• 常用英文名：Esculentoside A
• CAS号：65497-07-6
• 分子式：C₄₂H₆₆O₁₆
• 分子量：826.964
• 相关类别： 生物化工 天然产物
• 发布时间：2018-03-23 08:00:00
• 更新时间：2026-07-01 14:25:50
• Esculentoside A (EsA),一种从商陆 Phytolacca esculenta 根部分离出来的三萜皂苷。Esculentoside A (EsA) 在具有抗炎活性,对环氧合酶-2 (COX-2) 具有选择性抑制活性。Esculentoside A (EsA) 通过抑制 (NF-ΚB) 和丝裂原活化蛋白激酶 (MAPK) 信号通路抑制 LPS 诱导的急性肺损伤 (ALI) 中的炎症反应。

名称

• 中文名: 商陆皂苷甲
• 英文名: Esculentoside A
• 中文别名: ESCULENTOSIDE A 商陆皂苷甲; 商陆皂苷甲Esculentoside A; 商陆皂苷甲(标准品); 商陆种苷A; 商陆皂苷甲(商陆皂甙A、商陆种苷A、商陆皂甙甲); 商陆皂甙A; 商陆皂苷A; 商陆皂甙A、商陆种苷A、商陆皂甙甲; 商陆皂苷甲/五环三萜类; 商陆皂苷甲(对照品); 商陆皂甙; 商陆皂苷甲 A, 来源于商陆; (2S,4,6AS,6BR,8,9R,10R,11S,12,12BR,14BS)-10-(((2S,3R,4R,5R)-3,4-二羟基-5-(((2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟甲基)四氢-2H-吡喃-2-基)氧基)四氢-2H-吡喃-2-基)氧基)-11-羟基-9-(羟甲基)-2-(甲氧基羰基)-2,6A,6B,9,12A-五甲基-1,3,4,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-十八氢苉-4A(2H)-甲酸; 商陆皂甙甲; 食用茄素 A; 商陆皂苷甲,10 MM DMSO 溶液; 商陆皂甙A对照品
• 英文别名: Esculentoside; 4-O-(2,23,28-Trihydroxy-29-methoxy-28,29-dioxoolean-12-en-3-yl)pentopyranosyl hexopyranoside; EsculentosideA; Esculentoside A-RM; Phytolacaponin E; Hexopyranoside, 4-O-(2,23,28-trihydroxy-29-methoxy-28,29-dioxoolean-12-en-3-yl)pentopyranosyl; (2S,4,6aS,6bR,8,9R,10R,11S,12,12bR,14bS)-10-(((2S,3R,4R,5R)-3,4-Dihydroxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycbonyl)-2,6a,6b,9,12; Phytolaccasaponin E; Esculentoside A, 10 mM in DMSO; (2β,3β)-3-{[4-O-(β-D-Glucopyranosyl)-β-D-xylopyranosyl]oxy}-2,23-dihydroxy-30-methoxy-30-oxoolean-12-en-29-oic acid; Phytolaccasaponin E in methanol; ESCULENTOSIDE A; Olean-12-ene-28,29-dioic acid, 3-[(4-O-β-D-glucopyranosyl-β-D-xylopyranosyl)oxy]-2,23-dihydroxy-, 29-methyl ester, (2β,3β,4α,20β); (2b,3b,4a,20b)-3-((4-O-beta-D-Glucopyranosyl-beta-D-xylopyranosyl)oxy)-2,23-dihydroxyolean-12-ene-28,29-dioic acid 29-methyl ester; Esculentoside A from Phytolacca acinosa Roxb; Esculentoside A //BP

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 935.8±65.0 °C at 760 mmHg
• 分子式: C₄₂H₆₆O₁₆
• 分子量: 826.964
• 闪点: 275.1±27.8 °C
• 精确质量: 826.435059
• PSA: 262.36000
• LogP: 3.01
• 蒸汽压: 0.0±0.6 mmHg at 25°C
• 折射率: 1.620

生物活性

• 描述: Esculentoside A (EsA),一种从商陆 Phytolacca esculenta 根部分离出来的三萜皂苷。Esculentoside A (EsA) 在具有抗炎活性,对环氧合酶-2 (COX-2) 具有选择性抑制活性。Esculentoside A (EsA) 通过抑制 (NF-ΚB) 和丝裂原活化蛋白激酶 (MAPK) 信号通路抑制 LPS 诱导的急性肺损伤 (ALI) 中的炎症反应。
• 相关类别:
  研究领域 >> 炎症/免疫
  信号通路 >> 免疫及炎症 >> COX
• 体外研究: Esculentoside A(0-10μM; 24小时)降低了引物巨噬细胞中TNF浓度的释放[4]。
• 体内研究: Esculentoside A(EsA)(腹腔注射；20 mg/kg；每天一次；4周)通过调节炎性细胞因子,抑制肾细胞增殖和诱导细胞凋亡在治疗BXSB小鼠中起重要作用[2]。Esculentoside A(EsA)(腹腔注射；5,10和20 mg/kg；每天一次；7天)剂量依赖性地降低LPS攻击后小鼠血清中的TNF,IL-1和IL-6水平[4]。动物模型：BXSB小鼠[2]剂量：20 mg/kg给药：腹腔注射；20 mg/kg；每天一次；4周结果：减轻LN的肾损伤。
• 参考文献:

  [1]. Wu F, et al. Synthesis, in vitro inhibitory activity towards COX-2 and haemolytic activity of derivatives of esculentoside A. Bioorg Med Chem Lett. 2007 Dec 1;17(23):6430-3. Epub 2007 Oct 5.

  [2]. Ma H, et al. The effect of esculentoside A on lupus nephritis-prone BXSB mice. Arch Med Sci. 2013 Apr 20;9(2):354-60.

  [3]. Zhong WT, et al. Protective effect of esculentoside A on lipopolysaccharide-induced acute lung injury in mice. J Surg Res. 2013 Nov;185(1):364-72.

  [4]. Ju DW, et al. Esculentoside A inhibits tumor necrosis factor, interleukin-1, and interleukin-6 production induced by lipopolysaccharide in mice. Pharmacology. 1998 Apr;56(4):187-95

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : RK0177530 CHEMICAL NAME : Olean-12-ene-28,29-dioic acid, 2,23-dihydroxy-3-((4-O-beta-D-glucopyranosyl-beta-D- xylopyranosyl)oxy)-, 29-methyl ester, (2-beta,3-beta,4-alpha,20-beta)- CAS REGISTRY NUMBER : 65497-07-6 LAST UPDATED : 198706 DATA ITEMS CITED : 4 MOLECULAR FORMULA : C42-H66-O16 MOLECULAR WEIGHT : 827.08 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 42300 ug/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : SYHJAM Saengyak Hakhoechi. Journal of the Society of Pharmacognosy. (Hanguk Saengyak Hakhoe, c/o Natural Products Institute, Seoul National Univ., 28 Yunkeon-Dong, Chong-ro-ku, Seoul 110, Korea) 1970- Volume(issue)/page/year: 10,73,1979 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1200 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Skin and Appendages - hair Nutritional and Gross Metabolic - body temperature decrease REFERENCE : SHZAAY Shoyakugaku Zasshi. Journal of Pharmacognosy. (Nippon Shoyaku Gakkai, c/o Nippon Gakkai Jimu Senta, 2-4-16 Yayoi, Bunkyo-ku, Tokyo 113, Japan) V.6- 1952- Volume(issue)/page/year: 33,111,1979 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 486 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Skin and Appendages - hair Nutritional and Gross Metabolic - body temperature decrease REFERENCE : SHZAAY Shoyakugaku Zasshi. Journal of Pharmacognosy. (Nippon Shoyaku Gakkai, c/o Nippon Gakkai Jimu Senta, 2-4-16 Yayoi, Bunkyo-ku, Tokyo 113, Japan) V.6- 1952- Volume(issue)/page/year: 33,111,1979 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 23600 ug/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : SYHJAM Saengyak Hakhoechi. Journal of the Society of Pharmacognosy. (Hanguk Saengyak Hakhoe, c/o Natural Products Institute, Seoul National Univ., 28 Yunkeon-Dong, Chong-ro-ku, Seoul 110, Korea) 1970- Volume(issue)/page/year: 10,73,1979

安全

• 安全声明 (欧洲): 24/25