27975-19-5
基本信息
异甜菊醇标准品
异甜菊醇对照品
异甜菊醇, BR
异甜菊醇、异斯特维醇
异甜菊醇, 来源于甜叶菊
ISOSTEVIOL 异甜菊醇
ISOSTEVIOL 异甜菊醇 标准品
Nsc 231875
Ccris 6121
Isosteviol, BR
(-)-Isosteviol
ISOSTEVIOL STANDARD
ISOSTEVIOL USP/EP/BP
Iso-Stevio 27975-19-5
Isosteviol (NSC 231875)
Isosteviol ((-)-Isosteviol
物理化学性质
| 外观性状 | 白色结晶，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于甜菊（Stevia rebaudiana Bertoni）又名甜叶菊、甜草。 |
| 熔点 | 228.0 to 232.0 °C |
| 沸点 | 455.6±38.0 °C(Predicted) |
| 密度 | 1.15±0.1 g/cm3(Predicted) |
| 储存条件 | Sealed in dry,Room Temperature |
| 溶解度 | DMSO:81.5(Max Conc. mg/mL);255.92(Max Conc. mM) |
| 酸度系数(pKa) | 4.69±0.60(Predicted) |
| 形态 | neat |
| 颜色 | 白色到近乎白色 |
| InChI | InChI=1/C20H30O3/c1-17-9-5-14-18(2)7-4-8-19(3,16(22)23)13(18)6-10-20(14,12-17)11-15(17)21/h13-14H,4-12H2,1-3H3,(H,22,23)/t13-,14?,17-,18+,19+,20-/s3 |
| InChIKey | KFVUFODCZDRVSS-MVXPDRGUNA-N |
| SMILES | C12CC[C@@]3(C(=O)C[C@@]1(CC[C@]1([H])[C@](C)(C(=O)O)CCC[C@@]21C)C3)C |&1:3,7,10,12,20,r| |
安全数据
| 危险性符号(GHS) |     GHS05,GHS06,GHS08,GHS02 |
| 警示词 | 危险 |
| 危险性描述 | H301+H311+H331-H314-H341-H225 |
| 防范说明 | P501-P261-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P308+P313-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405 |
| WGK Germany | 3 |
| 海关编码 | 2918.30.9000 |
| 存储类别 | 11 - Combustible Solids |
应用领域
制备方法
57817-89-7
27975-19-5
以(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟甲基)四氢-2H-吡喃-2-基((4R,4aS,6aR,9S,11aR,11bS)-9-(((2S,3R,4S,5S,6R)-4,5-二羟基-6-(羟甲基)-3-(((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-4,11b-二甲基-8-亚甲基十四氢-6a,9-甲基环庚[a]萘-4-羧酸酯为原料，通过10％硫酸水解反应，合成了Ent-16-氧代吡喃-19-酸。反应条件为常规水解条件，无需额外催化剂或特殊温度控制。产物经纯化后，收率为93％，熔点为228.4-230.8℃。通过IR、1H NMR、13C NMR和HRMS对产物进行了结构确认。IR谱显示特征吸收峰位于3448, 2955, 2924, 2848, 1736, 1692, 1453, 1404, 1373, 1320, 1268, 1214, 1180, 1150, 1108, 973, 950, 796, 589 cm-1。1H NMR (400 MHz, CDCl3) δ: 2.64 (dd, J = 18.64, 3.76 Hz, 1H), 2.17 (d, J = 13.40 Hz, 1H), 1.90-1.37 (m, 13H), 1.25 (s, 3H), 1.22-1.14 (m, 3H), 1.06-1.03 (m, 1H), 0.98 (s, 3H), 0.95-0.88 (m, 1H), 0.78 (s, 3H)。13C NMR (100 MHz, CDCl3) δ: 224.22, 184.33, 56.79, 57.62, 56.09, 54.83, 49.73, 49.59, 44.38, 42.02, 40.42, 38.99, 38.34, 32.80, 29.69, 22.32, 20.57, 19.55, 14.04。HRMS (ESI) m/z: [M + Na]+ 计算值C20H30O3Na 341.2093，实测值341.2085。
参考文献：
[1] Chemistry and Biodiversity, 2013, vol. 10, # 2, p. 177 - 188
[2] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 19, p. 2485 - 2490
[3] European Journal of Medicinal Chemistry, 2016, vol. 115, p. 26 - 40
[4] Journal of Chemical Crystallography, 2009, vol. 39, # 2, p. 108 - 111
[5] Journal of Chemical Crystallography, 2011, vol. 41, # 4, p. 519 - 522
异甜菊醇价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2026/07/06 | S3905 | 异甜菊醇 Iso-Steviol | 27975-19-5 | 25mg | 794.78元 |
| 2026/07/06 | S3905 | 异甜菊醇 Iso-Steviol | 27975-19-5 | 1g | 7944.3元 |
| 2026/06/06 | I1069 | 异甜菊醇 Isosteviol | 27975-19-5 | 100mg | 310元 |
常见问题列表
Isosteviol ((-)-Isosteviol) dose-dependently relaxed the vasopressin (10
-8
M)-induced vasoconstriction in isolated aortic rings with or without endothelium. However, in the presence of potassium chloride (3×10
-2
M), the vasodilator effect of isosteviol on arterial strips disappeared. Only the inhibitors specific for the ATP-sensitive potassium (KATP) channel or small conductance calcium-activated potassium (SKCa) channel inhibited the vasodilator effect of isosteviol in isolated aortic rings contracted with 10
-8
M vasopressin.
The attenuation by isosteviol of the vasopressin- and phenylephrine-induced increase in [Ca
2+
]i was inhibited by glibenclamide, apamin and 4-aminopyridine but not by charybdotoxin. Furthermore, the inhibitory action of isosteviol on [Ca
2+
]i was blocked when A7r5 cells co-treated with glibenclamide and apamin in conjunction with 4-aminopyridine were present.
Isosteviol (1-100 micromol/l) inhibits angiotensin-II-induced DNA synthesis and endothelin-1 secretion. Measurements of 2'7'-dichlorofluorescin diacetate, a redox-sensitive fluorescent dye, showed an isosteviol-mediated inhibition of intracellular reactive oxygen species generated by the effects of angiotensin II.