罗汉松酸
| 中文名称 | 罗汉松酸 |
|---|---|
| 中文同义词 | 罗汉松酸, >99%;罗汉松酸,10 MM DMSO 溶液;P860615,罗汉松酸,5947-49-9 |
| 英文名称 | PODOCARPIC ACID |
| 英文同义词 | (1S,4aS,10aR)-1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethylphenanthrene-1-carboxylic acid;1,4-alpha-Dimethyl-6-hydroxy-1,2,3,4-alpha-9,10,10-alpha-octahydro-1-phenanthrenecarboxylicacid;1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethyl-, (1S,4aS,10aR)-;1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy -1,4a-dimethyl-, (1S-(1alpha,4aalpha,10abeta))- (9CI);(1S)-1,2,3,4,4aβ,9,10,10aα-Octahydro-6-hydroxy-1,4a-dimethyl-1-phenanthrenecarboxylic acid;(1S)-1,4aβ-Dimethyl-6-hydroxy-1,2,3,4,4a,9,10,10aα-octahydrophenanthrene-1β-carboxylic acid;[1S,(+)]-1,2,3,4,4a,9,10,10aα-Octahydro-6-hydroxy-1,4aβ-dimethyl-1β-phenanthrenecarboxylic acid;(1R)-1,4aα-Dimethyl-6-hydroxy-1,2,3,4,4a,9,10,10aβ-octahydrophenanthrene-1α-carboxylic acid |
| CAS号 | 5947-49-9 |
| 分子式 | C17H22O3 |
| 分子量 | 274.35 |
| EINECS号 | 227-706-3 |
| 相关类别 | Asymmetric Synthesis;Chiral Building Blocks;Complex Molecules |
| Mol文件 | 5947-49-9.mol |
| 结构式 |  |
罗汉松酸 性质
| 熔点 | 193-196 °C (lit.) |
|---|---|
| 比旋光度 | 20546 +165° (c = 4 in abs ethanol) |
| 沸点 | 449.6±45.0 °C(Predicted) |
| 密度 | 1.182±0.06 g/cm3(Predicted) |
| 储存条件 | Store at -20°C |
| 溶解度 | 二甲基亚砜：≥ 100 mg/mL（364.50 mM） |
| 酸度系数(pKa) | 4.66±0.40(Predicted) |
| 形态 | 固体 |
| 颜色 | 白色至米白色 |
| 旋光度 (Optical Rotation) | [α]20/D +133°, c = 4 in ethanol |
| Merck | 13,7625 |
| InChI | 1S/C17H22O3/c1-16-8-3-9-17(2,15(19)20)14(16)7-5-11-4-6-12(18)10-13(11)16/h4,6,10,14,18H,3,5,7-9H2,1-2H3,(H,19,20)/t14-,16-,17+/m1/s1 |
| InChIKey | VJILEYKNALCDDV-OIISXLGYSA-N |
| SMILES | [H][C@@]12CCc3ccc(O)cc3[C@@]1(C)CCC[C@]2(C)C(O)=O |
Podocarpic acid anhydride acts as a 1 nM agonist of LXRalpha and beta receptors. It shows over 8-10-fold better activator of LXR receptors compared to one of the natural ligands, 22-(R)-hydroxy cholesterol, in HEK-293 cells.
Podocarpic acid activates SKN-1 in C. elegans, similar to known Nrf2 activators such as α-lipoic acid (LA). Podocarpic acid- or LA-induced SKN-1 activation also requires TRPodocarpic acid-1: trPodocarpic acid-1 knockdown in glod-4;gst-4p::gfp animals reduces expression of gst-4 to wild-type levels. A and LA supplementation results in a robust Ca 2+ flux, which is significantly reduces when the Ca 2+ -impermeable TRPodocarpic acid-1E1018A channel is present, suggesting that TRPodocarpic acid-1 activation is key for these drugs' function. Finally, Podocarpic acid and LA alleviate the Podocarpic acidthogenic phenotypes of glod-4 animals by reverting the high endogenous MGO and GO to almost wild-type-like levels.
安全信息
| WGK Germany | 3 |
|---|---|
| 存储类别 | 11 - 可燃固体 |
| 提供商 | 语言 |
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英文
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