牛心果鹼
| 中文名称 | 牛心果鹼 |
|---|---|
| 中文同义词 | 牛心果鹼;牛心果;瑞枯灵(牛心果碱);瑞枯灵;瑞枯灵(牛心果碱 )查备注;网状番荔枝碱;网脉番荔枝碱;化合物 T4243 |
| 英文名称 | (S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol |
| 英文同义词 | (S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol;(1S)-1-[(3-hydroxy-4-methoxy-phenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol;(S)-Reticuline;reticuline;[1S,(+)]-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol;[1S,(+)]-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinoline-7-ol;2-Methoxy-5-[[(1S)-2-methyl-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline]-1-ylmethyl]phenol;Reticuline (>90% ee) |
| CAS号 | 485-19-8 |
| 分子式 | C19H23NO4 |
| 分子量 | 329.39 |
| EINECS号 | 207-611-3 |
| 相关类别 | 标准品;植物提取物;对照品;对照品-中药对照品;生物碱;标准品 -中药标准品;Amines;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals |
| Mol文件 | 485-19-8.mol |
| 结构式 |  |
牛心果鹼 性质
| 熔点 | 125-126°C |
|---|---|
| 沸点 | 648.96°C (rough estimate) |
| 密度 | 1.4371 (rough estimate) |
| 折射率 | 1.6800 (estimate) |
| 储存条件 | Sealed in dry,2-8°C |
| 溶解度 | 溶于二甲基亚砜 |
| 酸度系数(pKa) | 9.95±0.10(Predicted) |
| 形态 | 固体 |
| 颜色 | 米白色至黄色 |
| 旋光度 (Optical Rotation) | +88.318 (c 0.21, ethanol) |
| InChI | InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 |
| InChIKey | BHLYRWXGMIUIHG-HNNXBMFYSA-N |
| SMILES | [C@H]1(CC2=CC=C(OC)C(O)=C2)C2=C(C=C(OC)C(O)=C2)CCN1C |
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Reticuline (3 μM, 30 μM, 300 μM, 900 μM and 1.5 mM) inhibits in a concentration-dependent manner the contractions induced by Phenylephrine (1 μM), KCl (80 mM) and KCl (30 mM), (IC
50
=40±10, 240±40 and 300±40 μM, respectively) in isolated rat aortic rings with intact endothelium.
Reticuline (3 μM, 30 μM, 300 μM, 900 μM and 1.5 mM) antagonizes CaCl
2
-induced contractions, and also inhibits the intracellular calcium dependent transient contractions induced by Norepinephrine (1μM), but not those induced by Caffeine (20 mM).
Reticuline (5, 10 and 20 mg/kg, i. v., randomly) injections produced an intense hypotension in normotensive rats. The hypotensive effect of Reticuline is probably due to a peripheral vasodilation in consequence of: 1) muscarinic stimulation and NOS activation in the vascular endothelium, 2) voltage-dependent Ca 2+ channel blockade and/or 3) inhibition of Ca 2+ release from norepinephrine-sensitive intracellular stores.