methyl 3β-acetoxy-5α-androst-16-ene-17-carboxylate | 96837-83-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: methyl 3β-acetoxy-5α-androst-16-ene-17-carboxylate
• 英文别名: 3β-acetoxy-21-nor-5α-pregnen-(16)-oic acid-(20)-methyl ester；3β-Acetoxy-5α-androsten-(16)-carbonsaeure-(17)-methylester；3β-Acetoxy-21-nor-5α-pregnen-(16)-saeure-(20)-methylester；methyl (3S,5S,8R,9S,10S,13S,14S)-3-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylate
• CAS: 96837-83-1
• 化学式: C₂₃H₃₄O₄
• 分子量: 374.521
• InChiKey: PGQGNHJPSJHIQE-BOPJXXHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3β-acetoxy-5α-androst-16-ene-17-carboxylate 在 四氯化碳 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 乙醇 、 铂 作用下， 生成 3-β-HYDROXY-5-α-ANDROSTANE-17-β-CARBOXYLIC ACID
  参考文献：
  名称：

  Tissue and Blood Levels of Zinc, Copper, and Magnesium in Nitric Oxide Synthase Blockade-Induced Hypertension

  摘要：

  The aim of this study was to determine the levels of tissue and blood zinc (Zn), copper (Cu), magnesium (Mg) in nitric oxide (NO) synthase blockade-induced hypertension. A group of albino rats received a NO synthase inhibitor, N-G-nitro-L-arginine-methyl ester (L-NAME, 60 mg/kg/d) in their drinking water for 21 d. L-NAME intake caused a progressive rise in this group's resting mean arterial blood pressure compared to a control group (p < 0.01). There were no differences between the groups with regard to tissue and blood levels of Zn or Cu; however, Mg concentrations were significantly lower in the hypertensive rats' erythrocytes (20.2% reduction from control levels), cerebral cortex (17.0%), heart (9.1%), renal cortex (12%), renal medulla (16.7%), and in the tissues of the caval vein (23.7%), mesenteric artery (29.8%), renal artery (18.4%), and renal vein (22.1%). There were no significant Mg concentration changes in the hypertensive group's plasma, cerebellum, liver, duodenum, or aortal tissue. These findings suggest that Mg depletion may play a role in the blood pressure rise that occurs in the model of chronic NO synthase inhibition-induced hypertension.

  DOI：

  10.1385/bter:77:2:97
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 methyl 3β-acetoxy-5α-androst-16-ene-17-carboxylate
  参考文献：
  名称：

  ÜberSteroide和性激素。（129. Mitteilung）。合成了14,15-类固醇Rexhe-Oxido-Verbindungen; 3β-乙酰氧基-14,15-氧化-17-异allo-ätiocholansäure-甲酯

  摘要：

  DOI：

  10.1002/hlca.19460290417

文献信息

• Palladium-catalyzed carbonylation of enol triflates. A novel method for one-carbon homologation of ketones to α,β-unsaturated carboxylic acid derivatives
  作者：Sandro Cacchi、Enrico Morera、Giorgio Ortar

  DOI：10.1016/s0040-4039(00)98525-3

  日期：1985.1

  Ketones can be homologated to α,gb-unsaturated esters or amides via their enol triflates by a palladium-catalyzed reaction with carbon monoxide and alcohols or amines.

  酮可通过钯与一氧化碳，醇或胺的催化反应，通过烯醇三氟甲磺酸酯与α，gb-不饱和酯或酰胺同源。