(3S,8S,9S,10R,13R,14S,17R)-7-氨基-10,13-二甲基-17-[(2R)-6-甲基庚烷-2-基]-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-3-醇 | 156856-03-0

• 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
• 中文名称: (3S,8S,9S,10R,13R,14S,17R)-7-氨基-10,13-二甲基-17-[(2R)-6-甲基庚烷-2-基]-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-3-醇
• 中文别名: 7-氨基胆酯醇
• 英文名称: 7-aminocholesterol
• 英文别名: (3S,8S,9S,10R,13R,14S,17R)-7-amino-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 156856-03-0
• 化学式: C₂₇H₄₇NO
• 分子量: 401.676
• InChiKey: WLHQSAYHIOPMMJ-UOQFGJKXSA-N

物化性质

• 熔点：
  167-170 °C(Solv: acetone (67-64-1))
• 沸点：
  503.4±43.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3S,8S,9S,10R,13R,14S,17R)-7-氨基-10,13-二甲基-17-[(2R)-6-甲基庚烷-2-基]-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-3-醇 在 lithium aluminium tetrahydride 、 nickel dichloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 31.0h， 生成 7β-N-(3-aminopropyl)aminocholesterol
  参考文献：
  名称：

  Synthesis of spermidinylcholestanol and spermidinylcholesterol, squalamine analogues

  摘要：

  Several novel squalamine-related polyaminosterols are reported. The synthesis of 7alpha-N-[3N-(4-aminobutyl)aminopropyl]aminocholestanol I, 6alpha-N-[3N-(4-aminobutyl)aminopropyl]aminocholestanol II, 7alpha and 7beta-N-[3N-(4-aminobutyl)aminopropyl]aminocholesterol (III and IV), was accomplished from cholesterol, they provide the first examples in which spermidine is introduced in the B steroidal ring. These molecules showed comparable antibacteria and fungi activities to squalamine, and were cytotoxic on a human non-small cell bronchopulmonary carcinoma line (NSCLC-N6). Therefore, these molecules with antibiotic and cytotoxic activities are promising for immune-compromised patients in cancer chemotherapy. (C) 2004 Elsevier Ltd. All fights reserved.

  DOI：

  10.1016/j.tet.2004.09.055

文献信息

• SYSTEM AND METHOD FOR CONTROLLING GROWTH OF MICROORGANISMS WITH BROMINATED FURANONES
  申请人：Luk Yan-Yeung

  公开号：US20100120905A1

  公开（公告）日：2010-05-13

  A method for inhibiting the growth of a microorganism using an effective amount of one or more of the following synthetic brominated furanones: (i) 4-bromo-5Z-(bromomethylene)-3-methylfuran-2-one; (ii) 3-(dibromomethyl)-5-(dibromomethylene)furan-2-one; (iii) 3-(bromomethyl)-5-(dibromomethylene)furan-2-one; (iv) 4-bromo-3-(bromomethyl)-5Z-(bromomethylene)furan-2-one; or (v) 4-bromo-5-(dibromomethyl)-3-methylfuran-2(5H)-one. The brominated furanones inhibit the growth of both fungi and bacteria, including the fungal species Candida albicans, Gloeophyllum trabeum, Chaetomium globosum , and Trametes versicolor and the bacterial species Pseudomonas aeruginosa . The brominated furanones can be used topically or internally to treat human infections, and can be used to treat other objects, such as wood building supplies, to prevent fungal rot.

  使用以下合成溴化呋喃酮之一或多个有效量，抑制微生物的生长：（i）4-溴-5Z-（溴甲烯基）-3-甲基呋喃-2-酮；（ii）3-（二溴甲基）-5-（二溴甲烯基）呋喃-2-酮；（iii）3-（溴甲基）-5-（二溴甲烯基）呋喃-2-酮；（iv）4-溴-3-（溴甲基）-5Z-（溴甲烯基）呋喃-2-酮；或（v）4-溴-5-（二溴甲基）-3-甲基呋喃-2（5H）-酮。 溴化呋喃酮抑制真菌和细菌的生长，包括真菌物种Candida albicans，Gloeophyllum trabeum，Chaetomium globosum和Trametes versicolor，以及细菌物种Pseudomonas aeruginosa。 溴化呋喃酮可用于局部或内部治疗人类感染，并可用于治疗其他物体，例如木材建筑用品，以预防真菌腐烂。
• Differentially Fluorescent Yeast Biosensors for the Detection and Biodegration of Chemical Agents
  申请人：Guild Associates, Inc.

  公开号：EP2441834A1

  公开（公告）日：2012-04-18

  The present disclosure relates to an isolated organophosphorus hydrolase comprising a specific amino acid sequence as shown in SEQ ID NO:76.

  本公开涉及一种分离的有机磷水解酶，其包含如 SEQ ID NO:76 所示的特定氨基酸序列。
• VERFAHREN ZUR GENERIERUNG EINES GENTECHNISCH VERÄNDERTEN ORGANISMUS FÜR DAS WIRKSUBSTANZSCREENING
  申请人：Aventis Pharma Deutschland GmbH

  公开号：EP1576186A1

  公开（公告）日：2005-09-21
• DIFFERENTIALLY FLUORESCENT YEAST BIOSENSORS FOR THE DETECTION AND BIODEGRADATION OF CHEMICAL AGENTS
  申请人：Guild Associates, Inc.

  公开号：EP1963538A2

  公开（公告）日：2008-09-03
• METHOD FOR IDENTIFYING USEFUL PROTEINS OF BREWERY YEAST
  申请人：Suntory Limited

  公开号：EP1994150A1

  公开（公告）日：2008-11-26