11Β-hydroxy-saxitoxin | 78780-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 11Β-hydroxy-saxitoxin
• 英文别名: 11Β-OH-STX；11beta-Hydroxysaxitoxin；[(3aS,4R,9S,10aS)-2,6-diamino-9,10,10-trihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
• CAS: 78780-57-1
• 化学式: C₁₀H₁₇N₇O₅
• 分子量: 315.289
• InChiKey: IQOJXRIZTPZJOY-LJRZAWCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  205
• 氢给体数：
  7
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  11Β-hydroxy-N21-sulfocarbamoyl-saxitoxin 在 盐酸 、 水 作用下， 反应 0.25h， 生成 11Β-hydroxy-saxitoxin
  参考文献：
  名称：

  贻贝中新的和异常的毒素毒素类似物的分离和结构鉴定。

  摘要：

  在鞭毛甲藻鞭毛亚历山大藻强烈繁殖期间在加拿大东部收集的浮游生物和剧毒贻贝样品的化学分析表明，存在麻痹性贝类中毒（PSP）毒素的复杂混合物。一项新开发的技术的应用，即亲水相互作用液相色谱-质谱法，证实了已知毒素的身份，并发现贻贝中存在浮游生物中不存在的五种毒素毒素类似物（M1-M5）。分离了其中的四种化合物，并通过串联质谱，1D和2D-NMR光谱以及化学互转换实验确定了它们的结构。发现其中之一是11beta-hydroxysaxitoxin（M2），而发现另外三个是新的毒毒素类似物，即 11β-羟基-N-磺基氨基甲酰基萨克毒素（M1），11,11-二羟基-N-磺基氨基甲酰基萨克毒素（M3）和11,11-二羟基萨克毒素（M4）。由于没有足够的材料进行表征，因此化合物M5仍然无法确定。

  DOI：

  10.1021/np800066r

文献信息

• [EN] METHODS AND COMPOSITIONS FOR STUDYING, IMAGING, AND TREATING PAIN<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR ÉTUDIER, VISUALISER PAR IMAGERIE ET TRAITER LA DOULEUR
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2010129864A9

  公开（公告）日：2012-03-08
• Methods and compositions for studying, imaging, and treating pain
  申请人：Bois Justin Du

  公开号：US20100284913A1

  公开（公告）日：2010-11-11

  Saxitoxin analogue compounds, compositions, pharmaceutical compositions, methods of synthesis of saxitoxin analogues, methods of imaging, methods of treatment, including methods of treating pain, are provided. Saxitoxin (STX), gonyautoxin (GTX), and zetekitoxin, and variant STX compounds bind to sodium channels and are effective to reduce or block flow of sodium ions through such channels. Such channel block affects nerve and muscle action, and may be effective to reduce or block pain sensations, relax muscles, reduce muscle spasm, and reduce wrinkles. STX analogue binding to sodium channels may also be useful to locate, image, or mark sodium channels, and so be useful in studying sodium channels and sodium channel disorders, and in the diagnosis and treatment of patients suffering from sodium channel disorders. In embodiments, the variant STX compounds include conjugates having increased serum half-life as compared to STX when administered to a subject. In embodiments, the present disclosure provides a method for alleviating pain in a subject in need of treatment, the method comprising administering to the subject an effective amount of a saxitoxin analogue compound, or a pharmaceutically acceptable salt, isomer, tautomer or prodrug thereof, whereby pain in said subject is alleviated.
• METHODS AND COMPOSITIONS FOR STUDYING, IMAGING, AND TREATING PAIN
  申请人：THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：US20160115173A1

  公开（公告）日：2016-04-28

  Saxitoxin analogue compounds, compositions, pharmaceutical compositions, methods of synthesis of saxitoxin analogues, methods of imaging, methods of treatment, including methods of treating pain, are provided. Saxitoxin (STX), gonyautoxin (GTX), and zetekitoxin, and variant STX compounds bind to sodium channels and are effective to reduce or block flow of sodium ions through such channels. Such channel block affects nerve and muscle action, and may be effective to reduce or block pain sensations, relax muscles, reduce muscle spasm, and reduce wrinkles. STX analogue binding to sodium channels may also be useful to locate, image, or mark sodium channels, and so be useful in studying sodium channels and sodium channel disorders, and in the diagnosis and treatment of patients suffering from sodium channel disorders. In embodiments, the variant STX compounds include conjugates having increased serum half-life as compared to STX when administered to a subject. In embodiments, the present disclosure provides a method for alleviating pain in a subject in need of treatment, the method comprising administering to the subject an effective amount of a saxitoxin analogue compound, or a pharmaceutically acceptable salt, isomer, tautomer or prodrug thereof, whereby pain in said subject is alleviated.
• US9174999B2
  申请人：——

  公开号：US9174999B2

  公开（公告）日：2015-11-03