3beta,17alpha,20alpha-三羟基-5-孕烯 | 903-67-3

• 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: 3beta,17alpha,20alpha-三羟基-5-孕烯
• 中文别名: 北五加皮苷E苷元
• 英文名称: Δ⁵-pregnene-3β,17α,20α-triol
• 英文别名: delta 5-Pregnenetriol；(3S,8R,9S,10R,13S,14S,17R)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 903-67-3
• 化学式: C₂₁H₃₄O₃
• 分子量: 334.499
• InChiKey: XGUQCUDPXSTKLI-PUOFRWEFSA-N

物化性质

• 熔点：
  236-238 °C
• 沸点：
  482.7±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3beta,17alpha,20alpha-三羟基-5-孕烯 、 乙酸酐 在 吡啶 作用下， 生成 (-)-17α-Hydroxy-3β,20α-diacetoxy-pregnen-(5)
  参考文献：
  名称：

  Gardi,R.; Vitali,R., Gazzetta Chimica Italiana, 1963, vol. 93, p. 1660 - 1680

  摘要：

  DOI：
• 作为产物：
  描述：

  (2R,3R,4S,5S,6R)-2-[[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol 生成 3beta,17alpha,20alpha-三羟基-5-孕烯
  参考文献：
  名称：

  ITOKAWA, HIDEJI;XU, JUNPING;TAKEYA, KOICHI, CHEM. AND PHARM. BULL., 36,(1988) N 6, C. 2084-2089

  摘要：

  DOI：

文献信息

• Studies on chemical constituents of antitumor fraction from Periploca sepium. V. Structures of new pregnane glycosides, periplocosides J, K, F and O.
  作者：HIDEJI ITOKAWA、JUNPING XU、KOICHI TAKEYA

  DOI：10.1248/cpb.36.4441

  日期：——

  Four new pregnane glycosides, named periplocosides J, K, F and O, have been isolated from the antitumor fraction of Periploca sepium (Asclepiadaceae). Their structures were established by various nuclear magnetic resonance techniques and chemical evidence.

  从杠柳（夹竹桃科）的抗肿瘤部位中分离出了四种新的孕烷糖苷，分别命名为杠柳苷J、K、F和O。它们的结构通过多种核磁共振技术和化学证据得以确定。
• Chemical synthesis of 7- and 8-dehydro derivatives of pregnane-3,17α,20-triols, potential steroid metabolites in Smith–Lemli–Opitz syndrome
  作者：Li-Wei Guo、William K Wilson、Jihai Pang、Cedric H.L Shackleton

  DOI：10.1016/s0039-128x(02)00113-7

  日期：2003.1

  four different routes in one to four steps. These multifunctional steroids were prepared by a series of regio- and stereoselective transformations chosen to minimize facile olefin isomerization and 17-deoxygenation. The results include a study of stereoselectivity in the reduction of 17 alpha-hydroxy-20-ketosteroids, an alternative method for reducing diethyl azodicarboxylate adducts of delta(5,7) steroids

  在 delta(7)、delta(8)、delta(5,7) 或 delta(5,8) 处不饱和的孕烷-3,17 α,20-三醇已被初步鉴定为 Smith-Lemli-Opitz 中的类固醇代谢物综合征（SLOS）。从 17 α-羟基孕烯醇酮二乙酸酯开始，我们通过四种不同的路线在一到四个步骤中合成了 13 种不饱和 C(21) 三醇。这些多功能类固醇是通过一系列区域和立体选择性转化来制备的，以最大限度地减少烯烃异构化和 17-脱氧。结果包括对还原 17 α-羟基-20-酮类固醇的立体选择性研究、还原 delta(5,7) 类固醇的偶氮二甲酸二乙酯加合物的替代方法，以及 delta(5,7) 类固醇的有效氧化异构化) 使用胆固醇氧化酶的类固醇。13 三醇及其合成前体通过 1H 和 13C 核磁共振 (NMR) 光谱进行了充分表征。NMR 数据以及分子模型表明，两种合成中间体 17 alpha-hydroxypregna-4
• Method of forming subtraction images
  申请人：Arakawa Satoshi

  公开号：US20050195943A1

  公开（公告）日：2005-09-08

  A radiation image signal is acquired from a radiation image of an object before being injected with a contrast medium, and a radiation image signal is acquired from a radiation image of the same object after being injected with the contrast medium. A subtraction process for subtracting image signal components of a plurality of the thus acquired radiation image signals, which image signal components represent corresponding pixels in the radiation images represented by the plurality of the radiation image signals, from one another is performed. A contrasted radiation image, in which a pattern of a specific structure of the object having been contrasted with the contrast medium in the radiation image has been extracted or enhanced, is thus formed. The contrast medium is a liposome, which contains a hydrophobic iodine compound as a film forming constituent.

  在注入造影剂之前，从物体的辐射图像中获取辐射图像信号，在注入造影剂之后，从同一物体的辐射图像中获取辐射图像信号。执行一个减法过程，将由此获取的多个辐射图像信号的图像信号分量相互减去，这些图像信号分量代表多个辐射图像信号所代表的辐射图像中的相应像素。这样就形成了对比辐射图像，其中提取或增强了辐射图像中被对比介质对比的物体的特定结构的图案。对比介质是一种脂质体，它含有一种疏水性碘化合物作为成膜成分。
• Hirschmann; Hirschmann, Journal of Biological Chemistry, 1950, vol. 187, p. 137,143
  作者：Hirschmann、Hirschmann

  DOI：——

  日期：——
• Ishizone,H. et al., Chemical and pharmaceutical bulletin, 1972, vol. 20, # 11, p. 2402 - 2406
  作者：Ishizone,H. et al.

  DOI：——

  日期：——