桐甾醇 | 2364-23-0

• 物质功能分类: 天然产物 - 甾体化合物
• 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: 桐甾醇
• 中文别名: 赤桐甾醇
• 英文名称: clerosterol
• 英文别名: 24β-ethylcholesta-5,25(27)-dien-3β-ol；(3β,24s)-stigmasta-5,25-dien-3-ol；24-ethylcholesta-5,25-dien-3β-ol；24β-ethyl-25-dehydrocholesterol；24S-stigmata-5,25-dien-3β-ol；Δ5-clerosterol；(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 2364-23-0
• 化学式: C₂₉H₄₈O
• 分子量: 412.7
• InChiKey: GHGKPLPBPGYSOO-FBZNIEFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  桐甾醇 生成
  参考文献：
  名称：

  Side chain modified sterols as probes into insect molting hormone metabolism. I: synthesis of monofluorophytosterols

  摘要：

  DOI：

  10.1016/s0040-4039(00)87528-0
• 作为产物：
  描述：

  5,24(28)-胆甾二烯-24-亚甲基-3beta-醇 生成 桐甾醇
  参考文献：
  名称：

  GINER, JOSE-LUIS;DJERASSI, CARL, TETRAHEDRON LETT., 31,(1990) N8, C. 5421-5424

  摘要：

  DOI：

文献信息

• Novel sterol/stanol phosphorylnitroderivatives and use thereof in treating or preventing cardiovascular disease, its underlying conditions and other disorders
  申请人：Orchansky Liliana Patricia

  公开号：US20070232688A1

  公开（公告）日：2007-10-04

  Sterol and stanol phosphorylnitro derivatives and their use in treating or preventing cardiovascular disease, its underlying conditions and other disorders are disclosed. The disclosed compounds include a phosphate linker, at least one moiety that releases nitric oxide (NO), and a sterol or stanol moiety. Some compounds additionally include an ascorbyl moiety to make the compound more readily soluble in aqueous and non-aqueous media.

  甾醇和甾酚磷酸硝基衍生物及其在治疗或预防心血管疾病、其潜在病症和其他疾病中的用途被披露。所披露的化合物包括一个磷酸酯连接物、至少一个释放一氧化氮（NO）的基团，以及一个甾醇或甾酚基团。一些化合物还包括抗坏血酸基团，以使化合物在水性和非水性介质中更容易溶解。
• [EN] DERIVATIVES COMPRISING STEROLS AND/OR STANOLS AND SPECIFIC CLASSES OF ANTI-INFLAMMATORY AGENTS AND USE THEREOF IN TREATING OR PREVENTING CARDIOVASCULAR DISEASE<br/>[FR] DERIVES COMPRENANT DES STEROLS ET/OU DES STANOLS ET DES CLASSES SPECIFIQUES D'AGENTS ANTI-INFLAMMATOIRES, ET UTILISATION DESDITS DERIVES POUR LE TRAITEMENT OU LA PREVENTION DE MALADIES CARDIOVASCULAIRES
  申请人：FORBES MEDI TECH INC

  公开号：WO2004029068A1

  公开（公告）日：2004-04-08

  The present invention provides, in one aspect, novel derivatives comprising sterols and/or stanols and an NSAID selected from salicylic acids and arylalkanoic acids, including salts of these derivatives, and having one or more of the following formulae: a) R2-(CH2)n-CO-OR b) R2-R c) R2-CO-CO-OR d) formula (I), wherein R is a sterol or stanol moiety, R2 is derived from a salicylic acid or an arylalkanoic acid and n=1-5. Also provided are pharmaceutical compositions comprising one or more of these novel derivatives and methods of treating or preventing cardiovascular disease and its underlying conditions including, without limitation, atherosclerosis, hypercholesterolemia, hyperlipidemia, hypertension, thrombosis, coronary artery disease, and for treating and reducing inflammation including coronary plaque inflammation, bacterial-induced inflammation, viral induced inflammation and inflammation associated with acute pain and surgical procedures which comprises administering to an animal, particularly a human, a non-toxic and therapeutically effective amount of one or more of these compounds or a biologically acceptable salt thereof.

  本发明一方面提供了新颖的衍生物，包括甾醇和/或甾烷醇以及从水杨酸和芳烷酸中选择的非甾体抗炎药（NSAID），包括这些衍生物的盐，并具有以下一种或多种公式：a) R2-(CH2)n-CO-OR b) R2-R c) R2-CO-CO-OR d) 公式 (I)，其中R是甾醇或甾烷醇部分，R2来自水杨酸或芳烷酸，n=1-5。还提供了包含一种或多种这些新颖衍生物的药物组合物，以及治疗或预防心血管疾病及其基础条件的方法，包括但不限于动脉粥样硬化、高胆固醇血症、高脂血症、高血压、血栓形成、冠心病，以及治疗和减少炎症的方法，包括冠状动脉斑块炎症、细菌诱导的炎症、病毒诱导的炎症以及与急性疼痛和手术程序相关的炎症，该方法包括向动物，尤其是人类，投予一种或多种这些化合物或其生物学可接受的盐的非毒性和治疗有效量。
• Compositions comprising one or more policosanols and/or policosanoic acids combined with sterol and/or steroid based ascorbic acid derivatives, and uses thereof
  申请人：Kutney P. James

  公开号：US20050234025A1

  公开（公告）日：2005-10-20

  A composition comprises one or more long chain alcohols (policosanols) and/or their respective acids (policosanoic acids) and one or more ascorbic acid derivatives, including all biologically acceptable salts or solvates or prodrugs of at least one such derivative or of the salts or of the solvates thereof and is used for the treatment and prevention of a variety of conditions and disorders.

  一种组合物包括一种或多种长链醇（聚醇）和/或它们各自的酸（聚酸）以及一种或多种抗坏血酸衍生物，包括至少一种这种衍生物或其盐或溶剂或前药的生物学上可接受的所有盐或溶剂，用于治疗和预防各种疾病和紊乱。
• A sterol glycoside from leaves of Clerodendron colebrookianum
  作者：Pratul Goswami、Jibon Kotoky、Ze-Nai Chen、Yang Lu

  DOI：10.1016/0031-9422(95)00557-9

  日期：1996.1

  Abstract A new sterol glycoside clerosterol 3β- o -[β- d -glucoside] along with clerosterol, sitosterol, octacosanol and fatty acids has been isolated from the leaves of Clerodendron colebrookianum . Their structures have been characterised by spectral analysis and the C-24 ( S / β ) configuration in clerosterol was also confirmed.

  摘要 从青树花的叶子中分离到了一种新的甾醇糖苷 3β- o -[β- d -葡萄糖苷] 以及甾醇、谷甾醇、二十八烷醇和脂肪酸。它们的结构已通过光谱分析进行表征，并且还证实了胆固醇中的 C-24 (S/β) 构型。
• Unusual 6'-fatty acid esters of (24S)-24-ethylcholesta-5,25-dien-3β-yl β-d-glucopyranoside from Teucrium fruticans
  作者：Gianfranco Fontana、Giuseppe Savona、Benjamı́n Rodrı́guez、Marı́a C De La Torre

  DOI：10.1016/s0031-9422(98)00511-1

  日期：1999.1

  Abstract An unusual (24S)-24-ethylcholesta-5,25-dien-3β-yl β- d -glucopyranoside possessing a mixture of fatty acid esters at the C-6′ position of the sugar moiety has been isolated from Teucrium fruticans. Spectroscopic studies and chemical transformations allowed the characterization of the sterol and sugar parts and palmitic, stearic, oleic, linoleic and linolenic acids as the main constituents

  摘要 一种不寻常的 (24S)-24-ethylcholesta-5,25-dien-3β-yl β-d-glucopyranoside 在糖部分的 C-6' 位置具有脂肪酸酯混合物，已从 Teucrium fruticans 中分离出来。光谱研究和化学转化允许表征甾醇和糖部分以及棕榈酸、硬脂酸、油酸、亚油酸和亚麻酸作为 6'-O-酰基部分的主要成分。