lanosterol | 19044-12-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: lanosterol
• 英文别名: 4,4,14alpha-Trimethylcholesta-8(9),24-dien-3beta-ol；(3S,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 19044-12-3
• 化学式: C₃₀H₅₀O
• 分子量: 426.726
• InChiKey: CAHGCLMLTWQZNJ-XCEBNUDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  lanosterol 生成 麦角固醇
  参考文献：
  名称：

  Effect on ergosterol biosynthesis of a fungicide, SSF-109, in Botrytis cinerea

  摘要：

  DOI：

  10.1016/0031-9422(90)85178-i

文献信息

• Phytosterol biosynthesis: Isotope effects associated with biomethylation formation to 24-alkene sterol isomers
  作者：De-an Guo、Zhonghua Jia、W David Nes

  DOI：10.1016/0040-4039(96)01534-1

  日期：1996.9

  Changes in 24-alkene sterol product distribution resulting from deuterium substitution on the coenzyme methyl group of AdoMet and on the sterol acceptor molecule at C-23 and C-24 were used to determine kinetic isotope effects for the terminating deprotonations involved in sterol biomethylation catalyzed by (S)-adenosyl-L-methionine-Δ24-sterol methyl transferase (SMT) enzyme. By this method 24(28)-methylene

  由氘取代AdoMet的辅酶甲基以及C-23和C-24上的甾醇受体分子导致的24链烯烃固醇产物分布的变化可用于确定动力学同位素效应，该动力学同位素效应涉及由C催化的甾醇生物甲基化的终止去质子化（S）-adenosyl -L-甲硫氨酸-Δ 24 -sterol甲基转移（SMT）的酶。通过这种方法，显示了由两种不同的SMT酶合成的24（28）-亚甲基环戊醇和环己醇。
• CRYSTAL FORM OF LANOSTEROL PRODRUG COMPOUND AND APPLICATION THEREOF
  申请人：GUANGZHOU OCUSUN OPHTHALMIC BIOTECHNOLOGY CO., LTD.

  公开号：US20210246158A1

  公开（公告）日：2021-08-12

  The present invention relates to a crystal form of a compound of formula (I) and an application thereof in preparing a drug for treating an ophthalmic disease.

  本发明涉及一种化合物（I）的晶体形式及其在制备用于治疗眼科疾病的药物中的应用。
• Chemical synthesis
  申请人：Kavtaradze Kita Levan

  公开号：US20050038301A1

  公开（公告）日：2005-02-17

  The present invention relates to a method of producing vicinal diols from a compound, the method characterised by the step of reacting the compound with a moderately strong acid in the presence one or more reagents capable of supplying hydroxyl groups wherein the moderately strong acid is a strongly reducing agent, but has a conjugate base that is a weak nucleophile. In preferred embodiments the moderately strong acid is hypophosphorous acid and the reagent(s) capable of supplying hydroxyl groups is 2-propanol in water, where 2-propanol is water soluable and organic. This method is particularly applicable to the production of vicinal diols of steroids, including lanosterol. Once vicinal diols of lanosterol diols are formed they are then capable of being further reacted to produce high purity lanosterol.

  本发明涉及一种从化合物中制备邻二醇的方法，其特征在于将该化合物与中等强度酸在一种或多种能够提供羟基的试剂的存在下反应，其中中等强度酸是一种强还原剂，但具有弱亲核副基。在优选实施例中，中等强度酸是亚磷酸，能够提供羟基的试剂是水中的2-异丙醇，其中2-异丙醇是水溶性和有机的。该方法特别适用于类固醇，包括麦角甾醇的邻二醇的生产。一旦形成了麦角甾醇的邻二醇，它们就能够进一步反应，产生高纯度的麦角甾醇。
• PROCESS FOR PREPARING DELTA-7,9(11) STEROIDS FROM GANODERMA LUCIDUM AND ANALOGS THEREOF
  申请人：Minto Robert

  公开号：US20130184244A1

  公开（公告）日：2013-07-18

  Processes for preparing lanostane triterpenes from the medicinal mushroom Ganoderma lucidum , and related compounds are described. Compounds, compositions, and methods for treating cancer are also described.

  本文介绍了从药用蘑菇灵芝中制备鲨烯三萜类化合物的过程，以及相关化合物。同时，还介绍了用于治疗癌症的化合物、组合物和方法。
• 14,15-Substituted lanosterols and their use as hypocholesterolemic agents
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0276823A2

  公开（公告）日：1988-08-03

  Lanosterols substituted in the 14 and/or 15 position(s) which are active in inhibiting lanosta-8,24-dien-3β-ol 14α-methyl-demethylase activity, supressing 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGR) activity, decreasing cholesterol synthesis and reducing serum cholesterol levels are disclosed.

  公开了在 14 和/或 15 位被取代的羊毛甾醇，它们在抑制羊毛甾-8,24-二烯-3β-醇 14α-甲基-脱甲基酶活性、抑制 3-羟基-3-甲基戊二酰辅酶 A 还原酶 (HMGR) 活性、减少胆固醇合成和降低血清胆固醇水平方面具有活性。