Lumisterol₃ | 10346-43-7

• 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
• 英文名称: Lumisterol₃
• 英文别名: lumisterol；10α-cholestadien-(5,7)-ol-(3β)；(10S)-3t-Hydroxy-10r.13t-dimethyl-17t-((R)-1.5-dimethyl-hexyl)-(9cH.14cH)-Δ^5.7-dodecahydro-1H-cyclopenta[a]phenanthren；3β-Hydroxy-10.13-dimethyl-17β-((R)-1.5-dimethyl-hexyl)-10α-gonadien-(5.7)；Pyrocholecalciferol；(3S,9S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 10346-43-7
• 化学式: C₂₇H₄₄O
• 分子量: 384.646
• InChiKey: UCTLRSWJYQTBFZ-KEPKOUJCSA-N

物化性质

• 沸点：
  493.7±34.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  Lumisterol₃ 、 乙酸酐 在 吡啶 作用下， 生成 10α-cholestadien-(5,7)-yl-(3β)-acetate
  参考文献：
  名称：

  Windaus; Deppe; Roosen-Runge, Justus Liebigs Annalen der Chemie, 1939, vol. 537, p. 1,5

  摘要：

  DOI：
• 作为产物：
  描述：

  9β-cholestadien-(5,7)-ol-(3β) 生成 Lumisterol₃
  参考文献：
  名称：

  FASSLER, D.;GIESING, S.;ILGE, H. D.;REICHENBAECHER, M.;SCHOENECKER, B.

  摘要：

  DOI：

文献信息

• Continuous-flow synthesis of vitamin D3
  作者：Shinichiro Fuse、Nobutake Tanabe、Masahito Yoshida、Hayato Yoshida、Takayuki Doi、Takashi Takahashi

  DOI：10.1039/c0cc02239j

  日期：——

  A highly efficient, two-stage, continuous-flow synthesis of vitamin D3 from provitamin D3 was achieved. The developed method afforded the desired product in high yield (HPLC-UV: 60%, isolated: 32%) and required neither intermediate purification nor high-dilution conditions.

  实现了从维生素 D3 到维生素 D3 的高效、两阶段、连续流合成。所开发的方法能以高产率（HPLC-UV：60%，分离：32%）获得所需的产品，并且既不需要中间纯化，也不需要高稀释条件。
• Routes to optimization of previtamin D photosynthesis using irradiation by a sunlamp
  作者：I. P. Terenetskaya、N. A. Bogoslovskii、L. N. Vysotskii、F. I. Luknitskii

  DOI：10.1007/bf02219037

  日期：1994.8
• Gliesing, S.; Reichenbaecher, M.; Ilge, H.-D., Journal fur praktische Chemie (Leipzig 1954), 1987, vol. 329, # 2, p. 311 - 320
  作者：Gliesing, S.、Reichenbaecher, M.、Ilge, H.-D.、Fassler, D.

  DOI：——

  日期：——
• [EN] ENZYMATIC PRODUCTION OR CHEMICAL SYNTHESIS AND USES FOR 5,7-DIENES AND UVB CONVERSION PRODUCTS THEREOF<br/>[FR] PRODUCTION ENZYMATIQUE OU SYNTHÈSE CHIMIQUE ET UTILISATIONS POUR LES 5,7-DIÈNES ET PRODUITS DE CONVERSION UVB AINSI OBTENUS
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2009108388A2

  公开（公告）日：2009-09-03

  Provided herein are steroidal compounds that are androsta-5,7-dienes or a pregna-5,7-dienes and ultraviolet B (UVB) conversion products thereof which includes pharmaceutical compositions of the steroidal compounds. Also provided is a method for producing hydroxylated metabolites of cholecalciferol via the P450scc (CYPl IA 1) or CYP27B 1 enzyme systems and the hydroxylated metabolites so produced. In addition, a method for inhibiting proliferation of either a normally or abnormally proliferating cell by contacting the cell with any of the compounds described herein. A related method is provided of treating a condition associated with the proliferating cell such as a cancer, a skin disorder, a defect in cell differentiation, cosmetic, prophylaxsis, or healthy cell maintenance.