9α-hydroxy-27-nor-4-cholestene-3,24-dione | 77499-50-4

• 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: 9α-hydroxy-27-nor-4-cholestene-3,24-dione
• 英文别名: 9-hydroxy-27-nor-4-cholestene-3,24-dione；(8S,9R,10S,13R,14S,17R)-9-hydroxy-10,13-dimethyl-17-[(2R)-5-oxoheptan-2-yl]-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 77499-50-4
• 化学式: C₂₆H₄₀O₃
• 分子量: 400.602
• InChiKey: YDJNJDQJUHMQHR-KQYPGHLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 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：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9α-hydroxy-27-nor-4-cholestene-3,24-dione 在 氯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 27-nor-4,9(11)-cholestadiene-3,24-dione
  参考文献：
  名称：

  Microbial degradation of the phytosterol side-chain to 24-oxo products

  摘要：

  A mutant of the potent sterol degrader Mycobacterium fortuitum (ATCC 6842) has been isolated which is defective in its ability to degrade both the steroid nucleus and sterol side-chains that are branched at the 24-position. Bioconversions of phytosterol mixtures by this mutant resulted in the accumulation of the novel 24-oxo intermediates 9-hydroxy-27-nor-4-cholestene-3,24-dione (II) and 9-hydroxy-26,27-dinor-4-cholestene-3,24-dione (III). Under the same conditions, cholesterol is degraded mainly to 9-hydroxy-4-androstene-3,17-dione (I) by this organism.

  DOI：

  10.1016/0039-128x(80)90055-0
• 作为产物：
  描述：

  豆甾醇 在 菜油甾醇 作用下， 生成 9α-hydroxy-27-nor-4-cholestene-3,24-dione
  参考文献：
  名称：

  Microbial degradation of the phytosterol side-chain to 24-oxo products

  摘要：

  A mutant of the potent sterol degrader Mycobacterium fortuitum (ATCC 6842) has been isolated which is defective in its ability to degrade both the steroid nucleus and sterol side-chains that are branched at the 24-position. Bioconversions of phytosterol mixtures by this mutant resulted in the accumulation of the novel 24-oxo intermediates 9-hydroxy-27-nor-4-cholestene-3,24-dione (II) and 9-hydroxy-26,27-dinor-4-cholestene-3,24-dione (III). Under the same conditions, cholesterol is degraded mainly to 9-hydroxy-4-androstene-3,17-dione (I) by this organism.

  DOI：

  10.1016/0039-128x(80)90055-0

文献信息

• Novel intermediates of microbial side chain degradation of sitosterol
  作者：Gábor Ambrus、Éva Ilköy、Gyula Horváth、Benjamin Podányi、Zsolt Böcskei、Sarolta Gyürky、Antónia Jekkel

  DOI：10.1016/s0040-4039(00)79151-9

  日期：1992.9

  We describe the structure and stereochemistry of some new 26-oxygenated steroid derivatives obtained by microbial transformation of sitosterol.
• NOVEL 9$g(a)-HYDROXY-3-OXO-4,24(25)-STIGMASTADIEN-26-OIC ACID DERIVATIVES, A PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
  申请人：RICHTER GEDEON VEGYESZETI GYAR R.T.

  公开号：EP0424504B1

  公开（公告）日：1994-04-13
• US5112815A
  申请人：——

  公开号：US5112815A

  公开（公告）日：1992-05-12
• [EN] NOVEL 9 alpha -HYDROXY-3-OXO-4,24(25)-STIGMASTADIEN-26-OIC ACID DERIVATIVES, A PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
  申请人：RICHTER GEDEON VEGYÉSZETI GYÁR R.T.

  公开号：WO1990013559A1

  公开（公告）日：1990-11-15

  (EN) The invention relates to novel 9$g(a)-hydroxy-3-oxo-4,24(25)-stigmastadien-26-oic acid derivatives of general formula (I), wherein M stands for hydrogen, C1-4 alkyl or a pharmaceutically acceptable cation. Further the invention relates to a process for preparing these compounds. The new compounds of general formula (I) exert anti-hypercholesteremic effect.(FR) L'invention se rapporte à de nouveaux dérivés d'acide 9$g(a)-hydroxy-3-oxo-4,24(25)-stigmastadiène-26-oïque, représentés par la formule générale (I), où M représente l'hydrogène, un alkyle de 1 à 4 atomes de carbone ou un cation pharmaceutiquement acceptable. L'invention se rapporte en outre à un procédé de préparation de ces composés. Ces nouveaux composés représentés par la formule générale (I) ont une action anti-hypercholestérolémie.