2-hydroxymethylene-5α-cholestan-3-one | 1233699-25-6

• 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: 2-hydroxymethylene-5α-cholestan-3-one
• 英文别名: (2Z,5S,8R,9S,10S,13R,14S,17R)-2-(hydroxymethylidene)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 1233699-25-6
• 化学式: C₂₈H₄₆O₂
• 分子量: 414.672
• InChiKey: HANWTWIRKYRHGG-RTSMANDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxymethylene-5α-cholestan-3-one 生成 5α-Cholest-2-eno<3,2-d>pyrimidine
  参考文献：
  名称：

  HAJOS, GYORGY;SNATZKE, GUNTHER, LIEBIGS ANN. CHEM.,(1989) N 1, C. 31-33

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Alpha-胆甾烷-3-酮 、 甲酸乙酯 在 甲醇 、 sodium hydride 作用下， 以 苯 为溶剂， 以81%的产率得到2-hydroxymethylene-5α-cholestan-3-one
  参考文献：
  名称：

  Hasan, Mashooda; Rashid, Naghmana; Khan, Khalid Mohammed, Liebigs Annalen, 1995, # 5, p. 889 - 896

  摘要：

  DOI：

文献信息

• New steroidal heterocycles: the synthesis and structure of androsteno[2,3-g]-, androstano[3,2-f]-, and androsteno[16,17-g]-pyrazolo[1,5-a]pyrimidines
  作者：Joginder S. Bajwa、Peter J. Sykes

  DOI：10.1039/p19800000481

  日期：——

  fused and linearly fused products, androst-2-eno[2,3-g]- and androstano[3,2-f]-pyrazolo[1,5-a]pyrimidines, respectively. However, the condensation of 3-amino-4-cyano-5-cyanomethylpyrazole with 2-hydroxymethyl-3-oxo-steroids gave only angularly fused products, namely, androst-2-eno[2,3-g]pyrazolo[1,5-a]pyrimidines. The reaction of 3-aminopyrazole and its derivatives with a 2-hydroxymethylene-Δ4-3-oxosteroid

  3-氨基吡唑及其4-氰基衍生物与2-羟基亚甲基-3-氧代甾族化合物的反应，得到了角熔合和线性熔合产物的混合物，其中rost-2-eno [2,3- g ]-和androstano [ 3，2- f ]-吡唑并[1，5- a ]嘧啶。然而，3-氨基-4-氰基-5-氰基甲基吡唑与2-羟甲基-3-氧代甾族化合物的缩合仅产生有角度的熔融产物，即，rost-2-eno [2,3- g ] pyrazolo [1， 5- α ]嘧啶。3-氨基吡唑和反应及其与2-羟基亚甲基-Δ衍生物4 -3- oxosteroid和16羟基亚甲基-17-氧代-甾族化合物也得到只有角度熔融产物，雄甾-2,4-二烯并[2,3 -克]-和androst-16-eno [16,17- g ]-吡唑并[1,5- a ]嘧啶。所有这些化合物的结构都是通过ir，uv，1 H和13 C nmr光谱确定的。
• Synthesis, computer modeling and biological evaluation of novel protein kinase C agonists based on a 7-membered lactam moiety
  作者：Yasuyuki Endo、Masako Shimazu、Hiroshi Fukasawa、Paul E. Driedger、Kaname Kimura、Nobuo Tomioka、Akiko Itai、Koichi Shudo

  DOI：10.1016/s0960-894x(98)00724-0

  日期：1999.1

  4-Hydroxymethyl-5a-methyl-1,3,4,5,5a beta,6,7,8,9,9a alpha-decahydro-2H-benz[d]azepin-2-one (4-12), which were designed to mimic the biologically active conformation of teleocidins and benzolactams, were synthesized and evaluated for the ability to compete with [H-3]phorbol 12,13-dibutyrate in a PKC delta binding assay. Among the ed potent binding affinity, with inhibition constants (K-i) of low nanomolar order. Computational docking simulation also indicates that the relative positions of the hydrogen-bonding sites and hydrophobic regions of the compounds are well matched to the PKC delta binding site. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Hajos, Gyoergy; Snatzke, Guenther, Liebigs Annalen der Chemie, 1989, p. 31 - 34
  作者：Hajos, Gyoergy、Snatzke, Guenther

  DOI：——

  日期：——
• A synthesis of 11-homo-aldosterone
  作者：Masateru Miyano、Jeffrey N. Smith、C.R. Dorn

  DOI：10.1016/0040-4020(82)85028-x

  日期：1982.1
• A facile three-component solid phase synthesis of steroidal A-ring fused pyrimidines under microwave irradiation
  作者：Madan G. Barthakur、Shyamalee Gogoi、Mandakini Dutta、Romesh C. Boruah

  DOI：10.1016/j.steroids.2009.03.006

  日期：2009.9

  The preparation of ring-A fused pyrimidines at the steroidal 2,3-position is herein described. The novel steroidal pyrimidines were prepared from the solid phase three-component reaction of 2-hydroxymethylene-3-keto steroids, arylaldehydes and ammonium acetate under microwave irradiation. (C) 2009 Elsevier Inc. All rights reserved.