17,21,21-trihydroxy-4-pregnene-3,20-dione | 84869-31-8

• 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: 17,21,21-trihydroxy-4-pregnene-3,20-dione
• 英文别名: 17,21,21-trihydroxy-pregn-4-ene-3,20-dione；17,21,21-Trihydroxy-pregn-4-en-3,20-dion；(8R,9S,10R,13S,14S,17R)-17-(2,2-dihydroxyacetyl)-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 84869-31-8
• 化学式: C₂₁H₃₀O₅
• 分子量: 362.466
• InChiKey: AEYKMIUNURNFMK-MTPAJEGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  94.83
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  17,21,21-trihydroxy-4-pregnene-3,20-dione 在 盐酸羟胺 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 4.0h， 以39%的产率得到3,20-dioxo-17α-hydroxypregn-4-ene 21-oxime
  参考文献：
  名称：

  Solid phase fluoroimmunoassay for 11-deoxycortisol in serum using 21-amino-17-hydroxyprogesterone

  摘要：

  Solid phase fluoroimmunoassay of serum 11-deoxycortisol (17,21-dihydroxy-4-pregnene-3,20-dione) was established using fluorescein isothiocyanate-labelled 11-deoxycortisol and anti-11-deoxycortisol antibody-conjugated polyacrylamide beads. 21-Amino-17-hydroxyprogesterone (21-amino-17-hydroxy-4-pregnene-3,20-dione) was synthesized as a useful derivative for preparing the fluorescent dye conjugate. Serum 11-deoxycortisol was measured with this assay system after extraction and purification by Sephadex LH-20 column chromatography. The minimal amount of 11-deoxycortisol detected was 40 pg/tube and the measurable range was from 0.04 to 5.0 microgram/dl. Intra- and inter-assay coefficients of variation were 8.3% (n=6) and 9.8% (n=5), respectively. 11-deoxycortisol values determined by the present assay correlated well with those determined by radioimmunoassay. The present assay is particularly suitable for estimating the conditions of the pituitary and adrenocortical functions.

  DOI：

  10.1016/0039-128x(82)90017-4
• 作为产物：
  描述：

  脱氧可的松 在 copper diacetate 、 air 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以95%的产率得到17,21,21-trihydroxy-4-pregnene-3,20-dione
  参考文献：
  名称：

  Solid phase fluoroimmunoassay for 11-deoxycortisol in serum using 21-amino-17-hydroxyprogesterone

  摘要：

  Solid phase fluoroimmunoassay of serum 11-deoxycortisol (17,21-dihydroxy-4-pregnene-3,20-dione) was established using fluorescein isothiocyanate-labelled 11-deoxycortisol and anti-11-deoxycortisol antibody-conjugated polyacrylamide beads. 21-Amino-17-hydroxyprogesterone (21-amino-17-hydroxy-4-pregnene-3,20-dione) was synthesized as a useful derivative for preparing the fluorescent dye conjugate. Serum 11-deoxycortisol was measured with this assay system after extraction and purification by Sephadex LH-20 column chromatography. The minimal amount of 11-deoxycortisol detected was 40 pg/tube and the measurable range was from 0.04 to 5.0 microgram/dl. Intra- and inter-assay coefficients of variation were 8.3% (n=6) and 9.8% (n=5), respectively. 11-deoxycortisol values determined by the present assay correlated well with those determined by radioimmunoassay. The present assay is particularly suitable for estimating the conditions of the pituitary and adrenocortical functions.

  DOI：

  10.1016/0039-128x(82)90017-4

文献信息

• Über Steroide. 99. Mitteilung. Ein einfacher zur Bereitung von Corticosteroiden mit Dioxyaceton-Seitenkette, ausgehend von 17-etonen. Neue Teilsynthese von<i>Reichsteins</i>Substanz S
  作者：K. Miescher、J. Schmidlin

  DOI：10.1002/hlca.19500330653

  日期：——

  Ausgehend von Dehydro-3β-androsteron wird ein einfacher Weg zur Gewinnung von Verbindungen vom Typus der Reichstein'schen Substanz S mit einer Dioxyaceton-Seitenkette beschrieben. Es wird ferner über die Bereitung des noch unbekannten Δ4-3,20-Diketopregen-21-als berichtet.

  从脱氢-3β-雄甾酮开始，描述了获得具有二氧丙酮侧链的Reichstein氏物质S类型的化合物的简单方法。静止未知Δ的制备4还报道-3,20--diketopregen-21-ALS。