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Merck
CN

H5752

Sigma-Aldrich

17α-羟基孕酮

≥95%

别名:

17α-羟基孕甾-4-烯-3,20-二酮, 17α-羟基黄体酮

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About This Item

经验公式(希尔记法):
C21H30O3
CAS号:
分子量:
330.46
Beilstein:
3218109
EC 号:
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77

生物来源

synthetic (organic)

质量水平

无菌性

non-sterile

方案

≥95%

表单

powder

溶解性

chloroform: 50 mg/mL, clear, colorless to light yellow

运输

ambient

储存温度

room temp

SMILES字符串

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(C)=O

InChI

1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

InChI key

DBPWSSGDRRHUNT-CEGNMAFCSA-N

基因信息

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一般描述

17α-Hydroxyprogesterone (17OHP) is a cortisol precursor and is synthesized from progesterone by the action of enzyme 17α-hydroxylase. 17OHP is a poor ligand for the nuclear progesterone receptor and an antagonist for mineralocorticoid receptor.

应用

17α-Hydroxyprogesterone has been used:
  • for titration against ovarian S9 protein in thin-layer chromatography
  • as a substrate for hydroxysteroid dehydrogenase from B. megaterium cultures
  • as a cortisone analog to test its effect on voltage-dependent potassium channels (Kv1)

生化/生理作用

17α-Hydroxyprogesterone (17OHP) is converted to 11-deoxycortisol in the presence of enzyme 21-hydroxylase. Deficiency of 21-hydroxylase results in the accumulation of 17OHP. High levels of 17OHP are observed in congenital adrenal hyperplasia (CAH).

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价格

象形图

Health hazardEnvironment

警示用语:

Danger

危险声明

危险分类

Aquatic Chronic 2 - Repr. 1B

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

个人防护装备

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

Lot/Batch Number

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访问文档库

Influence of 17-hydroxyprogesterone, progesterone and sex steroids on mineralocorticoid receptor transactivation in congenital adrenal hyperplasia
Mooij CF, et al.
Hormone Research in p?diatrics, 83(6) (2015)
Steroid biosynthetic enzyme activities in leachate-exposed female perch (Perca fluviatilis) as biomarkers for endocrine disruption
Linderoth M, et al.
The Science of the Total Environment, 366(2-3) (2006)
Potentiation of the Kv1 family K+ channel by cortisone analogues
Pan Y, et al.
ACS Chemical Biology, 7(10) (2012)
Genetic engineering of Bacillus megaterium for high-yield production of the major teleost progestogens 17alpha, 20beta-di-and 17alpha, 20beta, 21alpha-trihydroxy-4-pregnen-3-one
Gerber A, et al.
Metabolic engineering, 36 (2016)
Non-genomic progesterone actions in female reproduction
Gellersen B, et al.
Human Reproduction Update, 15(1) (2009)

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