Name: 17α-羟基孕酮
Brand: SIGMA

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About This Item

经验公式（希尔记法）:

C₂₁H₃₀O₃

CAS Number:

68-96-2

分子量:

330.46

Beilstein:

3218109

EC 号:

200-699-4

MDL编号:

MFCD00003659

UNSPSC代码:

51111800

PubChem化学物质编号:

24278469

NACRES:

NA.77

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生物来源

synthetic (organic)

质量水平

200

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

human ... PGR(5241), SERPINA6(866)
rat ... Ar(24208)

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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).