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Merck
CN

H5002

Sigma-Aldrich

17α-Hydroxypregnenolone

别名:

3β,17α-Dihydroxy-5-pregnen-20-one, 5-Pregnene-3β,17α-diol-20-one

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About This Item

经验公式(希尔记法):
C21H32O3
CAS号:
分子量:
332.48
EC 号:
MDL编号:
UNSPSC代码:
41116107
PubChem化学物质编号:
NACRES:
NA.77

质量水平

SMILES字符串

C[C@]1(CC[C@H](O)C2)C2=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4(C(C)=O)O

InChI

1S/C21H32O3/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/h4,15-18,23-24H,5-12H2,1-3H3

InChI key

JERGUCIJOXJXHF-UHFFFAOYSA-N

一般描述

17α-hydroxypregnenolone is a derived from pregnenolone.

应用

17α-hydroxypregnenolone has been used as a substrate for the enzyme 3β‐hydroxysteroid dehydrogenase (3β‐HSD) expressed in COS1 cells.

生化/生理作用

17α-hydroxypregnenolone acts as a precursor for cortisol and sex steroids.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Teppei Koyama et al.
Annals of the New York Academy of Sciences, 1163, 444-447 (2009-05-22)
We recently identified 7alpha-hydroxypregnenolone as a novel amphibian neurosteroid stimulating locomotor activity in newts. Because male newts show marked diurnal changes in locomotor activity, we hypothesized that 7alpha-hydroxypregnenolone may be a key factor for the induction of diurnal changes in
Kazuyoshi Tsutsui et al.
General and comparative endocrinology, 176(3), 440-447 (2011-12-06)
Seasonally-breeding amphibians have served as excellent animal models to investigate the biosynthesis and biological actions of neurosteroids. Previous studies have demonstrated that the brain of amphibians possesses key steroidogenic enzymes and produces pregnenolone, a precursor of steroid hormones, and other
Kazuyoshi Tsutsui et al.
General and comparative endocrinology, 168(2), 275-279 (2010-02-09)
We now know that steroids can be synthesized de novo by the brain and the peripheral nervous system. Such steroids are called neurosteroids and de novo neurosteroidogenesis from cholesterol is a conserved property of vertebrate brains. Our studies over the
Fumiyo Toyoda et al.
Hormones and behavior, 62(4), 375-380 (2012-07-17)
Reproductive behavior in amphibians, as in other vertebrate animals, is controlled by multiple hormones. A neurosteroid, 7α-hydroxypregnenolone, has recently been found to enhance locomotor activity in the male newt, Cynops pyrrhogaster. Here, we show that this neurosteroid is also involved
Kazuyoshi Tsutsui et al.
General and comparative endocrinology, 163(1-2), 117-122 (2009-04-14)
The discovery of two novel avian neurosteroids in the quail brain, 7alpha- and 7beta-hydroxypregnenolone is described. Intracerebroventricular administration of 7alpha-hydroxypregnenolone, but not 7beta-hydroxypregnenolone was found to stimulate locomotor activity of male quail when spontaneous nocturnal activity is low. Diurnal changes

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