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Merck
모든 사진(5)

문서

P9129

Sigma-Aldrich

5-Pregnen-3β-ol-20-one

≥98%

동의어(들):

3β-Hydroxy-5-pregnen-20-one, Pregnenolone

로그인조직 및 계약 가격 보기


About This Item

실험식(Hill 표기법):
C21H32O2
CAS Number:
Molecular Weight:
316.48
Beilstein:
2059026
EC Number:
MDL number:
UNSPSC 코드:
12352211
PubChem Substance ID:
NACRES:
NA.77

생물학적 소스

synthetic (organic)

분석

≥98%

형태

powder

solubility

ethanol: soluble 10 mg/mL, clear, colorless to faintly yellow

작용기

ketone

배송 상태

ambient

저장 온도

room temp

SMILES string

[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])C(C)=O

InChI

1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1

InChI key

ORNBQBCIOKFOEO-QGVNFLHTSA-N

유전자 정보

human ... SERPINA6(866)
rat ... Ar(24208)

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애플리케이션

5-Pregnen-3β-ol-20-one is suitable for use:
  • as a substrate for 3β-HSD at a concentration of 1 μg/mL to study the time-dependent effect of reduced oxygen tension on 3β-hydroxysteroid dehydrogenase (3β-HSD) activity
  • as a progestin precursor to study the effects of splenic macrophages on progestin secretion of luteal cells
  • in the testicular interstitial cell culture medium at a concentration of 15mg/mL

생화학적/생리학적 작용

One of a small number of "neurosteroids," steroids synthesized in the brain rather than peripheral sources. Decreased levels of these neurosteroids has been implicated in rodent cognitive decline with age, but studies in humans have been contradictory.
Testosterone production in rats occurs in Leydig cells of the testis via the Δ4 pathway. Cholesterol is first converted to pregnenolone, then to progesterone, and finally to testosterone. Pregnenolone is the key neurosteroid synthesized in steroidogenic glands. It is also present as a sulfate ester that serves as an antagonist of GABAergic neurons by interacting with γ-aminobutyric acid (GABA) receptor.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Z Y Hu et al.
Proceedings of the National Academy of Sciences of the United States of America, 84(23), 8215-8219 (1987-12-01)
Oligodendrocyte mitochondria from 21-day-old Sprague-Dawley male rats were incubated with 100 nM [3H]cholesterol. It yielded [3H]pregnenolone at a rate of 2.5 +/- 0.7 and 5-[3H]pregnene-3 beta, 20 alpha-diol at a rate of 2.5 +/- 1.1 pmol per mg of protein
S Matsuyama et al.
Endocrinologia japonica, 39(1), 51-57 (1992-02-01)
We have reported that splenic macrophages play a role in the regulation of progestin secretion in rats. In this study, splenic macrophages were obtained from cycling rats at different estrous cycle stages and co-cultured with luteal cells from mid-pseudopregnant rats
Jui-Hsia Weng et al.
Nature chemical biology, 9(10), 636-642 (2013-08-21)
Pregnenolone (P5) is a neurosteroid that improves memory and neurological recovery. It is also required for zebrafish embryonic development. However, its mode of action is unclear. Here we show that P5 promotes cell migration and microtubule polymerization by binding a
S Onami et al.
Endocrine journal, 43(5), 477-485 (1996-10-01)
A large amount of LH/hCG treatment given to male rats is known to suppress the enzyme activity of cytochrome P450c17 in Leydig cells for 48 h. A high dose LH/hCG injection is also known to allow immunocytes, such as macrophages
Fenfen Chen et al.
Biology of reproduction, 100(3), 824-832 (2018-10-10)
We reported that FGIN-1-27 (N,N-dihexyl-2-(4-fluorophenyl)indole-3-acetamide, FGIN), a synthetic ligand for translocator protein (TSPO, 18 kDa), increased serum testosterone levels in young and aged Brown Norway rats after its administration daily for 10 days. It is not known, however, how soon

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