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Merck
CN

700142P

Avanti

Pregnenolone

Avanti Research - A Croda Brand

别名:

3β-hydroxypregn-5-en-20-one

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关于此项目

经验公式(希尔记法):
C21H32O2
化学文摘社编号:
分子量:
316.48
MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25
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方案

>99% (TLC)

表单

powder

包装

pkg of 1 × 50 mg (700142P-50mg)

制造商/商品名称

Avanti Research - A Croda Brand

运输

dry ice

储存温度

−20°C

SMILES字符串

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)C(=O)C)(CC3)C)CC=C2C1)C

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

一般描述

Pregnenolone is a steroid hormone precursor. It is produced from cholesterol in the steroidogenic tissues, like adrenal gland, gonads and placenta.
Pregnenolone is present in adrenal gland, gonads and placenta and is synthesized form cholesterol in the presence of mitochondrial enzyme, cytochrome P450 family 11 subfamily A member 1(CYP11A1).

应用

Pregnenolone is suitable for use as a steroid standard.

生化/生理作用

It stimulates immunosuppression. Pregnenolone also has anti-inflammatory and antifatigability properties.
Pregnenolone and its derivatives pregnenolone sulfate and allopregnenolone enhance the memory and alleviate depression improving brain cognitive functions. Pregnenolone inhibits cannabinoid receptor and associated pathway and elicits protective function during cannabis intoxication. It plays neuroprotective role in Alzheimer′s disease(AD), schizophrenia and multiple sclerosis. Pregnenolone is a neurosteroid with memory-enhancing property. It modulates excitatory glutamatergic N-Methyl-D-aspartate (NMDA) and γ-aminobutyric acid type A receptors.
Pregnenolone serves as a precursor (inactive) for steroid hormones. Pregnenolone is involved in the synthesis of neurosteroids in the brain and its active form exists as a sulfate derivative. The complex of adrenodoxin reductase (AdR), adrenodoxin (Adx) and P450scc (P450 side chain cleavage) enzymes, mediate the conversion of cholesterol to pregnenolone in mitochondria. Pregnenolone acts as an antagonist for type-1 cannabinoid (CB1) receptor.

包装

5 mL Amber Glass Screw Cap Vial (700142P-50mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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A new derivative for oxosteroid analysis by mass spectrometry
Rigdova K, et al.
Biochemical and Biophysical Research Communications, 446(3), 762-767 (2014)
Pregnenolone as a novel therapeutic candidate in schizophrenia: emerging preclinical and clinical evidence
Marx CE, et al.
Neuroscience, 191, 78-90 (2011)
The neurosteroid pregnenolone promotes degradation of key proteins in the innate immune signaling to suppress inflammation
Murugan S, et al.
The Journal of Biological Chemistry, 294(12), 4596-4607 (2019)
Structural basis for pregnenolone biosynthesis by the mitochondrial monooxygenase system
Strushkevich N, et al.
Proceedings of the National Academy of Sciences of the USA, 108(25), 10139-10143 (2011)
Role of pregnenolone, dehydroepiandrosterone and their sulfate esters on learning and memory in cognitive aging
Vallee M, et al.
Brain Research Reviews, 37(1-3), 301-312 (2001)

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