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About This Item
Empirical Formula (Hill Notation):
C21H32O2
CAS Number:
Molecular Weight:
316.48
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 50 mg (700142P-50mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
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
General description
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).
Pregnenolone is a steroid hormone precursor. It is produced from cholesterol in the steroidogenic tissues, like adrenal gland, gonads and placenta.
Application
Pregnenolone is suitable for use as a steroid standard.
Biochem/physiol Actions
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.
It stimulates immunosuppression. Pregnenolone also has anti-inflammatory and antifatigability properties.
Packaging
5 mL Amber Glass Screw Cap Vial (700142P-50mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
涉药品监管产品
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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)
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)
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 700142P-50MG | 04061835383986 |