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700142P

Avanti

Pregnenolone

Avanti Research™ - A Croda Brand

Synonym(s):

3β-hydroxypregn-5-en-20-one

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About This Item

Empirical Formula (Hill Notation):
C21H32O2
CAS Number:
145-13-1
Molecular Weight:
316.48
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

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 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).

Application

Pregnenolone is suitable for use as a steroid standard.

Biochem/physiol Actions

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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Pregnenolone as a novel therapeutic candidate in schizophrenia: emerging preclinical and clinical evidence
Marx CE, et al.
Neuroscience, 191, 78-90 (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)
A new derivative for oxosteroid analysis by mass spectrometry
Rigdova K, et al.
Biochemical and Biophysical Research Communications, 446(3), 762-767 (2014)
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