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Pregnenolone

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InvivoChem Cat #: V1744

CAS #: 145-13-1Purity ≥98%

Description: Pregnenolone (NSC-1616; NSC-18158; Prenolon; Regnosone; Skinostelon; Enelone; Natolone; Pregnetan; Pregneton; Pregnolon) is an endogenous/naturally occurring steroidal hormone that has been used in the treatment of fatigue, Alzheimer's disease, trauma and injuries. It is neurosteroid and a key precursor for the biosynthesis of many steroids including progesterone, glucocorticoids, mineralocorticoids, androgens, and estrogens, making it a prohormone. It has been observed to inhibit GABA-gated chloride currents by enhancing receptor desensitization.

References: Proc Natl Acad Sci U S A. 2000 Mar 28;97(7):3579-84; Nature. 2006 Jan 26;439(7075):480-3.

Related CAS#: 15360-42-6 (Allantoin pregnenolone acetate); 1434-54-4 (Pregnenolone-carbonitrile); 1852-38-6 (Pregnenolone sulfate sodium); 1247-64-9 (Pregnenolone monosulfate; Pregn-5-en-20-on-3β-yl sulfuric acid)

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Molecular Weight (MW)	316.48
Formula	C21H32O2
CAS No.	145-13-1 (Pregnenolone);
Storage	-20℃ for 3 years in powder form
Storage	-80℃ for 2 years in solvent
Solubility (In vitro)	DMSO: 22 mg/mL (69.5 mM)
	Water: <1 mg/mL
	Ethanol: 22 mg/mL (69.5 mM)
Other info	Chemical Name: 1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one InChi Key: ORNBQBCIOKFOEO-QGVNFLHTSA-N InChi Code: 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 SMILES Code: O[[email protected]](C1)CC[[email protected]@]2(C)C1=CC[[email protected]]3([H])[[email protected]]2([H])CC[[email protected]@]4(C)[[email protected]@]3([H])CC[[email protected]@H]4C(C)=O
Synonyms	3β-Hydroxy-5-pregnen-20-one; NSC 1616; NSC 18158; NSC1616; NSC18158; NSC-1616; NSC-18158; Prenolon; Regnosone; Skinostelon; Enelone; Natolone; Pregnetan; Pregneton; Pregnolon.

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In Vitro	In vitro activity: Pregnenolone induces a large, dose-related increase of both the rate and extent of MAP2-induced tubulin assembly, whereas progesterone, inactive per se, counteracted the stimulatory effect of Pregnenolone. Pregnenolone-increased assembly of microtubules produces a completely normal structure. Pregnenolone preserves microtubule abundance and promotes cell movement during epiboly. Pregnenolone results in dramatic reduction in GR nuclear localization in mouse hippocampal cell line (HT-22). Pregnenolone has neuroprotective effects against both glutamate and amyloid beta protein neuropathology.
In Vivo	Pregnenolone sustains its proliferative activity in vivo and stimulates the growth of LNCaP-tumor xenografts in intact male SCID mice as well as in castrated animals. Pregnenolone is shown to activate transcription through the LNCaP androgen receptor (AR), but not the wild-type AR. Pregnenolone results in a significant decrease in the accumulation of astrocytes in the proximity of the wound and in a decreased bromodeoxyuridine incorporation in reactive astrocytes of rats. Pregnenolone administration results in elevations in downstream neurosteroids such as allopregnanolone, a molecule with neuroprotective effects that also increases neurogenesis, decreases apoptosis and inflammation, modulates the hypothalamic-pituitary-adrenal axis, and markedly increases GABA(A) receptor responses. Pregnenolone administration elevates pregnenolone sulfate, a neurosteroid that positively modulates NMDA receptors.
Animal model	Mice and rats
Formulation & Dosage	Adult male Wistar rats (weighing 320-340g), Sprague Dawley male rats (weighing 330-350g), C57BL/6N mice (2-3 months) and CD1 mice (weighing 25-30 g at the beginning of the experiments) are used. Pregnenolone is injected subcutaneously (sc). The injection volumes are 1 mL/kg of body weight for rats and 10 mL/kg for mice
References	Proc Natl Acad Sci U S A. 2000 Mar 28;97(7):3579-84; Nature. 2006 Jan 26;439(7075):480-3; Int J Dev Neurosci. 1999 Apr;17(2):145-51.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Purity ≥98%
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