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Purity: ≥98%
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.
| ln Vitro |
The stimulation of CB1 receptors raises levels of pregnenolone in the brain, which counteracts most of the known behavioral and physical effects of THC by acting as a negative feedback loop on CB1 receptor activity. Pregnenolone most likely binds to a different location than orthosteric ligands, acting as a signaling-specific negative allosteric modulator. Pregnenolone solely affects agonist effectiveness; it has no effect on agonist binding[1]. Applying 100 nM of pregnenolone to slices before to THC treatment considerably reduces its impact (15.11±1.8% of inhibition). Pregnenolone's pre-synaptic activity is most likely the cause of these effects. Pregnenolone thus prevents the paired-pulse ratio (PPR) from increasing as a result of THC, but it has no effect on the amplitude or decay time of the miniature EPSC (mEPSC)[1].
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| ln Vivo |
Administering pregnenolone (2–6 mg/kg) blunts the memory impairment caused by THC in mice and prevents THC-induced food intake in Wistar rats and C57BL/6N mice, but it does not change these behaviors in and of themselves. Pregnenolone injections (2 and 4 mg/kg) prior to each self-administration session lower WIN 55,212-2 intake and lower the progressive ratio schedule's break-point[1].
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| References |
[1]. Vallée M, et al. Pregnenolone can protect the brain from cannabis intoxication. Science. 2014 Jan 3;343(6166):94-8.
[2]. Ducharme N, et al. Brain distribution and behavioral effects of progesterone and pregnenolone after intranasal or intravenous administration. Eur J Pharmacol. 2010 Sep 1;641(2-3):128-34. [3]. Alan Shiels. TRPM3_miR-204: a complex locus for eye development and disease. Hum Genomics. 2020 Feb 18;14(1):7 |
| Molecular Formula |
C21H32O2
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| Molecular Weight |
316.48
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| CAS # |
145-13-1
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| Related CAS # |
Pregnenolone monosulfate sodium;1852-38-6;Pregnenolone-d4-1;61574-54-7;Pregnenolone monosulfate;1247-64-9;Pregnenolone-d4;Pregnenolone-13C2,d2;2483824-26-4
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| SMILES |
O([H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])C(C1([H])[H])=C([H])C([H])([H])[C@]1([H])[C@]2([H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]([H])(C(C([H])([H])[H])=O)C([H])([H])C([H])([H])[C@]21[H]
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| InChi Key |
ORNBQBCIOKFOEO-QGVNFLHTSA-N
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| 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
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| 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
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| Synonyms |
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
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| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.1598 mL | 15.7988 mL | 31.5976 mL | |
| 5 mM | 0.6320 mL | 3.1598 mL | 6.3195 mL | |
| 10 mM | 0.3160 mL | 1.5799 mL | 3.1598 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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