Allopregnanolone

Positive allosteric modulator of GABAA receptors

Catalog No. SIH-582

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CAS No. 516-54-1
Molecular Formula C21H34O2
SKU: SIH-582 Categories: ,

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SIH-582-Allopregnanolone-Chemical-Structure.png
Product Name Allopregnanolone
Description

Positive allosteric modulator of GABAA receptors

Purity >98% (HPLC); NMR (conforms)
CAS No. 516-54-1
Molecular Formula C21H34O2
Molecular Weight 318.5
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility May be dissolved in DMSO (32 mg/ml); or Ethanol (32 mg/ml)
Source Synthetic
Appearance White to off-white powder
SMILES CC(=O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
InChI InChI=1S/C21H34O2/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/h14-19,23H,4-12H2,1-3H3/t14-,15+,16-,17+,18-,19-,20-,21+/m0/s1
InChIKey AURFZBICLPNKBZ-SYBPFIFISA-N
Safety Phrases Classification:
Not a hazardous substance or mixture.

Safety Phrases:
S22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
Cite This Product Allopregnanolone (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-582)

Biological Description

Alternative Names (3α,5α)-3-Hydroxy-pregnan-20-one; (3α,5α)-tetrahydroprogesterone; 3-OH-DHP
Research Areas Cell Signaling, Neuroscience
PubChem ID 92786
Scientific Background Allopregnanolone is a naturally occurring neuroactive steroid derived from progesterone, notable for its potent modulatory effects on the central nervous system. Unlike its parent hormone, Allopregnanolone lacks progestational activity and instead functions as a positive allosteric modulator of GABA_A receptors—the primary inhibitory neurotransmitter system in the brain. Through this mechanism, it enhances GABAergic signaling, promoting anxiolytic, sedative, and neuroprotective effects.

In neurodegenerative disease research, Allopregnanolone has emerged as a promising therapeutic candidate due to its ability to support neuronal survival, reduce neuroinflammation, and promote neurogenesis. It has demonstrated efficacy in preclinical models of Alzheimer’s disease by reversing cognitive deficits, reducing amyloid pathology, and stimulating the proliferation of neural progenitor cells in the hippocampus. These effects are particularly significant given the loss of neurogenesis and synaptic integrity observed in aging and neurodegeneration.

Allopregnanolone’s clinical relevance was further underscored by its FDA approval for the treatment of postpartum depression, highlighting its safety and efficacy in modulating mood and brain function. Its multifaceted actions on neural circuits, stress response systems, and cellular resilience make it a compelling molecule for ongoing research into neurodegenerative disorders, including Alzheimer’s, Parkinson’s, and Huntington’s diseases.

Product Images

<p>Chemical structure of Allopregnanolone (SIH-582), a Positive allosteric modulator of GABAA receptors</p>

Chemical structure of Allopregnanolone (SIH-582), a Positive allosteric modulator of GABAA receptors

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