(-)-α-Pinene

SKU: orb1684897

Description

(1S)-(-)-α-Pinene is a partial positive allosteric modulator of GABAA receptors via the benzodiazepine site, prolonging GABAergic transmission to increase non-REM sleep duration in vivo. This terpene is a valuable research tool for neuropharmacology studies investigating sleep regulation, sedation, and GABA receptor function.

Research Area

Infectious Disease & Virology, Metabolism Research, Neuroscience, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 7785-26-4
• MW: 136.23
• Purity: 98.60% (May vary between batches)
• Formula: C₁₀H₁₆
• SMILES: CC1(C)[C@]2(C[C@@]1(CC=C2C)[H])[H]
• Target: Virus Protease,GABA Receptor,Endogenous Metabolite,Antibacterial
• Solubility: DMSO:50 mg/mL (367.03 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:1 mg/mL (7.34 mM)

Bioactivity

• In Vitro:
  (1S)-(-)-Alpha-Pinene significantly increased the duration of non-rapid eye movement sleep (NREMS) and reduced the sleep latency by oral administration without affecting duration of rapid eye movement sleep and delta activity. (1S)-(-)-Alpha-Pinene potentiated the GABAA receptor-mediated synaptic response by increasing the decay time constant of sIPSCs in hippocampal CA1 pyramidal neurons. These effects of (1S)-(-)-Alpha-Pinene on sleep and inhibitory synaptic response were mimicked by zolpidem, acting as a modulator for GABAA-BZD receptors, and fully antagonized by flumazenil, an antagonist for GABAA-BZD receptor. (1S)-(-)-Alpha-Pinene was found to bind to aromatic residues of α1- and -γ2 subunits of GABAA-BZD receptors in the molecular model.

Storage & Handling

• Storage: Pure form: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Endogenous Metabolite, ( ) α Pinene, (1S)-(-)-Alpha-Pinene, ()αPinene, Bacterial, Alpha-Pinene, a-Pinene, inhibit, EndogenousMetabolite, Gamma-aminobutyric acid Receptor, GABA Receptor, GABAA, GABAReceptor, Human Endogenous Metabolite, Inhibitor, γ-Aminobutyric acid Receptor, VirusProtease, Virus Protease, α-Pinene

Compound Identifiers

PubChem CID

440968