P162

Pregnenolone sulfate sodium salt

• Synonym(s): 3β-Hydroxy-5-pregnen-20-one 3-sulfate, 3-Hydroxypregn-5-en-20-one sulfate, 5-Pregnen-3β-ol-20-one sulfate
• Empirical Formula (Hill Notation): C₂₁H₃₁NaO₅S
• Molecular Weight: 418.52
• MDL number: MFCD00056177
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278112
• NACRES: NA.77

Properties

• form: powder
• Quality Level: 100
• mp: 192 °C (lit.)
• solubility: methanol and water: 1.93 mg/mL; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2 mg/mL
• SMILES string: [Na].[H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])C(C)=O)OS(O)(=O)=O
• InChI: 1S/C21H32O5S.Na.H/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3;;/h4,15-19H,5-12H2,1-3H3,(H,23,24,25);;/t15-,16-,17+,18-,19-,20-,21+;;/m0../s1
• InChI key: ABFNHVDDMHKJKK-WRHGONFGSA-N
• Gene Information: human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

Description

Application

Pregnenolone sulfate sodium salt has been used as sigma-1 receptor (σ1R) agonist.[1] It has also been used in the stimulation[2] and as a ligand[3] for transient receptor potential melastatin-3 (TRPM3).

Biochem/physiol Actions

Pregnenolone sulfate is a neurosteroid and a neuromodulator.[4] It is involved in the stimulation of N-methyl-D-aspartate receptor (NMDA), γ-Aminobutyric acid type A (GABAA ) and α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA-kainate).[5] It activates transient receptor potential melastatin (TRPM3) which is a calcium-permeable ion channel.[6] It improves schizophrenia and behavioral anomalies by modulating NMDA mediated Ser/Thr kinase - glycogen synthase kinase 3 β (AKT/GSK3β) signaling pathway.[7]

Features and Benefits

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Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves