(±)-Mesembrenol

(±)-Mesembrenol is an alkaloid that has been found in S. tortuosum and has diverse biological activities. It binds to the serotonin transporter (SERT) with a Ki value of 62 nM. (±)-Mesembrenol reduces single-shock- and theta burst-stimulated population spike amplitudes in rat hippocampal slices. It also reduces population spike amplitudes increased by the AMPA agonist (S)-(-)-5-fluorowillardiine (Cay37372) when used at a concentration of 0.035 µM. (±)-Mesembrenol (10-50 µM) reduces anxiety-like behavior in zebrafish larvae in a light-dark challenge. As one of the major mesembrine-type alkaloids found in certain chemotypes of S. tortuosum, (±)-mesembrenol can be used as a marker compound in the quality control of S. tortuosum raw materials and finished products.. SMILES: COC1=C(OC)C=C(C2(CCN3C)C3([H])C[C@H](O)C=C2)C=C1. InChi Code: InChI=1S/C17H23NO3/c1-18-9-8-17(7-6-13(19)11-16(17)18)12-4-5-14(20-2)15(10-12)21-3/h4-7,10,13,16,19H,8-9,11H2,1-3H3/t13-,16?,17?/m1/s1. InChi Key: PQBHZMSTECYZLH-NVPAJSRCSA-N