reserpine

Reserpine An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. Reserpine inhibits the uptake of norepinephrine into storage vesicles resulting in depletion of catecholamines and serotonin from central and peripheral axon terminals. It has been used as an antihypertensive and an antipsychotic as well as a research tool, but its adverse effects limit its clinical use.

[1. An ester alkaloid isolated from the root of certain species of Rauwolfia; it decreases the 5-hydroxytryptamine and catecholamine concentrations in the central nervous system and in peripheral tissues; formerly used in conjunction with other agents in the management of essential hypertension and as a tranquilizer in psychotic states.

Molecular Formula: C₃₃H₄₀N₂O₉

InChI: InChI=1/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1

InChIKey: InChIKey=QEVHRUUCFGRFIF-MDEJGZGSBW
SMILES: COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC

Names:
    Apoplon
    Ascoserpina
    Austrapine
    Bioserpine
    Crystoserpine
    Enipresser
    Eskaserpine
    Helfoserpin
    Hiposerpil
    reserpine

Registries:
    PubChem CID 5770
    PubChem ID 107574