2755 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. 50-55-5 5770 C33H40N2O9 608.273380 White powder. 264.5°C 73 mg/L (at 30°C) Oral Reserpine's mechanism of action is through inhibition of the ATP/Mg²⁺ pump responsible for the sequestering of neurotransmitters into storage vesicles located in the presynaptic neuron. The neurotransmitters that are not sequestered in the storage vesicle are readily metabolized by monoamine oxidase (MAO) causing a reduction in catecholamines. Route of Elimination: Reserpine is extensively metabolized to inactive compounds. It is slowly excreted via the urine and feces. LD50: 420 mg/kg (Oral, Rat) (A308) LD50: 44 mg/kg (Intraperitoneal(parenteral), Rat) (A308) LD50: 15 mg/kg (Intravenous(parenteral), Rat) (A308) LD50: 200 mg/kg (Oral, Mouse) (A308) LD50: 52 mg/kg (Subcutaneous(parenteral), Mouse) (A308) LD50: 7 mg/kg (Intraperitoneal(parenteral), Rabbit) (A308) 3, not classifiable as to its carcinogenicity to humans. (L135) Foe the treatment of hypertension 2009-07-21T20:26:17Z 2014-12-24T20:25:50Z Reserpine C06539 28487 Reserpine DB00206 true [H][C@@]12CN3CCC4=C(NC5=C4C=CC(OC)=C5)[C@@]3([H])C[C@]1([H])[C@]([H])(C(=O)OC)[C@@]([H])(OC)[C@@]([H])(C2)OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 C33H40N2O9 InChI=1S/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=QEVHRUUCFGRFIF-MDEJGZGSSA-N 608.6787 608.273380888 Exogenous Solid 3.2 HMDB14351 CHEMBL772 5566