API reference

Reserpine

CAS number
50-55-5
Molecular formula
C33H40N2O9
Molecular weight
608.7 g/mol
Reserpine — 2D structure
2D structure (PubChem)

About this molecule

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. The FDA withdrew its approval for the use of all oral dosage form drug products containing more than 1 mg of reserpine.

Source: DrugBank, via PubChem.

Identifiers

IUPAC name
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
InChIKey
QEVHRUUCFGRFIF-MDEJGZGSSA-N
SMILES
CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
PubChem CID
5770

Also known as

reserpine · Serpalan · Serpasil · Apoplon · Sandril · Serpivite · Rau-Sed · (-)-Reserpine

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