deserpidine

Also known as Harmonyl®, recanescin, (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester, 11-demethoxyreserpine, 11-desmethoxyreserpine, canescine, recanescine, Harmonyl

Deserpidine (INN) or reserpidine (USAN) is an antihypertensive drug structurally related to reserpine differing only by the absence of a methoxy group on the indole ring. It is a naturally occurring alkaloid from Rauvolfia spp.

In the Vinony graph

Vinony's link graph records 981 inbound references to deserpidine, and connects out to tryptamines, serotonin and histamine antagonist.

It is catalogued under topics including Alkaloids found in Rauvolfia, Antihypertensive agents and Benzoate esters.

Vinony links it to 8 Wikipedia language editions.

Chemical data

Formula: C32H38N2O8
Molecular weight: 578.7 g/mol
IUPAC name: methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
InChIKey: CVBMAZKKCSYWQR-WCGOZPBSSA-N
XLogP: 4.1
Polar surface area: 109 Å²
H-bond donors: 1
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1957
Admin. routes: oral
Indications: hypertension

via ChEMBL · EBI

Wikidata facts

Mass: 578.263
Has use: medication

Show 7 more facts

chemical formula: C₃₂H₃₈N₂O₈
found in taxon: Rauvolfia tetraphylla
medical condition treated: arterial hypertension
subject has role: adrenergic uptake inhibitors
canonical SMILES: COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
isomeric SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
Commons category: Deserpidine