title: Absolute configuration of strictosidinic acid.
abstract: The absolute configuration of strictosidinic acid, (2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-4-{[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl}-3,4-dihydro-2H-pyran-5-carboxylate, was determined from its sodium chloride trihydrate, poly[[diaqua((2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-4-{[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-1-yl]methyl}-3,4-dihydro-2H-pyran-5-carboxylate)sodium] chloride monohydrate], {[Na(C(26)H(32)N(2)O(9))(H(2)O)(2)]Cl·H(2)O}(n). The strictosidinic acid molecule participates in intermolecular hydrogen bonds of the O-H...O and O-H...Cl types. The solid-state conformation was observed as a zwitterion, based on a charged pyridine N atom and a carboxylate group, the latter mediating the packing through coordination with the sodium cation.
authors.affiliation: Instituto de Física-UFG, Goiânia, GO, Brazil.
authors.forename: Rosane de P
authors.initials: Rde P
authors.lastname: Castro
authors.forename: Carolina da S
authors.initials: Cda S
authors.lastname: Matos
authors.forename: Cláudia A
authors.initials: CA
authors.lastname: do Nascimento
authors.forename: Cecília M A
authors.initials: CM
authors.lastname: Oliveira
authors.forename: Lucília
authors.initials: L
authors.lastname: Kato
authors.forename: Luciano M
authors.initials: LM
authors.lastname: Lião
authors.forename: José R
authors.initials: JR
authors.lastname: Sabino
mesh_terms: D002243:Carbolines / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D002243:Carbolines; D006027:Glycosides; C551725:strictosidinic acid