Cargando…

Metacridamide B methanol-d (4) monosolvate

The title compound, C(35)H(53)NO(5)·CH(3)OH {systematic name: (3S,6E,8S,9R,10E,12S,13S,14E,16S,17R)-3-benzyl-9,13-dihy­droxy-6,8,10,12,14,16-hexa­methyl-17-[(2S,4S)-4-methyl­hexan-2-yl]-1-oxa-4-aza­cyclo­hepta­deca-6,10,14-triene-2,5-dione methanol-d (4) monosolvate}, was extracted from conidia of t...

Descripción completa

Detalles Bibliográficos
Autores principales: Englich, Ulrich, Krasnoff, Stuart B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3648273/
https://www.ncbi.nlm.nih.gov/pubmed/23723893
http://dx.doi.org/10.1107/S1600536813009641
Descripción
Sumario:The title compound, C(35)H(53)NO(5)·CH(3)OH {systematic name: (3S,6E,8S,9R,10E,12S,13S,14E,16S,17R)-3-benzyl-9,13-dihy­droxy-6,8,10,12,14,16-hexa­methyl-17-[(2S,4S)-4-methyl­hexan-2-yl]-1-oxa-4-aza­cyclo­hepta­deca-6,10,14-triene-2,5-dione methanol-d (4) monosolvate}, was extracted from conidia of the fungus Metarhizium acridum. Crystals were obtained as a methanol-d (4) solvate. The tail part of the 4-methyl­hexan-2-yl group exhibits disorder over two positions, with an occupancy ratio of 0.682 (9):0.318 (9). The crystal structure confirms the absolute configuration of nine stereocenters determined previously for the acetyl­ated compound metacridamide A. In the crystal, the methanol-d4 mol­ecule is positioned close to the O atom in the carbonyl group of the peptide bond, forming an O—H⋯O hydrogen bond. It also forms an O—H⋯O hydrogen bond with an adjacent mol­ecule. N—H⋯O and O—H⋯O hydrogen bonds are observed between neighboring mol­ecules.