Erythromycin A di­methyl sulfoxide disolvate 1.43-hydrate

  • The title compound, C37H67NO13·2C2H6OS·1.43H2O, is a macrolide anti­biotic with better solubility and better dermal penetration abilities than erythromycin A itself. The asymmetric unit of this form contains one erythromycin A mol­ecule, two dimethyl sulfoxide (DMSO) solvent mol­ecules, a fully occupied water mol­ecule and a partially occupied water mol­ecule with an occupancy factor of 0.432 (11). The 14-membered ring of the erythronolide fragment has a conformation which differs considerably from that in erythromycin A dihydrate [Stephenson, Stowell, Toma, Pfeiffer & Byrn (1997[Stephenson, G. A., Stowell, J. G., Toma, P. H., Pfeiffer, R. R. & Byrn, S. R. (1997). J. Pharm. Sci. 86, 1239-1244.]). J. Pharm. Sci. 86, 1239–1244]. One of the two DMSO mol­ecules is disordered over two orientations; the orientation depends on the presence or absence of the second, partially occupied, water mol­ecule. In the crystal, erythromycin mol­ecules are connected by O—H⋯O hydrogen bonds involving the hy­droxy groups and the fully occupied water mol­ecule to form layers parallel to (010). These layers are connected along the b-axis direction only by a possible hydrogen-bonding contact involving the partially occupied water mol­ecule.

Download full text files

Export metadata

Additional Services

Share in Twitter Search Google Scholar
Author:Jürgen Brüning, Tanja K. Trepte, Jan W. Bats, Martin Ulrich SchmidtGND
Parent Title (German):Acta crystallographica. Section E, Structure reports online, 68.2012, S. o700-o701
Publisher:International Union of Crystallography
Place of publication:Chester
Document Type:Article
Date of Publication (online):2012/02/17
Date of first Publication:2012/02/17
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2016/01/29
Page Number:16
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence , which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Licence (German):License LogoCreative Commons - Namensnennung 2.0