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.
Author: | Jürgen Brüning, Tanja K. Trepte, Jan W. Bats, Martin U. SchmidtGND |
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URN: | urn:nbn:de:hebis:30:3-392309 |
DOI: | https://doi.org/10.1107/S1600536812005223 |
ISSN: | 1600-5368 |
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 |
Language: | English |
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 |
Volume: | 68 |
Issue: | o700-o701 |
Page Number: | 16 |
Note: | This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence http://creativecommons.org/licenses/by/2.0/uk/legalcode , which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
HeBIS-PPN: | 376970065 |
Institutes: | Biochemie, Chemie und Pharmazie / Biochemie und Chemie |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Sammlungen: | Universitätspublikationen |
Licence (German): | ![]() |