Anhydro Erythromycin A

• CAT Number: R006335
• CAS Number: 23893-13-2
• Molecular Formula: C37H65NO12
• Molecular Weight: 715.91
• Purity: ≥95%
• Synonyms: 9-Deoxo-6,12-dideoxy-6,9:9,12-diepoxy-erythromycin; 6,9,12-Anhydroerythromycin A; Anhydroerythromycin; BRL 46355ER; EM 202; Erythromycin Anhydride, Impurity D
• Target: Bacterial
• Appearance: powder
• Storage: Store at -20°C
• IUPAC Name: (1S,2R,3R,4S,5R,8R,9S,10S,11R,12R,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-ethyl-3-hydroxy-9-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-2,4,8,10,12,14-hexamethyl-6,15,16-trioxatricyclo[10.2.1.11,4]hexadecan-7-one
• InChI: InChI=1S/C37H65NO12/c1-14-25-36(10)29(40)22(6)37(50-36)18(2)16-35(9,49-37)31(48-33-27(39)24(38(11)12)15-19(3)44-33)20(4)28(21(5)32(42)46-25)47-26-17-34(8,43-13)30(41)23(7)45-26/h18-31,33,39-41H,14-17H2,1-13H3/t18-,19-,20+,21-,22-,23+,24+,25-,26+,27-,28+,29-,30+,31-,33+,34-,35-,36-,37+/m1/s1
• InChIKey: YKAVHPRGGAUFDN-JTQLBUQXSA-N
• SMILES: CC[C@@H]1[C@@]2([C@@H]([C@H]([C@@]3(O2)[C@@H](C[C@@](O3)([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]4C[C@@]([C@H]([C@@H](O4)C)O)(C)OC)C)O[C@H]5[C@@H]([C@H](C[C@H](O5)C)N(C)C)O)C)C)C)O)C

Anhydro Erythromycin A（Cat No.:R006335）is a crucial intermediate in the synthesis of erythromycin and its derivatives, widely used in pharmaceutical research. This compound is a desosamine-free, ring-closing product of erythromycin A, providing valuable insights into antibiotic structure-activity relationships. Anhydro Erythromycin A serves as a precursor for various semisynthetic antibiotics and is employed in studies related to macrolide antibiotics’ efficacy and stability. With its role in the development of next-generation antimicrobial agents, it remains essential for advancing drug discovery in treating bacterial infections.

Reference

Hassanzadeh, A. /Determination of the Stereochemistry of Anhydroerythromycin A, the Principal Degradation Product of the Antibiotic Erythromycin A./ Organic & Biomolecular Chemistry 4.6 (2006): 1014-019. Ncbi.gov. Web. 11 July 2013.