Compound ID | 2653

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Erythronolide A oxime

Class: Macrolide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus
Description: Semisynthetic compound produced by the oleandomycin-producing Streptomyces antibioticus; low ribosomal binding and low in vitro activity; analogues reported elsewhere
Institute where first reported: Chemical Research Department, Hoffmann-La Roche Inc., Nutley, New Jersey 07110, U.S.A
Year first mentioned: 1974
Development status: Experimental
Chemical structure(s):
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Molecular weight: 632.78
Iso. SMILES: CCC1C(C(C(C(=NO)C(CC(C(C(C(C(C(=O)O1)C)OC(=O)C)C)OC2C(C(CC(O2)C)N(C)C)O)(C)O)C)C)O)(C)O
InChI Key: QQXGEGWVSCUUHT-UHFFFAOYSA-N
Can. SMILES: CCC1C(C)(C(C(C)C(=NO)C(C)CC(C)(C(C(C)C(C(C)C(=O)O1)OC(=O)C)OC2C(C(CC(C)O2)N(C)C)O)O)O)O
InChI: InChI=1S/C31H56N2O11/c1-12-22-31(9,39)26(36)17(4)23(32-40)15(2)14-30(8,38)27(18(5)25(42-20(7)34)19(6)28(37)43-22)44-29-24(35)21(33(10)11)13-16(3)41-29/h15-19,21-22,24-27,29,35-36,38-40H,12-14H2,1-11H3
External links:
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/28/9/28_9_704/_article
  • https://www.jstage.jst.go.jp/article/antibiotics1968/29/7/29_7_728/_pdf/-char/en
  • https://pubs.acs.org/doi/abs/10.1021/jm00255a009

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