Compound ID | 3357

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Sporeamicin

Class: Macrolide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pyogenes, Enterococcus faecalis, and Corynebacterium diphtheriae
Description: Natural product from Saccharopolyspora sp.; erythromycin-type; erythromycin-resistant isolates are cross-resistant to sporeamicin; inferior to erythromycin in treating mice infected with Streptococcus pneumoniae; comparable to erythromycin in treating mice infected with Staphylococcus aureus and Streptococcus pyogenes; superior bioavailability to erythromycin in rats and mice
Institute where first reported: Toyo Jozo Co., Ltd.
Year first mentioned: 1992
Development status: Experimental
Chemical structure(s):
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Molecular weight: 713.9
Iso. SMILES: CC[C@@H]1[C@@]2(C(=O)C(=C(O2)[C@@H](CC(C([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](CC(O4)C)N(C)C)O)(C)O)C)C)C
InChI Key: SZZIJYBWFJCYOX-OWJHGTNRSA-N
Can. SMILES: CC[C@@H]1[C@]2(C)C(=O)C(=C([C@H](C)CC(C)(C([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]3C[C@](C)([C@H]([C@H](C)O3)O)OC)O[C@H]4[C@@H]([C@H](CC(C)O4)N(C)C)O)O)O2)C
InChI: InChI=1S/C37H63NO12/c1-14-25-37(10)30(40)20(4)28(50-37)18(2)16-35(8,43)32(49-34-27(39)24(38(11)12)15-19(3)45-34)21(5)29(22(6)33(42)47-25)48-26-17-36(9,44-13)31(41)23(7)46-26/h18-19,21-27,29,31-32,34,39,41,43H,14-17H2,1-13H3/t18-,19?,21+,22-,23+,24+,25-,26+,27-,29+,31+,32?,34+,35?,36-,37-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/84028
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/45/5/45_5_613/_article/-char/en

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