Compound ID | 3452

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Chalcomycin B

Class: Macrolide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus; protein synthesis inhibitor targeting glycyl tRNA synthetase [GlyRS] inhibitor (aminoacyl-tRNA synthetase inhibitor)
Description: Natural product from Streptomyces sp.
Year first mentioned: 2002
Development status: Experimental
Chemical structure(s):
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Molecular weight: 812.94
Iso. SMILES: CCC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@@H]1OC)OC)OCC2C(OC(=O)/C=C/C(C(C(CC(C(=O)/C=C/C3C2O3)(C)O)C)O[C@@H]4[C@H]([C@@H](C[C@@H](O4)C)OC)OC(=O)CC)C)C)C
InChI Key: XJSZDFPQEHXXEE-JJCJSHEMSA-N
Can. SMILES: CCC(=O)O[C@@H]1[C@@H](C)O[C@H]([C@@H]([C@@H]1OC)OC)OCC2C(C)OC(=O)/C=C/C(C)C(C(C)CC(C)(C(=O)/C=C/C3C2O3)O)O[C@@H]4[C@H]([C@@H](C[C@H](C)O4)OC)OC(=O)CC
InChI: InChI=1S/C41H64O16/c1-12-30(43)55-34-25(7)53-39(38(49-11)37(34)48-10)50-20-26-24(6)52-32(45)17-14-21(3)33(22(4)19-41(8,46)29(42)16-15-27-35(26)54-27)57-40-36(56-31(44)13-2)28(47-9)18-23(5)51-40/h14-17,21-28,33-40,46H,12-13,18-20H2,1-11H3/b16-15+,17-14+/t21?,22?,23-,24?,25+,26?,27?,28+,33?,34+,35?,36-,37+,38+,39+,40+,41?/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/139583385
Citations:
  • https://journals.asm.org/doi/10.1128/aac.48.12.4703-4712.2004
  • https://www.jstage.jst.go.jp/article/antibiotics1968/55/10/55_10_893/_article/-char/en

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