Compound ID | 2528

Update compound information

Epithienamycin E

Synonym(s): MM 13902

Class: Beta-lactam

Agent Type: Natural product; Small molecule; Direct acting; Antibiotic adjuvant;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Proteus vulgaris, Salmonella typhimurium, Serratia marcescens, and Staphylococcus aureus
Description: Natural product from Streptomyces olivaceus; carbapenem-type
Year first mentioned: 1978
Development status: Inactive
Reason dropped: Extensively metabolised in vivo i.e. low blood levels, rapidly eliminated, and low urinary recovery
Chemical structure(s):
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Molecular weight: 392.41
Iso. SMILES: C[C@@H]([C@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)S/C=C/NC(=O)C)OS(=O)(=O)O
InChI Key: FQQFFZPBGYGDSX-NJFHWYBASA-N
Can. SMILES: C[C@@H]([C@H]1[C@H]2CC(=C(C(=O)O)N2C1=O)S/C=C/NC(=O)C)OS(=O)(=O)O
InChI: InChI=1S/C13H16N2O8S2/c1-6(23-25(20,21)22)10-8-5-9(24-4-3-14-7(2)16)11(13(18)19)15(8)12(10)17/h3-4,6,8,10H,5H2,1-2H3,(H,14,16)(H,18,19)(H,20,21,22)/b4-3+/t6-,8+,10-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11953962
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/36/4/36_4_416/_pdf/-char/en
  • https://www.jstage.jst.go.jp/article/antibiotics1968/32/4/32_4_295/_pdf/-char/en

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