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Thienamycin

Thienamycin
Names
Preferred IUPAC name
(5R,6S)-3-[(2-Aminoethyl)sulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8-/m1/s1 checkY
    Key: WKDDRNSBRWANNC-ATRFCDNQSA-N checkY
  • InChI=1/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8-/m1/s1
    Key: WKDDRNSBRWANNC-ATRFCDNQBH
  • O=C(O)/C1=C(\SCCN)C[C@H]2N1C(=O)[C@@H]2[C@H](O)C
Properties
C11H16N2O4S
Molar mass 272.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Thienamycin (also known as thienpenem) is one of the most potent naturally produced antibiotics known thus far, discovered in Streptomyces cattleya in 1976. Thienamycin has excellent activity against both Gram-positive and Gram-negative bacteria and is resistant to bacterial β-lactamase enzymes. Thienamycin is a zwitterion at pH 7.[1]

  1. ^ Nicolaou, K.C.; Sorensen, Erik (1996). Classics in Total Synthesis. VCH Publishers. pp. 255, 260. ISBN 3-527-29231-4.

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تینامیسین AZB Tienamicina Spanish تینامایسین FA Tienamysiini Finnish Thiénamycine French チエナマイシン Japanese Tienamicin SH Tienamicin Serbian

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