(2S,5R,6R)-6-{[(5S)-5-Amino-5-Carboxypentanoyl]Amino}-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid

Molecule SVG Image

Properties Simple | Detailed

Formula C14H21N3O6S
IUPAC Name (2s,5r,6r)-6-[[(5s)-5-amino-5-carboxy-pentanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular Mass 359.398 g·mol−1
Heat of Formation -1065.2 ± 16.7 kJ·mol−1
Dipole Moment 4.88 ± 1.08 D
Volume 406.98 Å 3
Surface Area 319.47 Å 2
HOMO Energy -9.21 ± 0.55 eV
LUMO Energy -0.69 ± eV
Point Group Symmetry C1
Synonyms
  • (2s,5r,6r)-6-[(5s)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-6-[[(5s)-5-amino-6-hydroxy-1,6-dioxohexyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-6-[[(5s)-5-amino-6-hydroxy-6-keto-hexanoyl]amino]-7-keto-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-6-[[(5s)-5-amino-6-hydroxy-6-oxo-hexanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-6-[[(5s)-5-amino-6-hydroxy-6-oxohexanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(5-amino-5-carboxy-1-oxopentyl)amino]-3,3-dimethyl-7-oxo-, [2s-[2alpha,5alpha,6beta(r*)]]-
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(5s)-5-amino-5-carboxy-1-oxopentyl]amino]-3,3-dimethyl-7-oxo-, (2s,5r,6r)-
  • 6beta-[(5s)-5-amino-5-carboxypentanamido]-2,2-dimethylpenam-3alpha-carboxylic acid
  • ip1
  • isopenicillin n
  • isopenicilline n
  • penicillin m
CAS Number(s)
  • 58678-43-6
InChIKey MIFYHUACUWQUKT-GTQWGBSQSA-N
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