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Home > Encyclopedia > (2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid structure

(2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 

structure
  • CAS No:

    53861-02-2

  • Formula:

    C19H23N3O5S

  • Chemical Name:

    (2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

  • Synonyms:

    4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(4R)-4-(4-hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[4-(4-hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-,[2S-[2α,5α,6β(S*)]]-;(2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Oxetacillin;Heta-amoxicillin;Hetamoxicillin

Description

Oxetacillin is a penicillin antibiotic with antibacterial activity. Oxetacillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis.

(2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Basic Attributes

405.46800

405.47

47UDJ8GA54

C66261

Characteristics

135.48000

1.32130

702ºC

377.2ºC

1.696

Computed Properties

Molecular Weight:405.5
XLogP3:-1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:405.13584202
Monoisotopic Mass:405.13584202
Topological Polar Surface Area:136
Heavy Atom Count:28
Complexity:718
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Guide of (2S,5R,6R)-6-[(4R)-4-(4-Hydroxyphenyl)-2,2-dimethyl-5-oxo-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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