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vancomycin


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  • Norine ID: NOR00681
  • Family: vancomycin
  • Synonym(s): vancomycin;
  • Activity: antibiotic
  • Class: glycopeptide
  • Formula: C66H75Cl2N9O24
  • Monoisotopic mass: 1447.4301997930002 g/mol
  • Comment: Vancomycin is a glycopeptide antibiotic used in the prophylaxis and treatment of infections caused by Gram-positive bacteria. It has traditionally been reserved as a drug of "last resort", used only after treatment with other antibiotics had failed, although the emergence of vancomycin-resistant organisms means that it is increasingly being displaced from this role by linezolid and the carbapenems. Two bonds of the central Hpg are due to oxidative ring closure reactions.
  • Source: norine
  • Entry information:
    • status: curated
    • last modification date: 2007-02-12
      Norine team [CRIStAL (UMR CNRS 9189), ex-LIFL, France, Univeristy of Lille, France, Charles Viollette Institute, ProBioGEM team, Lille, France]
    • view all entry history
  • Type: other
  • Number of monomers: 9
  • Smiles: CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)NC5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9C(NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O

  • Smiles2Monomer  Run Smiles2Monomers to infer graph

  • Monomeric composition :
    1
    Asn
    2
    bOH-Cl-Tyr
    3
    NMe-Leu
    4
    Hpg
    5
    D-Glc
    6
    Van
    7
    bOH-Cl-Tyr
    8
    Dhpg
    9
    Hpg
  • Graph representation: Asn,bOH-Cl-Tyr,NMe-Leu,Hpg,D-Glc,Van,bOH-Cl-Tyr,Dhpg,Hpg @1,3 @0,2,3 @1 @1,0,4,6,8 @3,5 @4 @3,7,8 @6,8 @3,7,6

  • Atomic structure:
    Chemical structure
  • Nocardia orientalis
  • gram: positive
  • synonyms: Amycolatopsis orientalis,Streptomyces orientalis,Amycolatopsis orientalis orientalis
  • taxid: 31958 (view NCBI taxonomy browser)

  • Links between organisms producing the vancomycin: Nocardia orientalis
  • Vancomycin assembly: nature s way
    Walsh CT, Hubbard BK, Angewandte Chemie , 2003, Feb 17,42(7):730-65.
    pubMed: 12596194


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