Norine

• Norine ID: NOR00681
• DOI: 10.26097/nor00681
• Family: vancomycin
• Synonym(s): vancomycin;
• Activity: antimicrobial
• Category: glycopeptide
• Formula: C66H75Cl2N9O24
• Monoisotopic mass: 1447.430199793 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
• Contributor (creation): Norine Team [CRIStAL (UMR CNRS 9189), ex-LIFL, France, Charles Viollette Institute, ProBioGEM team, Lille, France, University of Lille, France]
• Entry information:
  • status: curated - change status to non-NRP (Norine validators only)
  • last modification date: 2018-12-01 by Emma Ricart Altimiras [Swiss Institute of Bioinformatics, SIB]
  • view all entry history

• Type: other
• Number of monomers: 9
• Smiles: C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9[C@H](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
  
  
• Graph inference:


  Run Smiles2Monomers |   Run rBAN



• 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:

vizualisation:

• 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.
  DOI: 10.1002/anie.200390202
  pubMed: 12596194

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