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helvecardin A


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  • Norine ID: NOR00935
  • Family: helvecardin
  • Synonym(s): helvecardin A;
  • Activity: antibiotic
  • Class: glycopeptide
  • Formula: C90H103Cl2N9O36
  • Monoisotopic mass: 1955.5882761530002 g/mol
  • Comment: Helvecardins were strongly active against aerobic and anaerobic Gram-positive bacteria including methicillin-resistant Staphylococcus aureus, but they were inactive against Gram-negative bacteria and fungi. 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
    • last modification date: 2018-12-01 by Emma Ricart Altimiras [Swiss Institute of Bioinformatics, SIB]
    • view all entry history
  • Type: other
  • Number of monomers: 12
  • Smiles: C[C@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2[C@@H](O[C@@H]([C@H](C2O)O)CO)OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H]7C(=O)N[C@@H](C8=CC(=CC(=C8C9=C(C=CC(=C9)[C@H](C(=O)N7)NC(=O)[C@@H]5NC(=O)C(NC(=O)[C@@H]([C@@H](C1=CC=C(O4)C=C1)OC1C(C(C(C(O1)CO)O)O)O)NC(=O)C(C1=CC=C(C=C1)OC1C(C(C(C(O1)C)O)O)OC)NC)C1=CC(=C(C=C1)O)Cl)O)O)O)C(=O)O)O[C@H]1C[C@@H]([C@H]([C@@H](O1)C)O)N)Cl)N)O

  • Graph inference:



  • Monomeric composition :
    1
    NMe-Hpg
    2
    bOH-Tyr
    3
    D-Man
    4
    Hpg
    5
    Cl-Hpg
    6
    bOH-Cl-Tyr
    7
    Dhpg
    8
    Hpg
    9
    Ria
    10
    Ria
    11
    D-Glc
    12
    2OMe-Rha
  • Graph representation: NMe-Hpg,bOH-Tyr,D-Man,Hpg,Cl-Hpg,bOH-Cl-Tyr,Dhpg,Hpg,Ria,Ria,D-Glc,2OMe-Rha @1,11 @3,4,2,0 @1 @1,4,5,7,8 @1,3 @3,7,6,9 @7,5 @3,5,6 @3,10 @5 @8 @0

  • Atomic structure:
    Chemical structure
  • Pseudonocardia compacta
  • gram: positive
  • taxid: 33911 (view NCBI taxonomy browser)

  • Links between organisms producing the helvecardin A: Pseudonocardia compacta
  • Helvecardins A and B, novel glycopeptide antibiotics. III. Biological properties
    Inukai M, Katayama T, Takeuchi M, The Journal of antibiotics , 1991, Mar,44(3):278-81.
    pubMed: 2026552


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