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microspinosamide


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  • Norine ID: NOR00445
  • DOI: 10.26097/nor00445
  • Family: microspinosamide
  • Synonym(s): microspinosamide;
  • Activity: antimicrobial
  • Category: peptide
  • Formula: C75H109BrN18O22S
  • Monoisotopic mass: 1724.686790962 g/mol
  • Comment: Microspinosamide is a putative NRPS product (no synthetase genes identified).
  • 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:
  • Type: partial cyclic
  • Number of monomers: 13
  • Smiles: CCC(C)(C)C(NC(=O)C(NC(=O)C2CCCN2(C(=O)C(NC(=O)C(C)NC=O)C(O)c1ccc(cc1)Br))C(C)(C)C)C(=O)NC(Cc3c[nH]c4ccccc34)C(=O)NC(CCCN=C(N)N)C(=O)NC(CS(=O)(=O)O)C(=O)NC5C(C)OC(=O)C(CC(=O)O)NC(=O)C6CCCN6(C(=O)C(NC(=O)C(CCC(N)=O)N(C)C5(=O))C(C)C)

  • Graph inference:



  • Monomeric composition :
    1
    D-NFo-Ala
    2
    bOH-Br-Phe
    3
    Pro
    4
    t-Leu
    5
    bMe-Ile
    6
    D-Trp
    7
    Arg
    8
    D-CysA
    9
    Thr
    10
    NMe-Gln
    11
    D-Val
    12
    Pro
    13
    D-Asp
  • Graph representation: D-NFo-Ala,bOH-Br-Phe,Pro,t-Leu,bMe-Ile,D-Trp,Arg,D-CysA,Thr,NMe-Gln,D-Val,Pro,D-Asp @1 @0,2 @1,3 @2,4 @3,5 @4,6 @5,7 @6,8 @7,9,12 @8,10 @9,11 @10,12 @8,11

  • Atomic structure:
    • Chemical structure
    rBAN vizualisation:
  • Sidonops microspinosa

  • Links between organisms producing the microspinosamide: Sidonops microspinosa
  • Microspinosamide, a new HIV-inhibitory cyclic depsipeptide from the marine sponge Sidonops microspinosa
    Shigematsu N, Pannell LK, Rashid MA, Gustafson KR, Boyd MR, Cartner LK, Journal of natural products , 2001, Jan,64(1):117-21.
    DOI: 10.1021/np0002379
    pubMed: 11170684


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