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neamphamide A


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  • Norine ID: NOR00416
  • DOI: 10.26097/nor00416
  • Family: callipeltin
  • Synonym(s): neamphamide A;
  • Activity: antimicrobial
  • Category: lipopeptide
  • Formula: C75H125N21O23
  • Monoisotopic mass: 1687.925719411 g/mol
  • Comment: Neamphamide A 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: 12
  • Smiles: COC(c1ccc(O)cc1)C2NC(=O)C(CCC(N)=O)N(C)C(=O)C(CC(C)C)NC(=O)C(CCCN=C(N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(O)C(O)C(CCCN=C(N)N)NC(=O)C(CC(N)=O)NC(=O)C(C)C(O)C(C)CC(C)C)C(C)C(C)C(N)=O)C(C)OC(=O)C3CCCCN3(C(=O)C(CC(N)=O)NC2(=O)))C(C)O

  • Graph inference:



  • Monomeric composition :
    1
    iC8:0-Me(2.4)-OH(3)
    2
    Asn
    3
    Agdha
    4
    3Me-4Me-Gln
    5
    D-aThr
    6
    D-aThr
    7
    D-Arg
    8
    Leu
    9
    NMe-Gln
    10
    bOMe-Tyr
    11
    D-Asn
    12
    Hpr
  • Graph representation: iC8:0-Me(2.4)-OH(3),Asn,Agdha,3Me-4Me-Gln,D-aThr,D-aThr,D-Arg,Leu,NMe-Gln,bOMe-Tyr,D-Asn,Hpr @1 @0,2 @1,3 @2,4 @3,5,11 @4,6 @5,7 @6,8 @7,9 @8,10 @9,11 @4,10

  • Atomic structure:
    • Chemical structure
    rBAN vizualisation:
  • Neamphius huxleyi
  • taxid: 1006836 (view NCBI taxonomy browser)

  • Links between organisms producing the neamphamide A: Neamphius huxleyi
  • Neamphamide A, a new HIV-inhibitory depsipeptide from the Papua New Guinea marine sponge Neamphius huxleyi
    Shigematsu N, Pannell LK, Gustafson KR, Boyd MR, Oku N, Cartner LK, Wilson JA, Hess S, McMahon JB, Journal of natural products , 2004, Aug,67(8):1407-11.
    DOI: 10.1021/np040003f
    pubMed: 15332865


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