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papuamide C


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  • Norine ID: NOR00424
  • DOI: 10.26097/nor00424
  • Family: papuamide
  • Synonym(s): papuamide C;
  • Activity: antimicrobial
  • Category: lipopeptide
  • Formula: C66H103N12O21
  • Monoisotopic mass: 1399.7360734180002 g/mol
  • Comment: Papuamide 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: CCC(C)/C=C(\C)/C=C\C(C(C)(C(=O)NCC(=O)N[C@H]([C@H](C)O)C(=O)N/C(=C\C)/C(=O)N[C@@H]([C@@H](C)[C@@H](C)C(=O)N)C(=O)N[C@@H]1C(OC(=O)[C@@H]2CCCCN2C(=O)[C@@H](NC(=O)[C@H](N(C(=O)[C@@H](NC(=O)CNC(=O)[C@H](NC1=O)COC)C)C)[C@H](C)O)C(OC)C3=CC(=C(C=C3)O))C(C)C)O)O

  • Graph inference:



  • Monomeric composition :
    1
    aC11:2(4.6)-Me(2.6)-OH(2.3)
    2
    Gly
    3
    Thr
    4
    dhAbu
    5
    3Me-4Me-Gln
    6
    3OH-Leu
    7
    Hpr
    8
    bOMe-Tyr
    9
    NMe-Thr
    10
    Ala
    11
    Gly
    12
    D-3OMe-Ala
  • Graph representation: aC11:2(4.6)-Me(2.6)-OH(2.3),Gly,Thr,dhAbu,3Me-4Me-Gln,3OH-Leu,Hpr,bOMe-Tyr,NMe-Thr,Ala,Gly,D-3OMe-Ala @1 @0,2 @1,3 @2,4 @3,5 @4,6,11 @5,7 @6,8 @7,9 @8,10 @9,11 @5,10

  • Atomic structure:
  • Chemical structure
    rBAN vizualisation:
  • Theonella sp.
  • gram:
  • synonyms:
  • taxid: 73791 (view NCBI taxonomy browser)

  • Links between organisms producing the papuamide C: Theonella sp.
  • Papuamides A-D, HIV-inhibitory and cytotoxic depsipeptides from the sponges Theonella mirabilis and Theonella swinhoei collected in Papua New Guinea
    Shigematsu N, Pannell LK, Williams DE, Gustafson KR, Boyd MR, Ford PW, McKee TC, Maurizi LK, Journal of the American Chemical Society , 1999, 121 (25), pp. 5899-5909


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