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phoriospongin B


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  • Norine ID: NOR00443
  • DOI: 10.26097/nor00443
  • Family: phoriospongin
  • Synonym(s): phoriospongin B;
  • Activity: toxin
  • Category: peptide
  • Formula: C53H84ClN11O15
  • Monoisotopic mass: 1149.583688783 g/mol
  • Comment: Phoriospongins are nematocidal depsipeptides and are putative NRPS products (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: 10
  • Smiles: CCC[C@@H]1C(=O)OC(C(C(CC(=O)N[C@@H](C(=O)N([C@@H](C(=O)NC(C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CC2=CC=CC=C2)[C@@H](C)O)CC(=O)N)C(C)C(C)Cl)CC(C)C)C)C)O)NC(=O)[C@@H](CC(C)C)NC=O)C

  • Graph inference:



  • Monomeric composition :
    1
    D-Nva
    2
    Gly
    3
    Phe
    4
    D-aThr
    5
    Asn
    6
    Cl-Ile
    7
    D-NMe-Leu
    8
    D-Ala
    9
    C6:0-OH(3.5)-NH2(4)
    10
    NFo-Leu
  • Graph representation: D-Nva,Gly,Phe,D-aThr,Asn,Cl-Ile,D-NMe-Leu,D-Ala,C6:0-OH(3.5)-NH2(4),NFo-Leu @1,8 @0,2 @1,3 @2,4 @3,5 @4,6 @5,7 @6,8 @0,7,9 @8

  • Atomic structure:
    • Chemical structure
    rBAN vizualisation:
  • Callyspongia bilamellata

  • Phoriospongia sp.

  • Links between organisms producing the phoriospongin B: Callyspongia bilamellata, Phoriospongia sp.
  • Phoriospongin A and B: two new nematocidal depsipeptides from the Australian marine sponges Phoriospongia sp. and Callyspongia bilamellata
    Capon RJ, Ford J, Lacey E, Gill JH, Heiland K, Friedel T, Journal of natural products , 2002, Mar,65(3):358-63.
    DOI: 10.1021/np010329d
    pubMed: 11908978


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