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Toxin
Dysidenin
Другие языки:

    Dysidenin

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    Dysidenin
    Dysidenin Structure.png
    Names
    Systematic IUPAC name
    (2S,4S)-5,5,5-Trichloro-4-methyl-N-[(1S)-1-(1,3-thiazol-2-yl)ethyl]-2-[(3S)-4,4,4-trichloro-N,3-dimethylbutanamido]pentanamide
    Other names
    Dysidenine;Pentanamide, 5,5,5-trichloro-4-methyl-2-(methyl(4,4,4-trichloro-3-methyl-1-oxobutyl)amino)-N-(1-(2-thiazolyl)ethyl)-;(2S,4S)-5,5,5-Trichloro-4-methyl-2-[methyl[(S)-4,4,4-trichloro-3-methyl-1-oxobutyl]amino]-N-[(S)-1-(2-thiazolyl)ethyl]pentanamide
    Identifiers
    3D model (JSmol)
    ChEBI
    ChemSpider
    PubChem CID
    • InChI=1S/C17H23Cl6N3O2S/c1-9(16(18,19)20)7-12(14(28)25-11(3)15-24-5-6-29-15)26(4)13(27)8-10(2)17(21,22)23/h5-6,9-12H,7-8H2,1-4H3,(H,25,28)/t9-,10-,11-,12-/m0/s1
      Key: BFVRAKVNXYQMID-BJDJZHNGSA-N
    • InChI=1/C17H23Cl6N3O2S/c1-9(16(18,19)20)7-12(14(28)25-11(3)15-24-5-6-29-15)26(4)13(27)8-10(2)17(21,22)23/h5-6,9-12H,7-8H2,1-4H3,(H,25,28)/t9-,10-,11-,12-/m0/s1
      Key: BFVRAKVNXYQMID-BJDJZHNGBV
    • C[C@@H](C[C@@H](C(=O)N[C@@H](C)C1=NC=CS1)N(C)C(=O)C[C@H](C)C(Cl)(Cl)Cl)C(Cl)(Cl)Cl
    Properties
    C17H23Cl6N3O2S
    Molar mass 546.166
    Appearance Fine colorless needles
    Melting point 98°
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Dysidenin is a toxin from the sponge Lamellodysidea herbacea. It has a lethal effect on fishes and some marine organisms. It has been found to inhibit iodide transport in thyroid cells.

    Since Metabolites of the sponge exhibit regional variation, it has been isolated from samples from the Great Barrier Reef, while being absent in samples from the Caroline Islands. It was first isolated in 1977.


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