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CAS 76343-93-6

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Latrunculin

Description:
Latrunculin is a natural product derived from the marine sponge Latrunculia magnifica, known for its potent effects on the cytoskeleton of eukaryotic cells. It primarily functions as an actin polymerization inhibitor, disrupting the dynamics of actin filaments, which are crucial for various cellular processes, including motility, division, and shape maintenance. Latrunculin binds to monomeric G-actin, preventing its polymerization into filamentous F-actin, thereby leading to the disassembly of the actin cytoskeleton. This characteristic makes latrunculin a valuable tool in cell biology research for studying actin dynamics and cellular functions. In addition to its role in research, latrunculin has been investigated for potential therapeutic applications, particularly in cancer treatment, due to its ability to inhibit cell migration and invasion. However, its use is limited by its cytotoxicity and the need for careful dosage control. Overall, latrunculin serves as an important compound in understanding cellular mechanics and developing new therapeutic strategies.
Formula:C22H31NO5S
InChI:InChI=1/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11+/t15-,17-,18-,19+,22-/m1/s1
InChI key:InChIKey=DDVBPZROPPMBLW-IZGXTMSKSA-N
SMILES:O[C@@]1(C[C@]2(C[C@](O1)(CC[C@H](C)/C=C\C=C\CC/C(/C)=C\C(=O)O2)[H])[H])[C@@]3(CSC(=O)N3)[H]
Synonyms:
  • (4R)-4-[(1R,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
  • (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-2-thiazolidinone
  • (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
  • 2,16-Dioxabicyclo[13.3.1]nonadecane, 2-thiazolidinone deriv.
  • 2-Thiazolidinone, 4-((1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo(13.3.1)nonadeca-4,8,10-trien-17-yl)-, (4R)-
  • 2-Thiazolidinone, 4-(17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo(13.3.1)nonadeca-4,8,10-trien-17-yl)-, (1R*,4Z,8E,10Z,12S*,15R*,17R*(R*))-(+)-
  • 2-Thiazolidinone, 4-(17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)-, [1R-[1R*,4Z,8E,10Z,12S*,15R*,17R*(R*)]]-
  • 4-(17-Hydroxy-5,12-Dimethyl-3-Oxo-2,16-Dioxabicyclo[13.3.1]Nonadeca-4,8,10-Trien-17-Yl)-1,3-Thiazolidin-2-One
  • Lat-A
  • Latrunculin
  • See more synonyms
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Found 3 products.
  • Latrunculin A
    Targetmol
    + Info

    Latrunculin A

    CAS:
    <p>Latrunculin A, a toxin from the sponge Latrunculia magnifica, binds and inhibits actin polymerization (Kds: 0.1-4.7 μM).</p>
    Formula:C22H31NO5S
    Purity:98%
    Color and Shape:Waxy Solid
    Molecular weight:421.55

    Ref: TM-T15721

  • Latrunculin A
    Glentham
    + Info

    Latrunculin A

    CAS:
    Formula:C22H31NO5S
    Color and Shape:Colourless, viscous film
    Molecular weight:421.55

    Ref: 7W-GL4689

    100µg
    223.00€
    500µg
    763.00€
  • Latrunculin A
    Biosynth
    + Info

    Latrunculin A

    CAS:
    <p>Latrunculin A is a chemical inhibitor that inhibits protein methylation. It has been shown to inhibit the methyltransferase activity of group P2 proteins, which are required for the synthesis of actin. Latrunculin A also inhibits cellular processes such as intracellular calcium ion levels and protein synthesis. This agent has been shown to be effective in animal models of autoimmune diseases such as multiple sclerosis, asthma, and arthritis. Latrunculin A also has been shown to inhibit the expression of a response element in cells with an intact cytoskeleton.</p>
    Formula:C22H31NO5S
    Purity:Min. 95%
    Color and Shape:Powder
    Molecular weight:421.55 g/mol

    Ref: 3D-BDA34393

    1mg
    1,085.00€
    2mg
    1,952.00€
    5mg
    4,224.00€
    10mg
    7,392.00€
    500µg
    863.00€