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CAS 1009815-87-5

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Largazole

Description:
Largazole is a synthetic compound known for its potential as a therapeutic agent, particularly in the field of cancer research. It is classified as a natural product derived from marine organisms, specifically from the marine cyanobacterium, and exhibits notable biological activity. Largazole functions primarily as a histone deacetylase (HDAC) inhibitor, which plays a crucial role in regulating gene expression and has implications in cancer treatment and other diseases characterized by abnormal cell proliferation. The compound features a unique structure that includes a thiazole ring and a long aliphatic chain, contributing to its biological efficacy. In addition to its anticancer properties, Largazole has shown promise in modulating immune responses and may have applications in treating various inflammatory conditions. Its mechanism of action involves the alteration of histone acetylation patterns, leading to changes in chromatin structure and gene expression. Overall, Largazole represents a significant area of interest in medicinal chemistry and drug development, particularly for its potential to target epigenetic modifications in disease states.
Formula:C29H42N4O5S3
InChI:InChI=1S/C29H42N4O5S3/c1-5-6-7-8-9-13-24(35)39-14-11-10-12-20-15-22(34)30-16-23-31-21(17-40-23)26-33-29(4,18-41-26)28(37)32-25(19(2)3)27(36)38-20/h10,12,17,19-20,25H,5-9,11,13-16,18H2,1-4H3,(H,30,34)(H,32,37)/b12-10+/t20-,25+,29+/m1/s1
InChI key:InChIKey=AXESYCSCGBQJBL-SZPBEECKSA-N
SMILES:C[C@@]12N=C(C=3N=C(SC3)CNC(=O)C[C@@H](/C=C/CCSC(CCCCCCC)=O)OC(=O)[C@H]([C@H](C)C)NC1=O)SC2
Synonyms:
  • S-[(E)-4-[(5R,8S,11S)-8-Isopropyl-5-methyl-6,9,13-trioxo-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]eicosa-1(18),2(20),16(19)-trien-11-yl]but-3-en-1-yl] octanethioate
  • Largazole
  • (+)-Largazole
  • Octanethioic acid, S-[(3E)-4-[(5R,8S,11S)-5-methyl-8-(1-methylethyl)-6,9,13-trioxo-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]eicosa-2(20),16(19),18-trien-11-yl]-3-buten-1-yl] ester
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Found 4 products.
  • Largazole
    Targetmol
    + Info

    Largazole

    CAS:
    Largazole is a potent and selective histone deacetylase (HDAC) inhibitor and antiproliferative agent from Symploca.
    Formula:C29H42N4O5S3
    Color and Shape:Solid
    Molecular weight:622.86

    Ref: TM-T25630

    25mg
    To inquire
    50mg
    To inquire
    100mg
    To inquire
  • Largazole-d15
    TRC
    + Info

    Largazole-d15

    Controlled Product
    CAS:
    Formula:C29H27D15N4O5S3
    Color and Shape:Neat
    Molecular weight:637.96

    Ref: TR-L176007

    25mg
    33,130.00€
  • Largazole
    TRC
    + Info

    Largazole

    Controlled Product
    CAS:
    Formula:C29H42N4O5S3
    Color and Shape:Neat
    Molecular weight:622.863

    Ref: TR-L176005

    25mg
    30,845.00€
  • Largazole
    Biosynth
    + Info

    Largazole

    CAS:

    Largazole is a ligand that binds to the ion channel TRPV4. It is an inhibitor of TRPV4 and prevents the activation of this receptor by its natural ligand, capsaicin. This inhibition has been shown to be competitive with capsaicin. Largazole also inhibits the activity of TRPV1, but does not inhibit TRPM8 or TRPA1 receptors. Largazole is also a potent activator of TRPA1 channels, which are activated by low pH, and can therefore be used as a research tool to study the effect of pH on pain sensation in animal models.
    TRPV4 is widely expressed in many cell types such as neurons, astrocytes, vascular smooth muscle cells and immune cells. The binding of largazole to this receptor has been shown to activate various intracellular signaling pathways including PKCδ-dependent pathway and MAPK pathway.

    Formula:C29H42N4O5S3
    Purity:Min. 95%
    Molecular weight:622.9 g/mol

    Ref: 3D-JQB81587

    1mg
    Discontinued
    Discontinued product