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CAS 127943-53-7

:

(+)-Discodermolide

Description:
(+)-Discodermolide is a natural product originally isolated from the marine sponge Discodermia dissoluta. It is a complex macrolide with a unique structure characterized by a large lactone ring and multiple stereocenters, contributing to its chiral nature. This compound exhibits significant biological activity, particularly as an antitumor agent, by stabilizing microtubules and disrupting normal cell division, similar to the mechanism of action of paclitaxel. Its potential therapeutic applications have garnered interest in cancer research. (+)-Discodermolide is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, but has limited solubility in water. The compound's synthesis and extraction can be challenging due to its complex structure, leading to ongoing research into more efficient production methods. Overall, (+)-Discodermolide represents a promising lead compound in the development of new anticancer therapies, highlighting the importance of marine natural products in medicinal chemistry.
Formula:C33H55NO8
InChI:InChI=1S/C33H55NO8/c1-10-11-12-20(4)31(42-33(34)40)24(8)29(37)22(6)16-18(2)15-21(5)28(36)19(3)13-14-26(35)17-27-23(7)30(38)25(9)32(39)41-27/h10-15,19-31,35-38H,1,16-17H2,2-9H3,(H2,34,40)/b12-11-,14-13-,18-15-/t19-,20-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30-,31-/m0/s1
InChI key:InChIKey=AADVCYNFEREWOS-OBRABYBLSA-N
SMILES:C([C@@H](/C=C\[C@@H]([C@@H]([C@H](/C=C(\C[C@@H]([C@H]([C@@H]([C@H]([C@H](/C=C\C=C)C)OC(N)=O)C)O)C)/C)C)O)C)O)[C@H]1[C@H](C)[C@H](O)[C@@H](C)C(=O)O1
Synonyms:
  • 2H-Pyran-2-one, 6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-, (3R,4S,5R,6S)-
  • 2H-Pyran-2-one, 6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraenyl]tetrahydro-4-hydroxy-3,5-dimethyl-, (3R,4S,5R,6S)-
  • (3Z,5S,6S,7S,8R,9S,11Z,13S,14S,15S,16Z,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxotetrahydro-2H-pyran-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl carbamate (non-preferred name)
  • 2H-Pyran-2-one, 6-[14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraenyl]tetrahydro-4-hydroxy-3,5-dimethyl-, [3R-[3α,4β,5β,6α(2S*,3Z,5S*,6S*,7S*,8Z,11S*,12R*,13S*,14S*,15S*,16Z)]]-
  • Discodermolide
  • disermolide
  • (3R,4S,5R,6S)-6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(Aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-2H-pyran-2-one
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Found 1 products.
  • Disermolide
    Targetmol
    + Info

    Disermolide

    CAS:
    <p>Disermolide, a polyketide, stabilizes microtubules and potently inhibits growth in multiple MDR cancer cells.</p>
    Formula:C33H55NO8
    Purity:98%
    Color and Shape:Solid
    Molecular weight:593.802

    Ref: TM-T24002