Taltobulin

For research use only. Not for therapeutic Use.

  • CAT Number: I002738
  • CAS Number: 228266-40-8
  • Molecular Formula: C27H43N3O4
  • Molecular Weight: 473.65
  • Purity: ≥95%
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Taltobulin (Cat No.:I002738) is a synthetic tubulin inhibitor with potent antitumor activity. It binds to the colchicine-binding site on tubulin, disrupting microtubule dynamics and inhibiting cell division. Taltobulin exhibits selective cytotoxicity towards cancer cells, inducing mitotic arrest and subsequent apoptosis. It has shown efficacy against a range of solid tumors, including breast, lung, and ovarian cancers. Taltobulin’s unique mechanism of action and promising preclinical results make it a potential candidate for further development as an anticancer therapy. Clinical trials are underway to evaluate its safety and efficacy in cancer patients.


Catalog Number I002738
CAS Number 228266-40-8
Synonyms

HTI-286;

Molecular Formula C27H43N3O4
Purity ≥95%
Target tubulin
Solubility 10 mM in DMSO
Storage -20°C
Overview of Clinical Research

<span style=”color:#000000;”><span style=”font-family:arial,helvetica,sans-serif;”><span style=”font-size:12px;”>Taltobulin is a&nbsp;<span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>Tubulin polymerisation inhibitor. The&nbsp;</span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>Phase-I clinical trials in Cancer in USA (unspecified route) is ongoing.</span></span></span></span>

IUPAC Name (E,4S)-4-[[(2S)-3,3-dimethyl-2-[[(2S)-3-methyl-2-(methylamino)-3-phenylbutanoyl]amino]butanoyl]-methylamino]-2,5-dimethylhex-2-enoic acid
InChI InChI=1S/C27H43N3O4/c1-17(2)20(16-18(3)25(33)34)30(10)24(32)22(26(4,5)6)29-23(31)21(28-9)27(7,8)19-14-12-11-13-15-19/h11-17,20-22,28H,1-10H3,(H,29,31)(H,33,34)/b18-16+/t20-,21-,22-/m1/s1
InChIKey CNTMOLDWXSVYKD-PSRNMDMQSA-N
SMILES CC(C)[C@@H](/C=C(\C)/C(=O)O)N(C)C(=O)[C@H](C(C)(C)C)NC(=O)[C@H](C(C)(C)C1=CC=CC=C1)NC
Reference

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1:Absolute configurations of tubulin inhibitors taltobulin (HTI-286) and HTI-042 characterized by X-ray diffraction analysis and NMR studies. Niu C, Ho DM, Williamson RT, Zask A, Ayral-Kaloustian S.Bioorg Med Chem Lett. 2010 Mar 1;20(5):1535-8. doi: 10.1016/j.bmcl.2010.01.047. Epub 2010 Jan 20. Erratum in: Bioorg Med Chem Lett. 2012 Mar 1;22(5):2131. Williamson, Robert Thomas [added]. PMID: 20137930<br />
2:Inhibition of hepatic tumor cell proliferation in vitro and tumor growth in vivo by taltobulin, a synthetic analogue of the tripeptide hemiasterlin. Vashist YK, Tiffon C, Stoupis C, Redaelli CA.World J Gastroenterol. 2006 Nov 14;12(42):6771-8. PMID: 17106924 Free PMC Article<br />
3:Hybrids of the hemiasterlin analogue taltobulin and the dolastatins are potent antimicrotubule agents. Zask A, Kaplan J, Musto S, Loganzo F.J Am Chem Soc. 2005 Dec 21;127(50):17667-71. PMID: 16351096

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