For research use only. Not for therapeutic Use.
Thailanstatin A(Cat No.:I037191) is a natural product isolated from a marine-derived Streptomyces sp. that exhibits potent antiproliferative activity against a variety of cancer cell lines. It acts as a potent inhibitor of the proteasome-associated deubiquitinase USP9X, which is involved in regulating the degradation of several important cellular proteins. Thailanstatin A has been shown to induce apoptosis and inhibit tumor growth in vivo and may have potential as a therapeutic agent for the treatment of cancer.
Catalog Number | I037191 |
CAS Number | 1426953-21-0 |
Synonyms | Thailanstatin A, TST-A; |
Molecular Formula | C28H41NO9 |
Purity | 98% |
Solubility | Soluble in DMSO |
Appearance | Solid powder |
Storage | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
IUPAC Name | 2-[(3R,4R,5R,7S)-5-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[[(Z,4S)-4-acetyloxypent-2-enoyl]amino]-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-hydroxy-1,6-dioxaspiro[2.5]octan-7-yl]acetic acid |
InChI | InChI=1S/C28H41NO9/c1-16(7-10-24-27(34)28(15-35-28)14-21(38-24)13-26(32)33)6-9-23-17(2)12-22(19(4)37-23)29-25(31)11-8-18(3)36-20(5)30/h6-8,10-11,17-19,21-24,27,34H,9,12-15H2,1-5H3,(H,29,31)(H,32,33)/b10-7+,11-8-,16-6+/t17-,18-,19+,21+,22+,23-,24+,27+,28+/m0/s1 |
InChIKey | GJKQDOMCDFJANR-FUDLAKRJSA-N |
SMILES | O=C(O)C[C@H](C1)O[C@H](/C=C/C(C)=C/C[C@@H]2O[C@H](C)[C@H](NC(/C=C[C@@H](OC(C)=O)C)=O)C[C@@H]2C)[C@@H](O)[C@@]31CO3 |
Reference | 1: Nicolaou KC, Rhoades D, Kumar SM. Total Syntheses of Thailanstatins A-C, Spliceostatin D, and Analogues Thereof. Stereodivergent Synthesis of Tetrasubstituted Dihydro- and Tetrahydropyrans and Design, Synthesis, Biological Evaluation, and Discovery of Potent Antitumor Agents. J Am Chem Soc. 2018 Jul 5;140(26):8303-8320. doi: 10.1021/jacs.8b04634. Epub 2018 Jun 26. PMID: 29943984. |