151519-02-7
Chemical Structure
Pironetin
- CAS No.: 151519-02-7
- Formula:C19H32O4
- Molecular Weight:324.45
IUPAC Name: (5R,6R)-5-ethyl-6-((2R,3S,4R,5S,E)-2-hydroxy-4-methoxy-3,5-dimethylnon-7-en-1-yl)-5,6-dihydro-2H-pyran-2-one
InChIKey: XIHGDBYGUWEHCV-FSEPSNHWSA-N
SMILES: O=C1C=C[C@H]([C@H](O1)C[C@H]([C@@H]([C@@H]([C@H](C/C=C/C)C)OC)C)O)CC
Biological Activity: Pironetin is an α/β unsaturated lactone isolated from Streptomyces species. Pironetin binds to α-tubulin and is a potent inhibitor of microtubule polymerization, and has cell cycle arrest and antitumor activity[1][2].
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Pironetin | 96.79% | Pironetin is an α/β unsaturated lactone isolated from Streptomyces species. Pironetin binds to α-tubulin and is a potent inhibitor of microtubule polymerization, and has cell cycle arrest and antitumor activity. | ||||||||||||||||||||
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- [1]. Kondoh M, et al. Cell cycle arrest and antitumor activity of pironetin and its derivatives. Cancer Lett. 1998 Apr 10;126(1):29-32. [Content Brief]
- [2]. Yang J, et al. Pironetin reacts covalently with cysteine-316 of α-tubulin to destabilize microtubule. ] Nat Commun. 2016 Jun 30;7:12103. [Content Brief]
Keywords