108885-68-3
Chemical Structure
Taccalonolide A
- CAS No.: 108885-68-3
- Formula:C36H46O14
- Molecular Weight:702.74
IUPAC Name: (1S,5S,5aS,5bR,6R,6aS,6bS,7R,8aS,9aS,10aS,11R,11aR,11bS,12S,13R,13aR,13bS)-5,7-dihydroxy-1,5,5a,11a,13a-pentamethyl-4,8-dioxo-4,5,5a,5b,6,6a,6b,7,8,8a,9,9a,10a,11,11a,11b,12,13,13a,13b-icosahydro-1H-oxireno[2'',3'':6',7']naphtho[1',2':7,8]fluoreno[2,1-b]f
InChIKey: PTTJLTMUKRRHAT-VJAKQJMOSA-N
SMILES: C[C@@]12[C@]([C@@H](OC(C)=O)[C@]3([H])[C@]2([H])[C@@H](C=C(O4)[C@@]3([C@](O)(C4=O)C)C)C)([H])[C@@]([C@H]5O)([H])[C@]([C@]6([C@H]([C@@H](O7)[C@@H]7C[C@]6([H])C5=O)OC(C)=O)C)([H])[C@H](OC(C)=O)[C@@H]1OC(C)=O
Biological Activity: Taccalonolide A is a microtubule stabilizer, which is a steroid isolated from Tacca chantrieri, with cytotoxic and antimalarial activities[1][2]. Taccalonolide A causes G2-M accumulation, Bcl-2 phosphorylation and initiation of apoptosis[1]. Taccalonolide A is effective in vitro against cell lines that overexpress P-glycoprotein (Pgp) and multidrug resistance protein 7 (MRP7), with an IC50 of 622 nM for SK-OV-3 cells[3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Taccalonolide A | 99.29% | Taccalonolide A is a microtubule stabilizer, which is a steroid isolated from Tacca chantrieri, with cytotoxic and antimalarial activities. Taccalonolide A causes G2-M accumulation, Bcl-2 phosphorylation and initiation of apoptosis. Taccalonolide A is effective in vitro against cell lines that overexpress P-glycoprotein (Pgp) and multidrug resistance protein 7 (MRP7), with an IC50 of 622 nM for SK-OV-3 cells. | ||||||||||||||||||||
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- [1]. Tinley TL, et al. Taccalonolides E and A: Plant -derived steroids with microtubule-stabilizing activity. Cancer Res. 2003 Jun 15;63(12):3211-20. [Content Brief]
- [2]. Risinger AL, et al. Taccalonolides: Novel microtubule stabilizers with clinical potential. Cancer Lett. 2010 May 1;291(1):14-9. [Content Brief]
- [3]. Risinger AL, et al. The taccalonolides: microtubule stabilizers that circumvent clinically relevant taxane resistance mechanisms. Cancer Res. 2008 Nov 1;68(21):8881-8. [Content Brief]
Keywords
