| Identification | Back Directory | [Name]
Taccalonolide A | [CAS]
108885-68-3 | [Synonyms]
Taccalonolide A
ETaccalonolide A
Potato ketolide A
16,24-Cycloergost-22-en-26-oic acid, 1,11,12,15-tetrakis(acetyloxy)-2,3-epoxy-7,23,25-trihydroxy-6-oxo-, γ-lactone, (1α,2α,3α,5α,7β,11α,12α,15α,16β,24β,25S)-
(1alpha,2alpha,3alpha,5alpha,7beta,11alpha,12alpha,15alpha,16beta,24beta,25S)-1,11,12,15-Tetrakis(acetyloxy)-2,3-epoxy-7,23,25-trihydroxy-6-oxo-16,24-cycloergost-22-en-26-oic acid gamma-lactone | [Molecular Formula]
C36H46O14 | [MDL Number]
MFCD30725004 | [MOL File]
108885-68-3.mol | [Molecular Weight]
702.74 |
| Chemical Properties | Back Directory | [Boiling point ]
776.8±60.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
11.56±0.70(Predicted) | [color ]
White to off-white | [InChIKey]
PTTJLTMUKRRHAT-VJAKQJMOSA-N |
| Hazard Information | Back Directory | [Uses]
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]. | [Definition]
ChEBI:Taccalonolide A is a withanolide. | [storage]
Store at -20°C | [References]
[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. PMID:12810650
[2] Risinger AL, et al. Taccalonolides: Novel microtubule stabilizers with clinical potential. Cancer Lett. 2010 May 1;291(1):14-9. DOI:10.1016/j.canlet.2009.09.020
[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. DOI:10.1158/0008-5472.CAN-08-2037 |
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