ChemicalBook--->CAS DataBase List--->108885-68-3

108885-68-3

108885-68-3 Structure

108885-68-3 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

Taccalonolide A(108885-68-3)1HNMR
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