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108885-68-3

108885-68-3 structure
108885-68-3 structure
  • Name: Taccalonolide A
  • Chemical Name: Taccalonolide A
  • CAS Number: 108885-68-3
  • Molecular Formula: C36H46O14
  • Molecular Weight: 702.742
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-08-12 11:47:32
  • Modify Date: 2024-01-10 06:12:48
  • 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].

Name Taccalonolide A
Synonyms (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[6',7']naphtho[1',2':7,8]fluoreno[2,1-b]furan-6,11,12,13-tetrayl tetraacetate
1H-Oxireno[6',7']naphtho[1',2':7,8]fluoreno[2,1-b]furan-4,8-dione, 6,11,12,13-tetrakis(acetyloxy)-5,5a,5b,6,6a,6b,7,8a,9,9a,10a,11,11a,11b,12,13,13a,13b-octadecahydro-5,7-dihydroxy-1,5,5a,11a,13a-pentamethyl-, (1S,5S,5aS,5bR,6R,6aS,6bS,7R,8aS,9aS,10aS,11R,11aR,11bS,12S,13R,13aR,13bS)-
Description 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].
Related Catalog
Target

microtubule[1]

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.

[2]. Risinger AL, et al. Taccalonolides: Novel microtubule stabilizers with clinical potential. Cancer Lett. 2010 May 1;291(1):14-9.

[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.

Density 1.4±0.1 g/cm3
Boiling Point 776.8±60.0 °C at 760 mmHg
Molecular Formula C36H46O14
Molecular Weight 702.742
Flash Point 237.8±26.4 °C
Exact Mass 702.288757
PSA 201.56000
LogP 2.49
Vapour Pressure 0.0±6.1 mmHg at 25°C
Index of Refraction 1.590
Storage condition 2-8℃
Precursor  0

DownStream  1