Taccalonolide B

Modify Date: 2024-01-03 18:47:01

Taccalonolide B Structure
Taccalonolide B structure
Common Name Taccalonolide B
CAS Number 108885-69-4 Molecular Weight 660.705
Density 1.4±0.1 g/cm3 Boiling Point 775.9±60.0 °C at 760 mmHg
Molecular Formula C34H44O13 Melting Point N/A
MSDS N/A Flash Point 242.4±26.4 °C

 Use of Taccalonolide B


Taccalonolide B is microtubule stabilizer isolated from Tacca plantaginea, with antitumor activity. Taccalonolide B is effective in vitro against cell lines that overexpress P-glycoprotein (Pgp) and multidrug-resistance protein (MRP7). Taccalonolide B inhibits growth of SK-OV-3 cells with an IC50 of 208 nM[1][2].

 Names

Name taccalonolide B
Synonym More Synonyms

 Taccalonolide B Biological Activity

Description Taccalonolide B is microtubule stabilizer isolated from Tacca plantaginea, with antitumor activity. Taccalonolide B is effective in vitro against cell lines that overexpress P-glycoprotein (Pgp) and multidrug-resistance protein (MRP7). Taccalonolide B inhibits growth of SK-OV-3 cells with an IC50 of 208 nM[1][2].
Related Catalog
Target

microtubule[2]

References

[1]. LiangChen Zhong, et al. Steroidal bitter principles from tacca plantaginea structures of taccalonolide A and B. Tetrahedron Letters. 1987, 28(15): 1673-1675.

[2]. Risinger AL, et al. The taccalonolides: microtubule stabilizers that circumvent clinically relevant taxane resistance mechanisms. Cancer Res. 2008 Nov 1;68(21):8881-8.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 775.9±60.0 °C at 760 mmHg
Molecular Formula C34H44O13
Molecular Weight 660.705
Flash Point 242.4±26.4 °C
Exact Mass 660.278198
PSA 195.49000
LogP 1.88
Vapour Pressure 0.0±6.0 mmHg at 25°C
Index of Refraction 1.604

 Synthetic Route

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Taccalonolide B Structure

Taccalonolide B

CAS#:108885-69-4

Literature: Peng, Jiangnan; Risinger, April L.; Fest, Gary A.; Jackson, Evelyn M.; Helms, Gregory; Polin, Lisa A.; Mooberry, Susan L. Journal of Medicinal Chemistry, 2011 ,  vol. 54,  # 17  p. 6117 - 6124

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

1H-Oxireno[6',7']naphtho[1',2':7,8]fluoreno[2,1-b]furan-4,8-dione, 11,12,13-tris(acetyloxy)-5,5a,5b,6,6a,6b,7,8a,9,9a,10a,11,11a,11b,12,13,13a,13b-octadecahydro-5,6,7-trihydroxy-1,5,5a,11a,13a-pentamethyl-, (1S,5S,5aS,5bR,6R,6aS,6bS,7R,8aS,9aS,10aS,11R,11aR,11bS,12S,13R,13aR,13bS)-
(1S,5S,5aS,5bR,6R,6aS,6bS,7R,8aS,9aS,10aS,11R,11aR,11bS,12S,13R,13aR,13bS)-5,6,7-Trihydroxy-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-11,12,13-triyl triacetate
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