Taccalonolide A

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.

Product information

CAS Number: 108885-68-3

Molecular Weight: 702.74

Formula: C36H46O14

Chemical Name: (1S, 2S, 3R, 5S, 7S, 9S, 10R, 11R, 12S, 13S, 14R, 15R, 16S, 17S, 22S, 23S, 24R, 25R)-13, 14, 25-tris(acetyloxy)-3, 22-dihydroxy-11, 15, 17, 22, 23-pentamethyl-4, 21-dioxo-8, 20-dioxaheptacyclo[13.10.0.0, .0, .0, .0, .0, ]pentacos-18-en-10-yl acetate

Smiles: C[C@@H]1C=C2OC(=O)[C@@](C)(O)[C@]2(C)[C@H]2[C@H]1[C@]1(C)[C@H]([C@H]3[C@H]([C@H](OC(C)=O)[C@@H]1OC(C)=O)[C@]1(C)[C@H](C[C@@H]4O[C@@H]4[C@@H]1OC(C)=O)C(=O)[C@@H]3O)[C@H]2OC(C)=O

InChiKey: PTTJLTMUKRRHAT-VJAKQJMOSA-N

InChi: InChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)45-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-27(49-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12-,17-,18+,20+,21+,22-,23-,24+,26-,27+,28-,29+,30+,31+,33+,34-,35+,36-/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

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.

Products are for research use only. Not for human use.