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Chemical structure of Taccalonolide A

GC37715

Taccalonolide A

Also known as [(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14,25-triacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl] acetate

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

ChemicalCAS108885-68-3MW702.74FormulaC36H46O14
CAS number
108885-68-3
Molecular weight
702.74
Formula
C36H46O14
Solubility
Soluble in DMSO
InChIKey
PTTJLTMUKRRHAT-VJAKQJMOSA-N
Catalogue number
GC37715
Brand
GLPBIO
Computed properties PubChem CID 441685 · XLogP 1.7 · TPSA 202 Ų · H-bond donors 2
XLogP
1.7
TPSA
202 Ų
H-bond donors
2
H-bond acceptors
14
Rotatable bonds
8
Heavy atoms
50

SMILES C[C@@H]1C=C2[C@@]([C@H]3[C@H]1[C@@]4([C@@H]([C@H]3OC(=O)C)[C@H]5[C@H]([C@@H]([C@@H]4OC(=O)C)OC(=O)C)[C@@]6([C@H](C[C@H]7[C@@H]([C@@H]6OC(=O)C)O7)C(=O)[C@@H]5O)C)C)([C@](C(=O)O2)(C)O)C

Computed descriptors from PubChem (CID 441685), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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