Paclitaxel (Taxol)

Description: Paclitaxel (also known as NSC 125973; trade name taxol) is a highly potent microtubule polymer stabilizer (mitotic inhibitor that stabilizes the polymerization of tubulin) with IC50 of 0.1 pM in human endothelial cells. Paclitaxel has shown potent and a broad spectrum of antineoplastic activities that has been extensively used in the treatment of various cancers. It is a natural product isolated from the Pacific yew tree Taxus brevifolia that has anticancer activity. Paclitaxel binds to tubulin and inhibits the disassembly of microtubules, thereby resulting in the inhibition of cell division. This agent also induces apoptosis by binding to and blocking the function of the apoptosis inhibitor protein Bcl-2.

References: Anticancer Drugs. 2003 Jan; 14(1):13-9; Breast Cancer Res Treat. 2012 Aug; 134(3):969-80.

Related CAS#: 117527-50-1 (Paclitaxel); 117527-50-1 (Paclitaxel-Succinic acid); 90332-63-1 (10-Deacetyl-7-xylosyl paclitaxel); 90332-66-4 (7-Xylosylpaclitaxel); 105454-04-4 (7-epi-Taxol); 114915-17-2 (7-Troc-paclitaxel); 199796-52-6 (DHA-paclitaxel, Taxoprexin); 263351-82-2 (Paclitaxel Poliglumex); unknown CAS # (Paclitaxel-SMCC, 7-O-(Amino-PEG4)- paclitaxel, 7-O-(Cbz-N-amido-PEG4)- paclitaxel, Paclitaxel-MVCP, MC-Val-Cit-PAB-Paclitaxel)

Publications Citing Use of InvivoChem Paclitaxel (Taxol):

1) J Med Chem. 2021 Apr 22; 64(8):4498-4515. doi: 10.1021/acs.jmedchem.0c01837. Epub 2021 Mar 31. PMID: 33788562;

2) Eur J Med Chem. 2020 Sep 15; 202:112519. doi: 10.1016/j.ejmech.2020.112519.

NSC 125973; NSC-125973; NSC125973 ; BMS 181339-01; BMS181339-01; BMS-181339-01; Trade name: Taxol; Taxol Konzentrat; Anzatax; Asotax; Bristaxol; Praxel; TAX.

Chemical Name: (2aR, 4S, 4aS, 6R, 9S, 11S, 12S, 12aR, 12bS)-9-(((2R, 3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-12-(benzoyloxy)-4, 11-dihydroxy-4a, 8, 13, 13-tetramethyl-5-oxo-2a, 3, 4, 4a, 5, 6, 9, 10, 11, 12, 12a, 12b-dodecahydro-1H-7, 11-methanocyclodeca[3, 4]benzo[1, 2-b]oxete-6, 12b-diyl diacetate

SMILES Code: O=C1[CH](OC(C)=O)C(C2(C)C)=C(C)[CH](OC([CH](O)[CH](NC(C3=CC=CC=C3)=O)C4=CC=CC=C4)=O)C[C]2(O)[CH](OC(C5=CC=CC=C5)=O)[C]6([H])[C]1(C)[CH](O)C[C]7([H])OC[C]76OC(C)=O

Exact Mass: 853.33096