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Chemical structure of Larotaxel

GC36424

Larotaxel

Also known as [(1S,2S,3R,4S,7R,9S,11R,13R,16S)-4,13-diacetyloxy-1-hydroxy-16-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-15,18,18-trimethyl-12-oxo-6-oxapentacyclo[12.3.1.03,11.04,7.09,11]octadec-14-en-2-yl] benzoate

Larotaxel (XRP9881) is a taxane analogue with preclinical activity against taxane-resistant breast cancer· Larotaxel (XRP9881) exerts its cytotoxic effect by promoting tubulin assembly and stabilizing microtubules, ultimately leading to cell death by apoptosis· It presents the ability to cross the blood brain barrier and has a much lower affinity for P-glycoprotein 1 than Docetaxel

ChemicalCAS156294-36-9MW831.9FormulaC45H53NO14
CAS number
156294-36-9
Molecular weight
831.9
Formula
C45H53NO14
Solubility
DMSO： ≥ 50 mg/mL (60·10 mM)
InChIKey
DXOJIXGRFSHVKA-BZVZGCBYSA-N
Catalogue number
GC36424
Brand
GLPBIO
Computed properties PubChem CID 6918260 · XLogP 2.7 · TPSA 210 Ų · H-bond donors 3
XLogP
2.7
TPSA
210 Ų
H-bond donors
3
H-bond acceptors
14
Rotatable bonds
15
Heavy atoms
60

SMILES CC1=C2[C@H](C(=O)[C@]34C[C@H]3C[C@@H]5[C@]([C@H]4[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C6=CC=CC=C6)NC(=O)OC(C)(C)C)O)O)OC(=O)C7=CC=CC=C7)(CO5)OC(=O)C)OC(=O)C

Computed descriptors from PubChem (CID 6918260), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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