Camptothecin

• CAT Number: I000061
• CAS Number: 7689-03-4
• Molecular Formula: C₂₀H₁₆N₂O₄
• Molecular Weight: 348.40
• Purity: ≥95%
• Synonyms: (S)-4-ethyl-4-hydroxy-1H-pyrano[3/’,4/’:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
• Target: Topoisomerase
• Solubility: DMSO: ≤ 6.2 mg/mL (Need warming)
• Storage: 3 years -20C powder
• IC50: 50 nM(in MDA-MB-231 cell line)
• IUPAC Name: (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
• InChI: InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
• InChIKey: VSJKWCGYPAHWDS-FQEVSTJZSA-N
• SMILES: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

Camptothecin（Cat No.:I000061）is a potent alkaloid derived from the Camptotheca acuminata tree, widely used in cancer research due to its ability to inhibit topoisomerase I. By preventing DNA replication and transcription, it induces cell cycle arrest and apoptosis in rapidly dividing cancer cells. Camptothecin and its derivatives, such as irinotecan and topotecan, have been developed into chemotherapeutic agents. Its unique mechanism of action makes it invaluable in studying DNA damage response and therapeutic approaches targeting tumor cell proliferation.

Reference

[1]. Peter Platzer, Theresia Thalhammer, Gerhard Hamilton, et al. Metabolism of camptothecin, a potent topoisomerase I inhibitor, in the isolated perfused rat liver. Cancer Chemotherapy and Pharmacology.2000, 45(1):50-54
[2]. Tanizawa A, Kohn KW, Kohlhagen G et al. Differential stabilization of eukaryotic DNA topoisomerase I cleavable complexes by camptothecin derivatives. Biochemistry. 1995 May 30;34(21):7200-6.
[3]. Slichenmyer WJ, Rowinsky EK, Donehower RC, Kaufmann SH. The current status of camptothecin analogues as antitumor agents. J Natl Cancer Inst. 1993 Feb 17;85(4):271-91.
[4]. Hertzberg RP, Busby RW, Caranfa MJ et al. Irreversible trapping of the DNA-topoisomerase I covalent complex. Affinity labeling of the camptothecin binding site. J Biol Chem. 1990 Nov 5;265(31):19287-95.
[5]. Hsiang YH, Hertzberg R, Hecht S, Liu LF. Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I. J Biol Chem. 1985 Nov 25;260(27):14873-8.