(S)-10-hydroxy-Camptothecin

DNA topoisomerases relax supercoiled DNA during replication, transcription, recombination, repair, and chromosome condensation. The relaxation of DNA supercoiling by topoisomerase I at single-strand breaks represents a target for anticancer agents to intercalate between DNA base pairs, leading to the activation of apoptotic and cell cycle arrest pathways. (S)-10-hydroxy-Camptothecin is an inhibitor of topoisomerase I originally isolated from the Chinese tree C. acuminata. It is a member of the camptothecin family that demonstrates less toxicity than its parent compound. (S)-10-hydroxy-Camptothecin has strong anti-tumor activity against a wide range of experimental tumors including L1210 leukemia cells (IC50 = 1.15 µM). In vitro treatment of human HepG2 cells with 5-20 µM (S)-10-hydroxy-camptothecin results in cell cycle arrest at the G2/M phase.Formal Name: (4S)-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione. CAS Number: 19685-09-7. Synonyms: ChEMBL 273862, NSC 107124. Molecular Formula: C20H16N2O5. Formula Weight: 364.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2 mg/ml, DMSO: 3 mg/ml, DMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml. lambdamax: 222, 267, 330, 383 nm. SMILES: O=C([C@]1(O)CC)OCC2=C1C=C(C(N=C(C=CC(O)=C3)C3=C4)=C4C5)N5C2=O. InChi Code: InChI=1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1. InChi Key: HAWSQZCWOQZXHI-FQEVSTJZSA-N.