Compound Selection
Formula: C20H16N2O4MW: 348.36
CAS: 2114-45-4, 7689-03-4
TNP NUMBER: TNP00113
MDL NUMBER: MFCD00058538
IUPAC: (4S)-4-ethyl-4-hydroxy-4,12-dihydro-1H-pyrano[3,4-f]quinolino[2,3-a]indolizine -3,14-dione
Smiles: n12c(c3nc4ccccc4cc3C2)cc2C(C(=O)OCc2c1=O)(O)CC
THERAPEUTIC CATEGORY: Antitumor alkaloid; prototype DNA topoisomerase I inhibitor.
REFERENCE: Reference Fan, Y., et al., Molecular modeling studies of the DNA-topoisomerase I ternary cleavable complex with camptothecin. J. Med. Chem. 41, 2216-2226, (1998) abstract Morris. E.J., and Geller, H.M., Induction of neuronal apoptosis by camptothecin, an inhibitor of DNA topoisomerase-I: evidence for cell cycle-independent toxicity. J. Cell Biol. 134, 757-770, (1996) abstract Kaufmann, S. H., Cell death induced by topoisomerase-targeted drugs: more questions than answers. Biochim. Biophys. Acta 1400, 195-211, (1998) abstract Borovitskaya, A.E., and D-Arpa, P., Replication-dependent and -independent camptothecin cytotoxicity of seven human colon tumor cell lines. Oncol. Res. 10, 271-276, (1998) abstract Pommier, Y., et al., Mechanism of action of eukaryotic DNA topoisomerase I and drugs targeted to the enzyme. Biochim. Biophys. Acta 1400, 83-105, (1998) abstract Desai, S. D., et al., Ubiquitin-dependent destruction of topoisomerase I is stimulated by the antitumor drug camptothecin. J. Biol. Chem. 272, 24159-24164, (1997) abstract Beidler, D.R., and Cheng, Y.C., Camptothecin induction of a time- and concentration-dependent decrease of topoisomerase I and its implication in camptothecin activity. Mol. Pharmacol. 47, 907-914, (1994) Merck Merck 13,1743 reference FT-IR 2 (3), 4267:D / Structure Index 1, 462:C:1
SOURCE: Isolation from stem wood of the Chinese tree, Camptotheca acuminata Decsne., Nyssaceae
ACCEPTORS: 4
DONORS: 1
ROTATION BONDS: 1
N+O: 6
Chiral Centers: 1
LogP: 3.07
LogS: -4.47
LIPINSKI: 4
Monograph Number: 0001743
Title: Camptothecin
CAS Registry Number: 7689-03-4
CAS Name: (S)-4-Ethyl-4-hydroxy-1H-pyrano[3
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