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Product Details:

  • Product Name: Camptothecin
  • CAS #: 7689-03-04
  • Mode of Action:

    Camptothecin binds to the topoisomerase I and DNA complex (the covalent complex) resulting in a ternary complex, and thereby stabilizing it. This prevents DNA relegation and therefore causes DNA damage which results in apoptosis.

  • Pharmacodynamics:

    Camptothecin demonstrated strong anticancer activity in preliminary clinical trials but also low solubility and adverse drug reaction. Camptothecin is believed to be a potent topoisomerase inhibitor that interferes with the essential function of topoisomerase in DNA replication.

  • Toxicity:

    Acute oral toxicity (LD50) in mouse: 50.1 mg/kg

  • IUPAC: 1H-Pyrano(3', 4':6, 7)indolizino(1, 2-b)quinoline-3, 14(4H, 12H)-dione, 4-ethyl-4-hydroxy-, (S)-
  • DrugBank: DB04690
  • Formula: C20-H16-N2-O4
  • Molecular Mass: 348.356
  • Synonyms: (+)-camptothecin, (+)-camptothecine, (s)-(+)-camptothecin, (s)-camptothecin, 20(S)-Camptothecin, 21,22-Secocamptothecin-21-oic acid lactone, Camptothecine, D-camptothecin
  • SMILES: c12c(c(n3Cc4c(c3c2)nc2ccccc2c4)=O)COC([C@@]1(CC)O)=O
  • InChl: 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
  • General Reference:

     

    1. Wall ME, Wani MC: Camptothecin and taxol: from discovery to clinic. J Ethnopharmacol. 1996 Apr;51(1-3):239-53; discussion 253-4. Pubmed
    2. Kepler JA, Wani MC, McNaull JN, Wall ME, Levine SG: Plant antitumor agents. IV. An approach toward the synthesis of camptothecin. J Org Chem. 1969 Dec;34(12):3853-8. Pubmed

     

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