Substance

ID:4378

Names and Identifiers
Synonyms
D-camptothecin(+)-camptothecin(s)-(+)-camptothecinCamptothecin20(S)-Camptothecin21,22-Secocamptothecin-21-oic acid lactone(s)-camptothecinCPT(+)-camptothecineCamptothecine
IUPAC Traditional name
camptothecin
IUPAC name
(19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
Registration numbers
CAS Number
7689-03-4
PubChem CID
24360
PubChem SID
46507644
Properties
Physical Property
Hydrophobicity(logP)
1.74 [HANSCH,C ET AL. (1995)]
Molecule Details
Drug Groups
experimental
Description
An alkaloid isolated from the stem wood of the Chinese tree, Camptotheca acuminata. This compound selectively inhibits the nuclear enzyme DNA topoisomerase, type I. Several semisynthetic analogs of camptothecin have demonstrated antitumor activity. [PubChem]
Indication
Investigated for the treatment of cancer.
Pharmacology
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
Affected Organisms
Humans and other mammals
References
• Wall ME, Wani MC: Camptothecin and taxol: from discovery to clinic. J Ethnopharmacol. 1996 Apr;51(1-3):239-53; discussion 253-4. [Pubmed]
• 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]
External Links
• [Wikipedia]
Molecular Spectra
No Data Available
Click here to submit data
References
• Wall ME, Wani MC: Camptothecin and taxol: from discovery to clinic. J Ethnopharmacol. 1996 Apr;51(1-3):239-53; discussion 253-4. Pubmed
• 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
Navigation