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Camptothecin

Catalog No. DB04690 Name DrugBank
CAS Number 7689-03-4 Website http://www.ualberta.ca/
M. F. C20H16N2O4 Telephone (780) 492-3111
M. W. 348.35204 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 4244

SYNONYMS

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
IUPAC Traditional name
camptothecin
Synonyms
(+)-camptothecin
CPT
(+)-camptothecine
(s)-(+)-camptothecin
D-camptothecin
(s)-camptothecin
20(S)-Camptothecin
21,22-Secocamptothecin-21-oic acid lactone
Camptothecine

DATABASE IDS

PubChem CID 24360
PubChem SID 46507644
CAS Number 7689-03-4

PROPERTIES

Hydrophobicity(logP) 1.74 [HANSCH,C ET AL. (1995)]

DETAILS

Description (English)
Item Information
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

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