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CAS 7689-03-4

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Camptothecin

Description:
Camptothecin is a naturally occurring alkaloid derived from the bark of the Chinese tree Camptotheca acuminata. It is classified as a topoisomerase I inhibitor, which means it interferes with the enzyme responsible for DNA replication and transcription, ultimately leading to cell death, particularly in rapidly dividing cancer cells. Camptothecin exhibits a complex structure characterized by a pentacyclic ring system, which is crucial for its biological activity. The compound is known for its potent antitumor properties and has been the basis for the development of several semi-synthetic derivatives, such as irinotecan and topotecan, which are used in cancer therapy. Camptothecin is relatively insoluble in water but soluble in organic solvents, which can pose challenges for its formulation and delivery in clinical settings. Its pharmacokinetics and toxicity profile are important considerations in its therapeutic application, as it can cause side effects such as myelosuppression and gastrointestinal disturbances. Overall, camptothecin remains a significant compound in cancer research and treatment.
Formula:C20H16N2O4
InChI:InChI=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
InChI key:InChIKey=VSJKWCGYPAHWDS-FQEVSTJZSA-N
SMILES:C(C)[C@]1(O)C2=C(C(=O)N3C(=C2)C=4C(C3)=CC=5C(N4)=CC=CC5)COC1=O
Synonyms:
  • (+)-Camptothecin
  • (4S)-4-Ethyl-4-hydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • (S)-Camptothecin
  • 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)-
  • 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-
  • 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)-
  • 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-
  • 20(S)-Camptothecin
  • 20(S)-Camptothecine
  • 4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • See more synonyms
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Found 17 products.