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CAS 67656-30-8

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9-Hydroxycamptothecin

Description:
9-Hydroxycamptothecin is a chemical compound that belongs to the class of camptothecin derivatives, which are known for their potent anticancer properties. It is characterized by a complex tetracyclic structure that includes a lactone ring, which is crucial for its biological activity. The compound exhibits a mechanism of action primarily through the inhibition of topoisomerase I, an enzyme essential for DNA replication and transcription, leading to DNA damage and apoptosis in cancer cells. 9-Hydroxycamptothecin is typically a pale yellow to brown solid and is soluble in organic solvents like dimethyl sulfoxide (DMSO) but has limited solubility in water. Its pharmacological profile indicates potential use in cancer therapy, although its clinical application may be limited by factors such as solubility and stability. Research continues to explore its derivatives and formulations to enhance efficacy and reduce toxicity. Overall, 9-Hydroxycamptothecin represents a significant compound in the field of medicinal chemistry and cancer treatment.
Formula:C20H16N2O5
InChI:InChI=1S/C20H16N2O5/c1-2-20(26)13-7-15-17-10(6-11-14(21-17)4-3-5-16(11)23)8-22(15)18(24)12(13)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1
InChI key:InChIKey=LCZZWLIDINBPRC-FQEVSTJZSA-N
SMILES:C(C)[C@]1(O)C2=C(C(=O)N3C(=C2)C=4C(C3)=CC=5C(N4)=CC=CC5O)COC1=O
Synonyms:
  • (4S)-4-Ethyl-4,10-dihydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • (4S)-4-ethyl-4-hydroxy-6,12-dihydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,10,14(4H)-trione
  • (S)-4-Ethyl-4,9-Dihydroxy-1H-Pyrano[3',4':6,7]Indolizino[1,2-B]Quinoline-3,14(4H,12H)-Dione
  • 10-Hydroxycamptothecine
  • 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4,10-dihydroxy-, (4S)-
  • 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4,10-dihydroxy-, (S)-
  • 4-Ethyl-4,10-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
  • 9-Hydroxycamptothecine
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Found 3 products.