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AttributesValues
rdf:type
rdfs:label
  • Irinotecan
rdfs:subClassOf
Has_Salt_Form
Has_Target
Concept_In_Subset
Semantic_Type
  • Organic Chemical
  • Pharmacologic Substance
Preferred_Name
  • Irinotecan
NSC_Code
  • 616348
  • 728073
UMLS_CUI
  • C0123931
CAS_Registry
  • 97682-44-5
FDA_UNII_Code
  • 7673326042
Contributing_Source
  • FDA
ALT_DEFINITION
  • The active ingredient in a drug used alone or with other drugs to treat colon cancer or rectal cancer that has spread to other parts of the body or has come back after treatment with fluorouracil. It is also being studied in the treatment of other types of cancer. Irinotecan blocks certain enzymes needed for cell division and DNA repair, and it may kill cancer cells. It is a type of topoisomerase inhibitor and a type of camptothecin analog.NCI-GLOSS
Chemical_Formula
  • C33H38N4O6
Legacy_Concept_Name
  • Irinotecan_Base
FULL_SYN
  • irinotecanPTNCI-GLOSSCDR0000045391
  • (+)-7-ethyl-10-hydroxycamptothecine 10-[1,4'-bipiperidine]-1'-carboxylateSNNCI
  • 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxycamptothecinSNNCI
  • [1,4'-bipiperidine]-1'-carboxylic acid (S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl esterSNNCI
  • (+)-(4S)-4,11-diethyl-4-hydroxy-9-[(4-piperidino-piperidino)carbonyloxy]-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinol-3,14,(4H,12H)-dioneSNNCI
  • IRINOTECANPTFDA7673326042
  • IrinotecanSYDTPNSC0616348
  • IrinotecanPTNCI
DEFINITION
  • A semisynthetic derivative of camptothecin, a cytotoxic, quinoline-based alkaloid extracted from the Asian tree Camptotheca acuminata. Irinotecan, a prodrug, is converted to a biologically active metabolite 7-ethyl-10-hydroxy-camptothecin (SN-38) by a carboxylesterase-converting enzyme. One thousand-fold more potent than its parent compound irinotecan, SN-38 inhibits topoisomerase I activity by stabilizing the cleavable complex between topoisomerase I and DNA, resulting in DNA breaks that inhibit DNA replication and trigger apoptotic cell death. Because ongoing DNA synthesis is necessary for irinotecan to exert its cytotoxic effects, it is classified as an S-phase-specific agent.NCI
code
  • C62040
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