small molecule

Irinotecan

Synonyms/Brands: Biotecan, Camptothecin-11, irinotecan hydrochloride injec

Irinotecan is an antineoplastic enzyme inhibitor primarily used in the treatment of colorectal cancer. It is a derivative of camptothecin that inhibits the action of topoisomerase I. Irinotecan prevents religation of the DNA strand by binding to topoisomerase I-DNA complex, and causes double-strand DNA breakage and cell death. It is a derivative of camptothecin. Irinotecan was approved for the treatment of advanced pancreatic cancer in October, 2015 (irinotecan liposome injection, trade name Onivyde).

Molecular Formula: C₃₃H₃₈N₄O₆

Molecular Weight:: 586.678

CAS:: 97682-44-5

ATC:: L01XX19

InChiKey:: UWKQSNNFCGGAFS-XIFFEERXSA-N

InChi:: InChI=1S/C33H38N4O6/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3/t33-/m0/s1

SMILES:: CCC1=C2CN3C(=CC4=C(COC(=O)[C@]4(O)CC)C3=O)C2=NC2=C1C=C(OC(=O)N1CCC(CC1)N1CCCCC1)C=C2

IUPAC Name:: (19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0,.0,.0,]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl 4-(piperidin-1-yl)piperidine-1-carboxylate

DrugBank ChEMBL PubChem ChemSpider KEGG Drug

Download Curated Data for this Chemical

752

Interactors 2
Chemical Interactions 18
Network

Chemical Summary

Irinotecan