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CHEBI:232548 - topotecan hydrochloride

ChEBI IDCHEBI:232548
ChEBI Nametopotecan hydrochloride
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FormulaC23H23N3O5.HCl
Net Charge0
Average Mass457.914
Monoisotopic Mass457.14045
SMILESCC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(CN(C)C)c(O)ccc3nc2-1.Cl
InChIInChI=1S/C23H23N3O5.ClH/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20;/h5-8,27,30H,4,9-11H2,1-3H3;1H/t23-;/m0./s1
InChIKeyDGHHQBMTXTWTJV-BQAIUKQQSA-N
Roles Classification
Biological Role:
EC 5.99.1.2 (DNA topoisomerase) inhibitor  A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
topotecan hydrochloride (CHEBI:232548) has part topotecan (CHEBI:63632)
topotecan hydrochloride (CHEBI:232548) has role antineoplastic agent (CHEBI:35610)
topotecan hydrochloride (CHEBI:232548) has role EC 5.99.1.2 (DNA topoisomerase) inhibitor (CHEBI:50276)
topotecan hydrochloride (CHEBI:232548) is a pyranoindolizinoquinoline (CHEBI:48626)
Citations