Chemical Component Summary

NameIDARUBICIN
Synonyms4-DEMETHOXY-DAUNORUBICIN
Identifiers(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-oxan-2-yl]oxy-9-ethanoyl-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
FormulaC26 H27 N O9
Molecular Weight497.494
TypeNON-POLYMER
Isomeric SMILESC[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](Cc3c2c(c4c(c3O)C(=O)c5ccccc5C4=O)O)(C(=O)C)O)N)O
InChIInChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1
InChIKeyXDXDZDZNSLXDNA-TZNDIEGXSA-N

Chemical Details

Formal Charge0
Atom Count63
Chiral Atom Count6
Bond Count67
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB01177 
NameIdarubicin
Groups approved
DescriptionAn orally administered anthracycline antineoplastic. The compound has shown activity against breast cancer, lymphomas and leukemias, together with the potential for reduced cardiac toxicity.
Synonyms
  • Idarubicin hydrochloride
  • Idarubicina
  • Idarubicin
  • Idarubicinum
  • 4-Demethoxydaunorubicin
Brand Names
  • Idamycin
  • Idamycin - Cap 10mg
  • Idarubicin
  • Idarubicin Hydrochloride
  • Idamycin Powder -10mg/vial
IndicationFor the treatment of acute myeloid leukemia (AML) in adults. This includes French-American-British (FAB) classifications M1 through M7.
Categories
  • Anthracycline Topoisomerase Inhibitor
  • Anthracyclines
  • Anthracyclines and Related Substances
  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
ATC-CodeL01DB06
CAS number58957-92-9

Drug Targets

NameTarget SequencePharmacological ActionActions
DNA-unknownintercalation
DNA topoisomerase 2-alphaMEVSPLQPVNENMQVNKIKKNEDAKKRLSVERIYQKKTQLEHILLRPDTY...unknowninhibitor
Cytochrome P450 2C9MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...unknownsubstrate
Cytochrome P450 2D6MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...unknownsubstrate
Multidrug resistance-associated protein 1MALRGFCSADGSDPLWDWNVTWNTSNPDFTKCFQNTVLVWVPCFYLWACF...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL1117
PubChem 42890
ChEMBL CHEMBL1117
ChEBI CHEBI:42068
CCDC/CSD OJUWOI