Doxorubicin

Doxorubicin

PubChem CID 31703
Structure
Find Similar Structures
Chemical Safety
Laboratory Chemical Safety Summary (LCSS) Datasheet
Molecular Formula C27H29NO11
Synonyms

doxorubicin

Adriamycin

23214-92-8

Doxil

Doxorubicine

Molecular Weight 543.5

Doxorubicin is an anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin. Doxorubicin intercalates between base pairs in the DNA helix, thereby preventing DNA replication and ultimately inhibiting protein synthesis. Additionally, doxorubicin inhibits topoisomerase II which results in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication and subsequently prevents the ligation of the nucleotide strand after double-strand breakage. Doxorubicin also forms oxygen free radicals resulting in cytotoxicity secondary to lipid peroxidation of cell membrane lipids; the formation of oxygen free radicals also contributes to the toxicity of the anthracycline antibiotics, namely the cardiac and cutaneous vascular effects.

Inquiry