Doxorubicin hydrochloride, Tocris Bioscience™

Description

Antitumor antibiotic agent. Inhibits DNA topoisomerase II

Doxorubicin hydrochloride is a 14-hydroxylated version of Daunorubicin (Cat. No. 1467) that is naturally fluorescent. Doxorubicin is an antitumor antibiotic agent that inhibits DNA topoisomerase II. It is a DNA intercalator that inhibits nucleic acid synthesis and induces apoptosis. Doxorubicin reduces intracellular tau levels. Doxorubicin also promotes formation of free radicals for the disruption of membrane lipids and DNA strands. Doxorubicin fluorescence is quenched upon intercalation into the DNA; while binding to histones or partitioning into the phospholipid phase of PEG-phospholipid micelles or hydrophobic cores of polymeric micelles, increases Doxorubicin fluorescence. Doxorubicin fluorescence enables the monitoring of the localization of the drug within lipid bilayers and liposomal delivery systems and interaction of the drug with DNA and other macromolecules, as well as drug efflux pump activities.

Specifications

Chemical Identifiers

• CAS: 25316-40-9
• Molecular Formula: C27H30ClNO11
• Molecular Weight (g/mol): 579.98
• MDL Number: MFCD00077757,MFCD00077757,MFCD00941448
• InChI Key: MWWSFMDVAYGXBV-FGBJBKNOSA-N
• Synonym: doxorubicin hydrochloride, adriamycin, doxorubicin hcl, adriacin, adriblastina, rubex, adriamycin hydrochloride, adriblastin, adriamycin pfs
• PubChem CID: 129626538
• IUPAC Name: hydrogen (8S,10S)-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione chloride
• SMILES: [H+].[Cl-].COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@](O)(C[C@@H]3OC3CC(N)C(O)C(C)O3)C(=O)CO)C(O)=C1C2=O

• Quantity: 10 mg
• Formula Weight: 579.99
• Percent Purity: >98%
• Chemical Name or Material: Doxorubicin hydrochloride