Daunorubicin is an anthracycline first produced by Streptomyces. Daunorubicin exhibits anticancer chemotherapeutic activity and is clinically used to treat various cancers, including neuroblastoma and acute myelogenous leukemia (AML). Like other anthracyclines, daunorubicin acts as an intercalator and inhibitor of topoisomerase II. Daunorubicin also promotes histone H2AX eviction from chromatin, inhibiting DNA repair mechanisms.
| Cas No. | 23541-50-6 |
|---|---|
| Purity | ≥98% |
| Formula | C27H29NO10 • HCl |
| Formula Wt. | 564.0 |
| Chemical Name | (8S-cis)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-L- lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11- trihydroxy-1-methoxy-5,12-naphthacenedione |
| IUPAC Name | (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride |
| Synonym | Daunomycin; Leukaemomycin C; Rubidomycin; RP-13057; Cerubidin. |
| Melting Point | 188-190°C(dec.) |
| Solubility | Soluble in water or ethanol. |
| Appearance | Orange-red Crystalline Powder |
| Store Temp | 4°C |
|---|---|
| Ship Temp | Ambient |
| MSDS | D0182 MSDS PDF |
|---|---|
| Info Sheet | D0182 Info Sheet PDF |
Pang B, Qiao X, Janssen L, et al. Drug-induced histone eviction from open chromatin contributes to the chemotherapeutic effects of doxorubicin. Nat Commun. 2013;4:1908. PMID: 23715267.
Quigley GJ, Wang AH, Ughetto G, et al. Molecular structure of an anticancer drug-DNA complex: daunomycin plus d(CpGpTpApCpG). Proc Natl Acad Sci U S A. 1980 Dec;77(12):7204-8. PMID: 6938965.
