D8809

Daunorubicin hydrochloride

meets USP testing specifications

• Synonym(s): Daunomycin hydrochloride
• Empirical Formula (Hill Notation): C₂₇H₂₉NO₁₀ · HCl
• CAS Number: 23541-50-6
• Molecular Weight: 563.98
• UNSPSC Code: 41116107
• NACRES: NA.21
• PubChem Substance ID: 24894229
• EC Number: 245-723-4
• Beilstein/REAXYS Number: 4229221
• MDL number: MFCD04974507

Properties

• Quality Segment: 200
• agency: USP/NF, meets USP testing specifications
• form: solid
• antibiotic activity spectrum: neoplastics
• mode of action: DNA synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: Cl.COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(C)=O
• InChI: 1S/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1
• InChI key: GUGHGUXZJWAIAS-QQYBVWGSSA-N
• Gene Information: human ... TOP2A(7153)

Description

Biochem/physiol Actions

Naturally fluorescent anthracycline antibiotic, anticancer drug. Substrate for Pgp, MRP-1 and BCRP. Fluorescent property has been exploited for the measurement of drug efflux pump activities as well as resolving the important question of intracellular localization of various multidrug resistance proteins and the role of subcellular organelles (golgi and lysosome) in the sequestration of drugs and its implication in drug resistant phenotypes. Daunorubicin is sequestered into lysosomes according to a pH partitioning type mechanism. Strong inhibitor of DNA and RNA synthesis.

Potent anticancer agent. Inhibits DNA and RNA synthesis as sequence specific ds-DNA intercalating agent.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Codes: H301,H341,H351,H360FD
• Hazard Classifications: Acute Tox. 3 Oral - Carc. 2 - Muta. 2 - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• PPE (personal protective equipment): Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
• Precautionary Statements: P202 - P264 - P280 - P301 + P310 - P405 - P501