Doxorubicin hydrochloride
SIGMA/D1515 - 98.0-102.0% (HPLC)
Synonym: Adriamycin; DOX; Hydroxydaunorubicin hydrochloride
CAS Number: 25316-40-9
Empirical Formula (Hill Notation): C27H29NO11 · HCl
Molecular Weight: 579.98
EC Number: 246-818-3
MDL Number: MFCD00077757
Linear Formula: C27H29NO11 · HCl
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D1515-10MG
| antibiotic activity spectrum | viruses |
| assay | 98.0-102.0% (HPLC) |
| biological source | synthetic (organic) |
| form | powder |
| InChI | 1S/C27H29NO11.ClH/c1-10-2 |
| InChI key | MWWSFMDVAYGXBV-RUELKSSGSA |
| mode of action | DNA synthesis | interferes |
| mp | 216 °C (dec.) (lit.) |
| SMILES string | Cl[H].COc1cccc2C(=O)c3c(O |
| solubility | water: 50.0-52.0 mg/mL, clear, orange to red |
| storage temp. | 2-8°C |
| Application: | Doxorubicin hydrochloride has been used: • in cell viability assays • MTT (3-(4,5-dimethylthiazol-2 • as a drug in polymeric PLGA-based microparticulate drug delivery • to develop doxorubicin-resistant HepG2 cells (HepG2-DR) and K562 cells (K562-DR) |
| Biochem/physiol Actions: | Naturally fluorescent anthracycline antibiotic, anticancer drug. Doxorubicin is a substrate of MRP1 which was first cloned from a DOX-resistant lung cancer cell line. 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. |
| Biochem/physiol Actions: | Substrate of MRP1; used for measurement of drug efflux pump activities. Doxorubicin hydrochloride (DOX) inhibits topoisomerase II by intercalating between base pairs and by inducing strand breaks, resulting in the inhibition of nucleic acid and protein synthesis. It also contributes to the formation of free radicals for the disruption of membrane lipids and DNA strands. |
| Features and Benefits: | • High-quality antibiotic suitable for multiple research applications • Ideal for Cell Biology, Metabolomics, and Biochemical research. |
| General description: | Doxorubicin hydrochloride (DOX) is an anthracycline antibiotic isolated from Streptomyces peucetius var. caesius. The water soluble anti-cancer agent DOX is a hydroxy derivative of daunorubicin. Doxorubicin also leads to the generation of reactive oxygen species (ROS), which further damage DNA, proteins, and membranes. It exerts cytotoxic, antitumor, anticancer, and antineoplastic activity and finds application in cancer, metabolomics, cell biology, and biochemical research. |
| Other Notes: | For additional information on our range of Biochemicals  , please complete this form . |
| Other Notes: | Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Light sensitive. |
| Packaging: | 10 mg in glass bottle |
| Preparation Note: | Soluble in water and in isotonic sodium chloride solution, slightly soluble in methanol. Practically insoluble in chloroform, ether, and in other organic solvents. |
| Storage and Stability: |
| Symbol |   GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H302 - H340 - H350 - H360FD |
| Precautionary statements | P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313 |
| Hazard Codes | T,Xi |
| Risk Statements | 45-22-36/38 |
| Safety Statements | 53-45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 98.0-102.0% (HPLC) |
| mp | 216 °C (dec.) (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 51281818 |