Doxorubicin hydrochloride D1515-10MG

Empirical Formula (Hill Notation):	C27H29NO11 · HCl
CAS Number:	25316-40-9
Molecular Weight:	579.98
Beilstein/REAXYS Number:	4229251
EC Number:	246-818-3
MDL number:	MFCD00077757
PubChem Substance ID:	24893465
NACRES:	NA.76

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.
Chemical structure: tetracycline
Doxorubicin hydrochloride has been used:

• in cell viability assays
• MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) assay
• as a drug in polymeric PLGA-based microparticulate drug delivery
• to develop doxorubicin-resistant HepG2 cells (HepG2-DR) and K562 cells (K562-DR)

10 mg in glass bottle
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.
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. DOX is used in the treatment of non-Hodgkin′s lymphoma and other cancers.
Soluble in water and in isotonic sodium chloride solution, slightly soluble in methanol. Practically insoluble in chloroform, ether, and in other organic solvents.
Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Light sensitive.

Quality Level	200
biological source	synthetic (organic)
assay	98.0-102.0% (HPLC)
form	powder
mp	216 °C (dec.) (lit.)
solubility	water: 50.0-52.0 mg/mL, clear, orange to red
Mode of action	DNA synthesis | interferes
antibiotic activity spectrum	viruses
storage temp.	2-8°C
SMILES string	Cl[H].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(=O)CO
InChI	1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1
InChI key	MWWSFMDVAYGXBV-RUELKSSGSA-N
Gene Information	human ... TOP2A(7153)

Pictograms	GHS07,GHS08
Signal Word	Danger
Hazard Statements	H302 - H340 - H350 - H360FD
Precautionary Statements	P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
Personal Protective Equipment	Eyeshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable