D1515

Doxorubicin hydrochloride

98.0-102.0% (HPLC)

• Szinonimák: Adriamycin, DOX, Hydroxydaunorubicin hydrochloride
• Tapasztalati képlet (Hill-képlet): C₂₇H₂₉NO₁₁ · HCl
• CAS-szám: 25316-40-9
• Molekulatömeg: 579.98
• Beilstein: 4229251
• EC-szám: 246-818-3
• MDL-szám: MFCD00077757
• UNSPSC kód: 51281818
• PubChem Substance ID: 24893465
• NACRES: NA.76

Tulajdonságok

• biológiai forrás: synthetic (organic)
• Minőségi szint: 200
• Teszt: 98.0-102.0% (HPLC)
• form: powder
• mp: 216 °C (dec.) (lit.)
• oldhatóság: water: 50.0-52.0 mg/mL, clear, orange to red
• antibiotikus hatásspektrum: viruses
• Hatásmechanizmus: DNA synthesis | interferes
• tárolási hőmérséklet: 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
• Nemzetközi kémiai azonosító kulcs: MWWSFMDVAYGXBV-RUELKSSGSA-N
• Géninformáció: human ... TOP2A(7153)

Leírás

Általános leírás

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.

Alkalmazás

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)

Biokémiai/fiziológiai hatások

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.

Tulajdonságok és előnyök

• High-quality antibiotic suitable for multiple research applications
• Ideal for Cell Biology, Metabolomics, and Biochemical research.

Elkészítési megjegyzés

Soluble in water and in isotonic sodium chloride solution, slightly soluble in methanol. Practically insoluble in chloroform, ether, and in other organic solvents.

Tárolás és stabilitás

Tightly closed. Dry. Keep in a well -ventilated place. Keep locked up or in an area accessible

Egyéb megjegyzések

For additional information on our range of Biochemicals, please complete this form.

Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Light sensitive.

Biztonsági adatok

• Piktogramok: GHS08,GHS07
• Figyelmeztetés: Danger
• Figyelmeztető mondatok: H302,H340,H350,H360FD
• Óvintézkedésre vonatkozó mondatok: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Veszélyességi osztályok: Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B
• Tárolási osztály kódja: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Lobbanási pont (F): Not applicable
• Lobbanási pont (C): Not applicable
• Egyéni védőeszköz: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges