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Daunorubicin-[13C,d3]

General Information
Catalog: BLP-003512
Molecular Formula: C26[13C]H26D3NO10
Molecular Weight: 531.53
Chemical Structure
Daunorubicin-[13C,d3]
Description Daunorubicin-[13C,d3], is the labelled analogue of Daunorubicin. Daunorubicin is used for acute myeloid leukemia, acute lymphocytic leukemia, chronic myelogenous leukemia, and Kaposi's sarcoma.
Synonyms Daunorubicin-13C,d3; (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-3C,d3
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-(trideuterio(1-13C)methoxy)-8,10-dihydro-7H-tetracene-5,12-dione
Related CAS 20830-81-3 (unlabelled)
Canonical SMILES CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O
InChI InChI=1S/C27H29NO10/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/t10-,14-,16-,17-,22+,27-/m0/s1/i3+1D3
InChI Key STQGQHZAVUOBTE-GRHMMMPSSA-N
Purity 85% (CP); 98% atom D; 98% atom 13C
Appearance Red to Very Dark Red Solid
Storage Store at -20°C, under inert atmosphere

Daunorubicin-[13C,d3], a meticulously labeled compound, finds diverse applications in scientific realms for scrutinizing drug mechanisms and kinetics with utmost precision. Here are the key applications of Daunorubicin-[13C,d3]:

Pharmacokinetic Studies: Leveraging Daunorubicin-[13C,d3], researchers delve into the intricate processes of drug absorption distribution metabolism and excretion within biological systems. By employing labeled compounds, scientists can precisely quantify drug concentrations and metabolites in both plasma and tissues furnishing vital data for optimizing dosing regimens and comprehending drug behavior within the body's dynamic milieu.

Mechanistic Enzyme Studies: This variant of daunorubicin serves as a potent tool in unraveling the complexities of enzyme-drug interactions particularly with enzymes like topoisomerase II. Through the integration of stable isotopes, scientists glean detailed insights into enzyme-drug complexes reaction kinetics and the mechanisms governing drug actions. These studies play a pivotal role in the design of more potent chemotherapy agents propelling forward the frontiers of cancer treatment.

Metabolomics: Daunorubicin-[13C,d3] emerges as an indispensable asset in the realm of metabolomics facilitating the identification and quantification of daunorubicin metabolites through advanced mass spectrometry techniques. The incorporation of stable isotopic labeling enables precise discrimination between parent drugs and their metabolites within complex biological matrices shedding light on metabolic pathways and potential drug-related side effects with unparalleled clarity.

Drug Resistance Research: In the context of cancer research, Daunorubicin-[13C,d3] emerges as a powerful tool for unraveling the intricate mechanisms underlying drug resistance in malignant cells. By monitoring the trajectory of labeled daunorubicin, researchers dissect how resistant cells modulate drug metabolism or efflux mechanisms. This profound understanding is essential for devising innovative strategies to circumvent resistance and enhance the efficacy of chemotherapeutic agents championing the fight against cancer.

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