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Etoposide-[d4]

General Information
Catalog: BLP-006082
Molecular Formula: C29H28D4O13
Molecular Weight: 592.58
Chemical Structure
Etoposide-[d4]
Description Etoposide-[d4] is a deuterium labelled form of Etoposide, which is a cytotoxic anticancer drug which belongs to the topoisomerase inhibitor drug class.
Synonyms Etoposide D4
IUPAC Name (5S,5aR,8aR,9R)-5-[[(2S,4aR,6R,7R,8R,8aS)-2-deuterio-7,8-dihydroxy-2-(trideuteriomethyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Related CAS 33419-42-0 (unlabelled)
Canonical SMILES CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
InChI InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15-,20+,21+,22-,24+,25+,26+,27+,29-/m0/s1/i1D3,11D
InChI Key VJJPUSNTGOMMGY-COOAKMCMSA-N
Purity 98% by CP; 98% atom D
Solubility Soluble in Chloroform, Methanol, Water
Appearance White to Pale Yellow Solid
Storage Store at-20°C, Under inert atmosphere

Etoposide-[d4], a deuterium-labeled derivative of etoposide, stands as a potent chemotherapeutic agent. Here are the key applications of Etoposide-[d4]:

Pharmacokinetic Studies: In the realm of pharmacokinetics, Etoposide-[d4] emerges as a pivotal tool for scrutinizing the absorption distribution metabolism and excretion of etoposide within the body. By tracing the deuterium-labeled compound, researchers can glean precise insights into the drug's bioavailability and metabolic pathways. This data aids in refining dosing regimens and enhancing therapeutic effectiveness.

Drug-Drug Interaction Studies: With its investigative prowess, Etoposide-[d4] proves instrumental in delving into potential drug-drug interactions. Co-administered alongside other medications, it enables researchers to monitor alterations in the metabolism and clearance of etoposide. Understanding these intricate interactions is paramount for mitigating adverse effects and upholding patient safety.

Metabolite Identification: The utilization of Etoposide-[d4] streamlines the identification of etoposide metabolites in biological samples. The distinctive isotopic labeling facilitates the precise differentiation between the parent drug and its metabolites through mass spectrometry. This knowledge is indispensable for unraveling the metabolic destiny and potential toxicities associated with etoposide.

Mechanistic Studies: Enter the realm of mechanistic studies where Etoposide-[d4] takes center stage in elucidating how etoposide interacts with topoisomerase II triggering DNA damage. By leveraging the labeled compound, researchers can meticulously track the molecular cascades leading to cell cycle arrest and apoptosis. This deep understanding fuels the refinement of advanced chemotherapeutic tactics paving the way for enhanced treatment strategies.

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