Omadacycline-d9

• CAT Number: I040620
• CAS Number: 2272886-41-4
• Molecular Formula: C29H31D9N4O7
• Molecular Weight: 565.71
• Purity: ≥95%
• Synonyms: (4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-9-[[[3,3,3-trideuterio-2,2-bis(trideuteriomethyl)propyl]amino]methyl]-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• InChI: InChI=1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34-35,38,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1/i1D3,2D3,3D3
• InChIKey: VJYKVCURWJGLPG-MYKRUONFSA-N
• SMILES: CC(C)(C)CNCC1=CC(=C2CC3CC4C(C(=O)C(=C(C4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C

Omadacycline-d9 (Cat No.: I040620) is a deuterated form of omadacycline, a modern aminomethylcycline antibiotic derived from the tetracycline class. The substitution of nine hydrogen atoms with deuterium enhances its metabolic stability and pharmacokinetic properties without altering its antibacterial activity. Omadacycline-d9 inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit and is effective against a broad spectrum of Gram-positive and Gram-negative bacteria. It is primarily used in research to study drug metabolism, pharmacokinetics, and antibiotic resistance mechanisms through isotopic labeling.

Reference

[1]. Durães F, et, al. Omadacycline: A Newly Approved Antibacterial from the Class of Tetracyclines. Pharmaceuticals (Basel). 2019 Apr 21;12(2):63.
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[2]. Danielle A. Nicklas, et al. Potency of Omadacycline against Mycobacteroides abscessus Clinical Isolates In Vitro and in a Mouse Model of Pulmonary Infection. Antimicrob Agents Chemother. 2022 Jan; 66(1): e01704-21.