CAS 53066-32-3

5-O-Desosaminylerythronolide A

Description:

5-O-Desosaminylerythronolide A is a macrolide antibiotic that is structurally related to erythromycin, a well-known antibiotic used to treat various bacterial infections. This compound features a large lactone ring, which is characteristic of macrolides, and possesses a sugar moiety that enhances its biological activity. The presence of the desosamine sugar contributes to its solubility and interaction with bacterial ribosomes, inhibiting protein synthesis. The compound exhibits antibacterial properties, particularly against Gram-positive bacteria, making it significant in the field of medicinal chemistry. Its mechanism of action involves binding to the 50S subunit of the bacterial ribosome, thereby preventing peptide bond formation. Additionally, 5-O-Desosaminylerythronolide A may have potential applications in drug development, particularly in overcoming antibiotic resistance. As with many antibiotics, the stability, solubility, and bioavailability of this compound are critical factors influencing its therapeutic efficacy. Further research into its pharmacokinetics and pharmacodynamics is essential for understanding its full potential in clinical applications.

Formula: C₂₉H₅₃NO₁₀

InChI: InChI=1S/C29H53NO10/c1-11-20-29(8,37)24(34)16(4)21(31)14(2)13-28(7,36)25(17(5)22(32)18(6)26(35)39-20)40-27-23(33)19(30(9)10)12-15(3)38-27/h14-20,22-25,27,32-34,36-37H,11-13H2,1-10H3/t14-,15-,16+,17+,18-,19+,20-,22+,23-,24-,25-,27+,28-,29-/m1/s1

InChI key: InChIKey=RJPUHGGFHBYABG-XDOKTTMUSA-N

SMILES: O([C@H]1[C@H](O)[C@@H](N(C)C)C[C@@H](C)O1)[C@H]2[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@H](C)[C@@H](O)[C@@H]2C

Synonyms:

• 3-O-De(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)erythromycin
• Erythromycin, 3-O-de(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)-
• Oxacyclotetradecane, erythromycin deriv.
• 5-O-Desosaminylerythronolide A
• Erythrolosamine

Erythrolosamine

Controlled Product

CAS: 53066-32-3

Applications Erythrolosamine is a derivative of Erythromycin A Oxime (E650010), which displays no antibacterial activity. It is a potent precursor of ketolide antibiotics.
References Basnet, D. et al.: J. Biotech., 135, 92 (2008); LeMahieu, R. et al.: J. Med. Chem., 17, 953 (1974)

Formula: C₂₉H₅₃NO₁₀

Color and Shape: Neat

Molecular weight: 575.73

Ref: TR-E649910

Erythrolosamine

CAS: 53066-32-3

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Formula: C₂₉H₅₃NO₁₀

Purity: Min. 95%

Molecular weight: 575.73 g/mol

Ref: 3D-DCA06632