CAS 117704-65-1

Pradimicin A

Description:

Pradimicin A is a naturally occurring antibiotic compound that belongs to the class of glycosylated macrolides. It is produced by the fermentation of certain strains of the bacterium *Micromonospora* and exhibits potent antimicrobial activity, particularly against Gram-positive bacteria. The structure of Pradimicin A features a complex macrolide backbone with multiple sugar moieties, which contribute to its solubility and biological activity. This compound has garnered interest in pharmaceutical research due to its unique mechanism of action, which involves binding to the bacterial ribosome and inhibiting protein synthesis. Additionally, Pradimicin A has shown potential in treating various infections, including those caused by resistant strains of bacteria. Its stability and efficacy in different environments make it a subject of ongoing studies aimed at understanding its full therapeutic potential and possible applications in medicine. However, like many antibiotics, the emergence of resistance is a concern, necessitating further investigation into its use and the development of derivatives or analogs.

Formula: C₄₀H₄₄N₂O₁₈

InChI: InChI=1S/C40H44N2O18/c1-11-6-18-24(31(49)21(11)37(53)42-12(2)38(54)55)23-16(9-17-25(32(23)50)28(46)15-7-14(56-5)8-19(43)22(15)27(17)45)29(47)35(18)59-40-34(52)36(26(41-4)13(3)58-40)60-39-33(51)30(48)20(44)10-57-39/h6-9,12-13,20,26,29-30,33-36,39-41,43-44,47-52H,10H2,1-5H3,(H,42,53)(H,54,55)/t12-,13-,20-,26+,29+,30+,33-,34-,35+,36+,39+,40+/m1/s1

InChI key: InChIKey=WPICPWIIIBCXCV-NJGWPHBESA-N

SMILES: OC1=C2C=3C([C@H](O[C@H]4[C@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@H](O)CO5)[C@@H](NC)[C@@H](C)O4)[C@@H](O)C2=CC6=C1C(=O)C=7C(C6=O)=C(O)C=C(OC)C7)=CC(C)=C(C(N[C@@H](C(O)=O)C)=O)C3O

Synonyms:

• Pradimicin A
• D-Alanine, N-[[5-[[4,6-dideoxy-4-(methylamino)-3-O-β-D-xylopyranosyl-β-D-galactopyranosyl]oxy]-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo[a]naphthacen-2-yl]carbonyl]-, (5S-trans)-
• D-Alanine, N-[[(5S,6S)-5-[[4,6-dideoxy-4-(methylamino)-3-O-β-D-xylopyranosyl-β-D-galactopyranosyl]oxy]-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo[a]naphthacen-2-yl]carbonyl]-
• N-[[(5S,6S)-5-[[4,6-Dideoxy-4-(methylamino)-3-O-β-D-xylopyranosyl-β-D-galactopyranosyl]oxy]-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo[a]naphthacen-2-yl]carbonyl]-D-alanine
• Benzo[a]naphthacene, D-alanine deriv.

Pradimicin A

CAS: 117704-65-1

PRM-A: antifungal (MIC 4 μg/mL vs. Candida rugosa), antiviral (CoV, HIV), recognizes d-Man with Ca2+.

Formula: C₄₀H₄₄N₂O₁₈

Color and Shape: Solid

Molecular weight: 840.78

Ref: TM-T73987