NOGALAMYCIN

• CAT Number: M049723
• CAS Number: 1404-15-5
• Molecular Formula: C39H49NO16
• Molecular Weight: 787.812
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C39H49NO16/c1-14-32(49-7)39(4,52-10)33(50-8)36(53-14)54-19-13-37(2,48)24(34(47)51-9)15-11-16-21(27(43)20(15)19)28(44)22-18(41)12-17-30(23(22)26(16)42)55-35-29(45)25(40(5)6)31(46)38(17,3)56-35/h11-12,14,19,24-25,29,31-33,35-36,41,43,45-46,48H,13H2,1-10H3/t14-,19-,24-,25-,29-,31+,32-,33-,35+,36-,37-,38+,39+/m0/s1
• InChIKey: KGTDRFCXGRULNK-JYOBTZKQSA-N
• SMILES: CC1C(C(C(C(O1)OC2CC(C(C3=C2C(=C4C(=C3)C(=O)C5=C6C(=CC(=C5C4=O)O)C7(C(C(C(C(O6)O7)O)N(C)C)O)C)O)C(=O)OC)(C)O)OC)(C)OC)OC

Nogalamycin is an unusual anthracycline produced by Streptomyces nogalater var. nogalater, reported by researchers at Upjohn in 1965. Nogalamycin contains two saccharides. The neutral monosaccharide attaches to the D ring, similar to the aminoglycoside moieties of the doxorubicin class, while the second, basic saccharide attaches to the phenolic group on the A ring in the ortho position to form a unique family of hexacyclic anthracyclines. Nogalamycin is potent antibacterial and antitumor agent.Nogalamycin interacts with DNA by intercalation.

Reference

Antibiotic nogalamycin and method of producing. Bhuyan B.K. et al. US Patent 3,183,157 1965.Fermentation, taxonomic and biological studies of nogalamycin. Bhuyan B.K. et al. Antimicrob. Agents Chemother. 1965, 5, 836.Structure of nogalamycin. Wiley P.F. J. Am. Chem. Soc. 1977, 99, 542.