NOGALAMYCIN

• CAT Number: M049723
• CAS Number: 1404-15-5
• Molecular Formula: C39H49NO16
• Molecular Weight: 787.81
• Purity: ≥95%
• Target: Anti-infection
• Storage: -20°C
• IUPAC Name: methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-4,6-dimethyloxan-2-yl]oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate
• 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: C[C@H]1[C@@H]([C@@]([C@H]([C@@H](O1)O[C@H]2C[C@]([C@@H](C3=CC4=C(C(=C23)O)C(=O)C5=C(C=C6C(=C5C4=O)O[C@H]7[C@H]([C@@H]([C@H]([C@@]6(O7)C)O)N(C)C)O)O)C(=O)OC)(C)O)OC)(C)OC)OC

Nogalamycin（Cat No.:M049723）is an anthracycline antibiotic derived from Streptomyces nogalater and exhibits potent antitumor activity. It functions by intercalating into DNA, inhibiting topoisomerase II, and preventing DNA replication and transcription, which ultimately leads to cell death. Nogalamycin has shown promising activity against various cancer types, including solid tumors and hematological malignancies. Its structure is similar to other anthracyclines, but with distinct features that may reduce certain side effects like cardiotoxicity. However, its clinical use is limited due to potential toxicity, and ongoing research explores ways to improve its therapeutic index.

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.