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CAS 1404-15-5

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Nogalamycin

Description:
Nogalamycin is a naturally occurring anthracycline antibiotic that is derived from the bacterium *Micromonospora* species. It is characterized by its complex polycyclic structure, which includes a sugar moiety and an aglycone component, contributing to its biological activity. Nogalamycin exhibits potent antitumor properties, primarily through its ability to intercalate into DNA, disrupting the replication and transcription processes, which ultimately leads to cell death. Its mechanism of action is similar to that of other anthracyclines, such as doxorubicin, but it has a unique profile that may offer advantages in certain therapeutic contexts. The compound has shown activity against various cancer cell lines, making it a subject of interest in cancer research. However, like many chemotherapeutic agents, it may also exhibit cytotoxicity to normal cells, necessitating careful consideration in clinical applications. Research continues to explore its potential uses, optimal dosing strategies, and ways to mitigate side effects associated with its use in cancer therapy.
Formula:C39H49NO16
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
InChI key:InChIKey=KGTDRFCXGRULNK-JYOBTZKQSA-N
SMILES:O=C1C=2C3=C([C@@]4(C)O[C@@](O3)([C@@H](O)[C@H](N(C)C)[C@H]4O)[H])C=C(O)C2C(=O)C=5C1=CC6=C(C5O)[C@@H](O[C@H]7[C@H](OC)[C@@](OC)(C)[C@@H](OC)[C@H](C)O7)C[C@](C)(O)[C@@H]6C(OC)=O
Synonyms:
  • 2,6-Epoxy-2H-naphthaceno(1,2-b)oxocin-14-carboxylic acid, 11-((6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy)-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2R-(2alpha,3beta,4alpha,5beta,6alpha,11beta,13alpha,14alpha))-
  • 2,6-Epoxy-2H-naphthaceno[1,2-b]oxocin-14-carboxylic acid, 11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2R,3S,4R,5R,6R,11S,13S,14R)-
  • 2,6-Epoxy-2H-naphthaceno[1,2-b]oxocin-14-carboxylic acid, 11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-α-<span class="text-smallcaps">L</span>-mannopyranosyl)oxy]-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, [2R-(2α,3β,4α,5β,6α,11β,13α,14α)]-
  • Antibiotic 205t3
  • Antibiotic NSC 70845
  • Antibiotic from Streptomyces nogalater
  • Methyl 11-((6-desoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy)-4-dimethylamino-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-2,6-epoxy-2H-naphthaceno(1,2-b)-oxocin-14-carboxylat
  • Nogalamicina
  • Nogalamicina [INN-Spanish]
  • Nogalamycin [USAN:INN]
  • See more synonyms
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