CAS 4803-27-4

Anthramycin

Description:

Anthramycin is a naturally occurring anthracycline antibiotic, primarily known for its antitumor properties. It is derived from the bacterium *Micromonospora* and exhibits a complex polycyclic structure that contributes to its biological activity. The compound is characterized by its ability to intercalate into DNA, disrupting the replication process and ultimately leading to cell death, which makes it a subject of interest in cancer research. Anthramycin has shown efficacy against various types of cancer, including certain leukemias and solid tumors. Its mechanism of action involves the generation of free radicals and the inhibition of topoisomerase II, further enhancing its cytotoxic effects. However, like many chemotherapeutic agents, it can also exhibit dose-dependent toxicity, affecting normal cells and leading to side effects. Research continues to explore its potential in combination therapies and its role in overcoming drug resistance in cancer treatment. Overall, anthramycin represents a significant compound in the field of medicinal chemistry and oncology.

Formula: C₁₆H₁₇N₃O₄

InChI: InChI=1S/C16H17N3O4/c1-8-2-4-10-13(14(8)21)18-15(22)11-6-9(3-5-12(17)20)7-19(11)16(10)23/h2-5,7,11,15,18,21-22H,6H2,1H3,(H2,17,20)/b5-3+/t11-,15+/m0/s1

InChI key: InChIKey=VGQOVCHZGQWAOI-YQRHFANHSA-N

SMILES: O=C1N2[C@@](CC(/C=C/C(N)=O)=C2)([C@@H](O)NC=3C1=CC=C(C)C3O)[H]

Synonyms:

• 1H-Pyrrolo[2,1-c][1,4]benzodiazepine, 2-propenamide deriv.
• Anthramycin
• 2-Propenamide, 3-[(11R,11aS)-5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl]-, (2E)-
• 1H-Pyrrolo[2,1-c][1,4]benzodiazepine-2-acrylamide, 5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-, (E)-
• 2-Propenamide, 3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl)-, [11R-[2(E),11α,11aβ]]-

Anthramycin

CAS: 4803-27-4

Anthramycin: a PBD family antibiotic with antitumor effects and CNS cholecystokinin antagonist properties in mice.

Formula: C₁₆H₁₇N₃O₄

Color and Shape: Solid

Molecular weight: 315.32

Ref: TM-T74863