Chromomycin A3

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Chromomycin A3
IUPAC name [(2R,3R,4R,6S)-6-[[(6S,7S)-6-[(2S,4R,5S,6R)-
4-[(2S,4R,5R,6R)-4-[(2R,4S,5S,6S)-5-Acetyloxy-4-hydroxy-
4,6-dimethyl-oxan-2-yl]oxy-5-hydroxy-6-methyl-oxan-2-yl]
oxy-5-hydroxy-6-methyl-oxan-2-yl]oxy-7-[(1S,3S,4R)-
3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-4,10-dihydroxy-
3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]
oxy]-4-[(2R,4R,5R,6R)-4-hydroxy-5-methoxy-
6-methyl-oxan-2-yl]oxy-2-methyl-oxan-3-yl] acetate
Other names Chromomycin A3
Toyomycin
Molecular formula C57H82O26
Identifiers
CAS number [7059-24-7]
PubChem 166046
SMILES C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2
[C@@H](CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)
C)O[C@H]5C[C@H]([C@H]([C@H](O5)C)OC(=O)
C)O[C@@H]6C[C@H]([C@H]([C@H](O6)C)OC)O)O)
[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]7C
[C@H]([C@@H]([C@H](O7)C)O)O[C@H]8C[C@]
([C@H]([C@@H](O8)C)OC(=O)C)(C)O)O
Properties
Molar mass 1183.3 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Chromomycin A3 is a glycosidic antibiotic produced at the fermentation of a strain of Streptomyces griseus. It is also called toyomycin.

[edit] Uses

  • Membrane-impermeant G/C-specific fluorescent DNA-binding dye.
  • Antibacterial antibiotic.
  • Antitumor antibiotic that inhibits RNA synthesis, especially in solid tumors
  • Attention: actual medical use is unknown.