Chromomycin A3

Chromomycin A3
IUPAC name (1S)-​1-​C-​((2S,​3S)-​7-​{[4-​O-​acetyl-​2,​6-​dideoxy-​3-​O-​(2,​6-​dideoxy-​4-​O-​methyl-​α-​D-​lyxo-​hexopyranosyl)-​β-​D-​lyxo-​hexopyranosyl]​oxy}-​3-​{[4-​O-​acetyl-​2,​6-​dideoxy-​3-​C-​methyl-​α-​L-​arabino-​hexopyranosyl-​(1→3)-​2,​6-​dideoxy-​β-​D-​arabino-​hexopyranosyl-​(1→3)-​2,​6-​dideoxy-​β-​D-​arabino-​hexopyranosyl]​oxy}-​5,​10-​dihydroxy-​6-​methyl-​4-​oxo-​1,​2,​3,​4-​tetrahydroanthracen-​2-​yl)-​5-​deoxy-​1-​O-​methyl-​D-​xylulose
Other names Chromomycin A3 Toyomycin
Identifiers
CAS number	7059-24-7
PubChem	656673
ChemSpider	16735739 Y
InChI InChI=1S/C56H80O27/c1-20-32(78-38-18-35(51(25(6)75-38)83-55(67)68)81-36-15-31(59)50(70-10)24(5)74-36)14-29-12-28-13-30(52(71-11)49(66)44(61)21(2)57)53(48(65)42(28)47(64)41(29)43(20)60)82-39-17-33(45(62)23(4)73-39)79-37-16-34(46(63)22(3)72-37)80-40-19-56(9,69)54(26(7)76-40)77-27(8)58/h12,14,21-26,30-31,33-40,44-46,50-54,57,59-64,69H,13,15-19H2,1-11H3,(H,67,68)/t21-,22-,23-,24-,25-,26+,30+,31-,33-,34-,35-,36-,37+,38+,39+,40+,44+,45-,46-,50+,51+,52+,53+,54+,56+/m1/s1 Y Key: VWUDFIOZFAFOMW-QUOOOCNJSA-N Y
Properties
Molar mass	1183.3 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

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.