Chromomycin A3
Molecular Formula
C57H82O26
M.W.
1 183.25
CAS number
7059-24-7
Source
Streptomyces griseus
Fermentek product Code
CHR-001
Brand/grade
For research
Appearance
Yellow powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
180°C-192°C
Solubility test
Clear yellow solution at 10mg/ml of Ethyl Acetate
Names and identifiers

Synonyms:

  • Olivomycin D
  • Toyomycin

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

RTECS  GB7875000

 

EU number
230-348-0
Chemical name
Chromomycin A3
Description

Chromomycin A3 is an antibiotic of the Anthraquinone group. It inhibits RNA synthesis by interfering with the binding of the transcription factors Sp1 and Sp3 to the DNA. Chromomycin A3 exhibits anti-bacterial, anti-fungal and antitumor activitie. Chromomycin A3 gains interest as a candidate anticancer drug.  is also used as a fluorescent dye to determine DNA concentrations. 

InChl Key
ZYVSOIYQKUDENJ-WKSBCEQHSA-N
Canonical SMILES
CC1C(C(CC(O1)OC2C(CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5CC(C(C(O5)C)OC(=O)C)OC6CC(C(C(O6)C)OC)O)O)C(C(=O)C(C(C)O)O)OC)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC(=O)C)(C)O)O
Isomeric 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
Solubility ( literature )

DMSO, Ethyl Acetate, Methanol, Ethanol

Compound Classification

Glycosidic antibiotic

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Avoid exposing to strong direct light.
Store under argon.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications
  • Membrane-impermeant, G/C-specific fluorescent DNA-binding dye.
  • Antibacterial antibiotic.
  • Antitumor antibiotic that inhibits RNA synthesis, especially in solid tumors.
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
PG I
Title
TSE
Value
F
Title
sig
Value
230752
Signal to sort
C