Chromomycin A3

Molecular Formula

C57H82O26

M.W.

1 183.25

CAS number

7059-24-7

Details

Source

Streptomyces griseus

Fermentek product Code

CHR-001

Brand/grade

For research

Specifications

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

Chemical identification

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

Further Information

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.

Applications