Chromomycin A3

Molecular Formula:

C57H82O26

CAS number:

7059-24-7

EU number:

230-348-0

Fermentek product code:

Source:

Streptomyces griseus

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

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.

Molecular weight:

1 183.25

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:

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

Composition

Ingredient type:

Fermentek product

Supply related information

Supply related comments:

Customs: Other Antibiotics-29419000

Transport safety: class 6.1 (Poison) PG I

Special Info

Available since:

1998

Other Fields

Title:

Transport information

Value:

PG I

Title:

TSE

Value:

Title:

sig

Value:

230752