| Source: |
Streptomyces griseus sub griseus |
| Synonyms |
Aburamycin B,
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
EINECS 230-348-0 |
| Description: |
Chromomycin A3 : glycosidic antibiotic. |
| CAS number: |
7059-24-7 |
| Merck index: |
13, 2258 |
| Molecular weight: |
1183.3 |
| Structure: |
 |
| Molecular Formula: |
C57H82O26 |
| Canonical SMILES: |
C1C(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 |
Solubility
information: |
DMSO, Ethyl Acetate, Methanol, Ethanol |
| Specifications |
|
| Appearance: |
Yellow powder |
| Purity: |
At least 95% by TLC. At least 93% by HPLC |
λmax: |
(in methanol ) 229, 277, 316, 331 |
| Melting point | 158°C-163°C |
| Solubility |
Clear yellow solution at 10 mg/ml of Ethyl
Acetate |
| Storage |
+4°C. Protect from light. |
| Applications |
Membrane-impermeant G/C-specific fluorescent DNA-binding dye.
Antibacterial antibiotic.
Antitumor antibiotic that inhibits RNA synthesis, especially in solid tumors. |
| Warnings |
TOXIC. May be fatal if inhaled or swallowed. Skin permeable. May cause harm to the unborn child. |
| Classification |
Glycosidic antibiotic |
| Related products |
7AAD |
| |
For Research use only. Not for Human or Drug use
GMP/API grade available on request
No genetically modified organisms are used. |
| Publications |
Menendez N, Nur-e-Alam M, Fischer C, Brana AF, Salas JA, Rohr J, Mendez C.
Deoxysugar transfer during chromomycin A3 biosynthesis in Streptomyces griseus subsp. griseus: new derivatives with antitumor activity.
Appl Environ Microbiol. 2006 Jan;72(1):167-77. |
| |
Menendez N, Nur-e-Alam M, Brana AF, Rohr J, Salas JA, Mendez C.
Biosynthesis of the antitumor chromomycin A3 in Streptomyces griseus: analysis of the gene cluster and rational design of novel chromomycin analogs.
Chem Biol. 2004 Jan;11(1):21-32. |
