CAS 7059-24-7

Chromomycin A3

Description:

Chromomycin A3 is an anthracycline antibiotic produced by the bacterium *Streptomyces griseus*. It is primarily known for its use in cancer treatment due to its ability to intercalate DNA, thereby inhibiting DNA and RNA synthesis. This compound exhibits a bright yellow color and is soluble in water, which facilitates its use in various biological applications. Chromomycin A3 has a molecular formula that reflects its complex structure, featuring multiple aromatic rings and sugar moieties, contributing to its biological activity. Its mechanism of action involves binding to GC-rich regions of DNA, leading to the disruption of cellular processes in rapidly dividing cells, which is characteristic of many anticancer agents. Additionally, Chromomycin A3 has been studied for its potential use in molecular biology as a fluorescent probe for DNA detection. However, its clinical use is limited due to potential toxicity and side effects, necessitating careful consideration in therapeutic applications. Overall, Chromomycin A3 represents a significant compound in the field of medicinal chemistry and cancer research.

Formula: C₅₇H₈₂O₂₆

InChI: InChI=1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24-,25-,26-,27+,32+,33-,35-,36-,37-,38-,39+,40+,41+,42+,46+,47-,48-,52+,53+,54+,55+,56+,57+/m1/s1

InChI key: InChIKey=ZYVSOIYQKUDENJ-WKSBCEQHSA-N

SMILES: O=C1C=2C(C[C@@]([C@@H](C([C@H]([C@@H](C)O)O)=O)OC)([C@@H]1O[C@H]3C[C@@H](O[C@H]4C[C@@H](O[C@H]5C[C@](C)(O)[C@@H](OC(C)=O)[C@H](C)O5)[C@H](O)[C@@H](C)O4)[C@H](O)[C@@H](C)O3)[H])=CC=6C(C2O)=C(O)C(C)=C(O[C@H]7C[C@@H](O[C@@H]8C[C@@H](O)[C@@H](OC)[C@@H](C)O8)[C@@H](OC(C)=O)[C@@H](C)O7)C6

Synonyms:

• (1S)-1-C-[(2S,3S)-7-[[4-O-Acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-α-<span class="text-smallcaps">D</smallcap>-lyxo-hexopyranosyl)-β-<smallcap>D</smallcap>-lyxo-hexopyranosyl]oxy]-3-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-<smallcap>L</smallcap>-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl]oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-<smallcap>D</span>-threo-2-pentulose
• (1S)-1-C-[(2S,3S)-7-{[4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-alpha-D-lyxo-hexopyranosyl)-beta-D-lyxo-hexopyranosyl]oxy}-3-{[4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-arabino-hexopyranosyl-(1->3)-2,6-dideoxy-beta-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
• 3D-O-(4-O-Acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methylolivomycin D
• <span class="text-smallcaps">D</smallcap>-threo-2-Pentulose, 1-C-[(2S,3S)-7-[[4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-α-<smallcap>D</smallcap>-lyxo-hexopyranosyl)-β-<smallcap>D</smallcap>-lyxo-hexopyranosyl]oxy]-3-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-<smallcap>L</smallcap>-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-<smallcap>D</span>-arabino-hexopyranosyl]oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-, (1S)-
• Aburamycin B
• Antibiotic 69895 A
• Antibiotic B 599
• Antibiotic from Streptomyces griseus
• CMA³
• Ccris 2755
• Chromomycin A(sub 3)
• Chromomycin A₃
• Nsc 58514
• Olivomycin D, 3^D-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-α-<span class="text-smallcaps">L</span>-arabino-hexopyranosyl)-7-methyl-
• Olivomycin D, 3B-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methyl- (9CI)
• Olivomycin D, 3B-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabinohexopyranosyl)-7-methyl-
• Olivomycin D, 3D-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methyl-
• Toyomycin
• (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-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-D-threo-2-pentulose
• D-threo-2-Pentulose, 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-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-5-deoxy-1-O-methyl-, (1S)-
• Chromomycin A3

Chromomycin A3, 97%

CAS: 7059-24-7

Chromomycin A3, is used as a G-C specific DNA ligand which inhibits transcription and acts as a DNA binding dye. Chromomycin A3 antagonizes enhanced DNA binding of the transcription factors Sp1 and Sp3 to their cognate G-C box, induced by oxidative stress or DNA damage. Furthermore, by inhibiting tr

Formula: C₅₇H₈₂O₂₆

Purity: 97%

Color and Shape: Yellow, Powder or crystals or crystalline powder

Molecular weight: 1183.26

Ref: 02-J62927

Chromomycin A3

CAS: 7059-24-7

Formula: C₅₇H₈₂O₂₆

Purity: ≥ 98%

Color and Shape: Yellow powder

Molecular weight: 1183.30

Ref: 7W-GA6463

Chromomycin A3

CAS: 7059-24-7

Chromomycin A3 is an antibioti,inhibits DNA replication and transcription; a fluorescent DNA stain and assay; anticancer Hodgkin's,melanomas, and breast cancer.

Formula: C₅₇H₈₂O₂₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 1183.24

Ref: TM-T10810

Chromomycin A3

CAS: 7059-24-7

Chromomycin A3

Formula: C₅₇H₈₂O₂₆

Purity: By hplc: 99.39% (Typical Value in Batch COA)

Color and Shape: yellow powder

Molecular weight: 1,183.25g/mol

Ref: 54-BIC1009

Chromomycin A3 from streptomyces griseus

CAS: 7059-24-7

Chromomycin A3 (CMA3) is a cytotoxic antibiotic that is produced by Streptomyces griseus. CMA3 inhibits DNA synthesis and provides protection against bacterial infection, as well as cancer cells. It binds to the D-loop region of duplex DNA, which prevents the progression of polymerase chain reactions. CMA3 has been shown to be effective in inhibiting growth of gram-positive bacteria and gram-negative bacteria, as well as many species of fungi. The use of CMA3 may be complicated by its toxicity to animal cells, so it should only be used in combination with other antibiotics because it can reduce the toxicity of other drugs.

Formula: C₅₇H₈₂O₂₆

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 1,183.25 g/mol

Ref: 3D-FC41668