CAS 7059-24-7

Chromomycine A3

Description :

Chromomycine A3 est un antibiotique anthracycline produit par la bactérie *Streptomyces griseus*. Il est principalement connu pour son utilisation dans le traitement du cancer en raison de sa capacité à intercaler l'ADN, inhibant ainsi la synthèse de l'ADN et de l'ARN. Ce composé présente une couleur jaune vif et est soluble dans l'eau, ce qui facilite son utilisation dans diverses applications biologiques. Chromomycine A3 a une formule moléculaire qui reflète sa structure complexe, avec plusieurs cycles aromatiques et des unités de sucre, contribuant à son activité biologique. Son mécanisme d'action implique la liaison à des régions riches en GC de l'ADN, entraînant la perturbation des processus cellulaires dans les cellules se divisant rapidement, ce qui est caractéristique de nombreux agents anticancéreux. De plus, Chromomycine A3 a été étudié pour son utilisation potentielle en biologie moléculaire comme sonde fluorescente pour la détection de l'ADN. Cependant, son utilisation clinique est limitée en raison de la toxicité potentielle et des effets secondaires, nécessitant une attention particulière dans les applications thérapeutiques. Dans l'ensemble, Chromomycine A3 représente un composé significatif dans le domaine de la chimie médicinale et de la recherche sur le cancer.

Formule : 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

Code InChI : 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

Synonymes :

• (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

Formule : C₅₇H₈₂O₂₆

Degré de pureté : 97%

Couleur et forme : Yellow, Powder or crystals or crystalline powder

Masse moléculaire : 1183.26

Ref: 02-J62927

Chromomycin A3

CAS : 7059-24-7

Formule : C₅₇H₈₂O₂₆

Degré de pureté : ≥ 98%

Couleur et forme : Yellow powder

Masse moléculaire : 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.

Formule : C₅₇H₈₂O₂₆

Degré de pureté : 98%

Couleur et forme : Solid

Masse moléculaire : 1183.24

Ref: TM-T10810

Chromomycin A3

CAS : 7059-24-7

Chromomycin A3

Formule : C₅₇H₈₂O₂₆

Degré de pureté : By hplc: 99.39% (Typical Value in Batch COA)

Couleur et forme : yellow powder

Masse moléculaire : 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.

Formule : C₅₇H₈₂O₂₆

Degré de pureté : Min. 95 Area-%

Couleur et forme : Powder

Masse moléculaire : 1,183.25 g/mol

Ref: 3D-FC41668