CAS 11051-71-1

Avilamycin

Description:

Avilamycin is an antibiotic compound primarily used in veterinary medicine, particularly for the treatment of bacterial infections in livestock. It belongs to the class of compounds known as macrolide antibiotics, which are characterized by their large lactone ring structure. Avilamycin exhibits a broad spectrum of activity against various Gram-positive bacteria, making it effective in controlling infections caused by these pathogens. The mechanism of action involves inhibiting bacterial protein synthesis by binding to the 50S ribosomal subunit, thereby disrupting the translation process. Avilamycin is often used as a growth promoter in animal feed, contributing to improved feed efficiency and weight gain. Its use is regulated in many countries due to concerns about antibiotic resistance and the potential impact on human health. Additionally, Avilamycin is known for its stability in the gastrointestinal tract, which enhances its efficacy in treating infections. As with other antibiotics, careful management of its use is essential to mitigate the risk of resistance development in both veterinary and human medicine.

Formula: C₆₁H₈₈Cl₂O₃₂

InChI: InChI=1/C61H88Cl2O32/c1-21(2)53(70)87-49-45-32(92-61(93-45)52-51(78-20-79-52)60(72,27(8)64)28(9)91-61)19-77-56(49)89-57-48(76-14)39(68)44(31(83-57)18-73-11)88-55-40(69)47(43(74-12)24(5)82-55)85-34-17-58(10)50(26(7)81-34)94-59(95-58)16-30(66)42(25(6)90-59)84-33-15-29(65)41(23(4)80-33)86-54(71)35-22(3)36(62)38(67)37(63)46(35)75-13/h21,23-26,28-34,39-45,47-52,55-57,65-69,72H,15-20H2,1-14H3/t23-,24-,25-,26-,28-,29-,30-,31-,32+,33+,34+,39+,40-,41-,42-,43+,44-,45-,47-,48+,49-,50-,51-,52-,55+,56?,57+,58-,59?,60+,61-/m1/s1

InChI key: XIRGHRXBGGPPKY-OTPQUNEMSA-N

SMILES: C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](OC3(C[C@H]2O)O[C@@H]4[C@H](O[C@H](C[C@]4(O3)C)O[C@@H]5[C@H]([C@@H](O[C@@H]([C@@H]5OC)C)O[C@@H]6[C@H](O[C@H]([C@H]([C@H]6O)OC)OC7[C@@H]([C@H]8[C@H](CO7)O[C@@]9(O8)[C@H]1[C@H]([C@@]([C@H](O9)C)(C(=O)C)O)OCO1)OC(=O)C(C)C)COC)O)C)C)O)OC(=O)C1=C(C(=C(C(=C1OC)Cl)O)Cl)C

Synonyms:

• Avilamycina
• Avilamycine
• Avilamycinum
• Hsdb 7029
• Ly 048 740
• Ly 048740
• O-(1R)-4-C-acetyl-6-deoxy-2,3-O-methylene-D-galactopyranosylidene-(1-3-4)-2-O-(2-methyl-1-oxopropyl)-alpha-L-lyxopyranosyl O-2,6-dideoxy-4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-beta-D-arabino-hexopyranosyl-(1-4)-O-2,6-dideoxy-D-arabino-hexopyranosylidene-(1-3-4)-O-2,6-dideoxy-3-C-methyl-beta-D-arabino-hexopyranosyl-(1-3)-O-6-deoxy-4-O-methyl-beta-D-galactopyranosyl-(1-4)-2,6-di-O-methyl-beta-D-mannopyranoside
• Surmax
• (2R,3S,4R,6S)-6-{[(3aR,4R,4'R,5'S,6S,6'R,7aR)-6-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5S,6S)-6-({(2R,3aS,3a'R,6'R,7R,7'S,7aR,7a'R)-7'-acetyl-7'-hydroxy-6'-methyl-7-[(2-methylpropanoyl)oxy]octahydro-4H-2,4'-spirobi[[1,3]dioxolo[4,5-c]pyran]-6-yl}oxy)-4-hydroxy-5-methoxy-2-(methoxymethyl)tetrahydro-2H-pyran-3-yl]oxy}-3-hydroxy-5-methoxy-6-methyltetrahydro-2H-pyran-4-yl]oxy}-4'-hydroxy-4,6',7a-trimethyloctahydro-4H-spiro[1,3-dioxolo[4,5-c]pyran-2,2'-pyran]-5'-yl]oxy}-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate (non-preferred name)

Avilamycin

CAS: 11051-71-1

Formula: C₆₁H₈₈Cl₂O₃

Molecular weight: 1404.24

Ref: 4Z-A-189001

Avilamycin (~80%)

CAS: 11051-71-1

Stability Hygroscopic
Applications Avilamycin is an antimicrobial agent used against methicillin resistant Staphylococcus.
References Flora, D. et al.: J. Coastal Life Med., 3, 193 (2015);

Formula: C₆₁H₈₈Cl₂O₃₂

Purity: ~80%

Color and Shape: Neat

Molecular weight: 1404.24

Ref: TR-A794655

Avilamycin

CAS: 11051-71-1

Avilamycin is a broad-spectrum antibiotic that inhibits the ATP-binding cassette (ABC) transporter. It is used to treat infections caused by bacteria that are resistant to other antibiotics. Avilamycin has also been shown to be effective against colorectal adenocarcinoma cells, which are resistant to many other chemotherapeutic agents. The mechanism of action of avilamycin involves binding to the ABC transporter and preventing it from transporting ATP out of the cell. This leads to an accumulation of intracellular ATP and subsequent inhibition of protein synthesis and cell division. A 6-Fluoro-3-indoxyl-beta-D-galactopyranoside is a potent antituberculosis drug that belongs to the class of rifamycins. It is the most active of the rifamycins for the treatment of tuberculosis. Rifapentine inhibits bacterial growth by binding to DNA-dependent RNA polymerase

Formula: C₆₁H₉₀Cl₂O₃₂

Purity: Min. 75 Area-%

Color and Shape: Powder

Molecular weight: 1,406.25 g/mol

Ref: 3D-FA74919

Avilamycin in Acetonitrile

CAS: 11051-71-1

Acetonitrile

Ref: BE-BePure-20002YA-1000

Avilamycin

CAS: 11051-71-1

Formula: C₆₁H₈₈Cl₂O₃₂

Molecular weight: 1404.24

Ref: ST-EA-CP-A224000