E0774

Erythromycin

meets USP testing specifications

• Synonyme(s) : Erythromycin A
• Formule empirique (notation de Hill): C₃₇H₆₇NO₁₃
• Numéro CAS: 114-07-8
• Poids moléculaire : 733.93
• Numéro Beilstein : 75279
• Numéro CE : 204-040-1
• Numéro MDL: MFCD00084654
• Code UNSPSC : 51282304
• ID de substance PubChem : 24894374
• Nomenclature NACRES : NA.76

Propriétés

• Agence: USP/NF; meets USP testing specifications
• Niveau de qualité: 200
• Forme: solid
• Activité optique: [α]/D -78 to --71°
• Solubilité: ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• Spectre d'activité de l'antibiotique: Gram-negative bacteria; Gram-positive bacteria
• Application(s): pharmaceutical (small molecule)
• Mode d’action: protein synthesis | interferes
• Chaîne SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O
• InChI: 1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1
• Clé InChI: ULGZDMOVFRHVEP-RWJQBGPGSA-N
• Informations sur le gène: human ... ABCB1(5243) , CYP3A4(1576) , MLNR(2862) ; mouse ... Abcb1a(18671) , Abcb1b(18669)

Description

Description générale

Chemical structure: macrolide

Application

Erythromycin is an antibiotic produced by growth of certain strains of Streptomyces erythreus. This product is composed largely of erythromycin A with small amounts of erythromycins B and C and is recommended for concentration at 100 mg/L. Concentrations between 50 and 200 mg/L have also proven effective in controlling bacterial growth. Erythromycin has been used as a motilin receptor agonist, to block respiratory glycoconjugate secretion in human airways in vitro, and for selecting plasmid-cured and recombinant lactococcus lactis MG1363 strains.

Actions biochimiques/physiologiques

Mode of Action: Erythromycin acts by inhibiting elongation at the transpeptidation step, specifically aminoacyl translocation from the A-site to P-site by binding to the 50s subunit of the bacterial 70s rRNA complex.

Antimicrobial Spectrum: This product acts against both gram-negative and gram-positive bacteria.

Attention

This product is stable in solution at 37°C for 3 days. Stock solutions should be stored at 2-8°C.

Notes préparatoires

This product is soluble in water at 2 mg/mL, with a 0.067% solution in water yielding a pH of 8.0-10.5. It is also soluble in ethanol at 50 mg/mL, yielding a clear, colorless to faint yellow solution. It is freely soluble in alcohol, acetone, chloroform, acetonitrile and ethyl acetate but forms salts with acids. All solutions should be protected from light.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable