N1271

Narasin from Streptomyces auriofaciens

≥98% (HPLC)

• Synonym(s): 4-methylsalinomycin, Monteban, narasin A
• Empirical Formula (Hill Notation): C₄₃H₇₂O₁₁
• CAS Number: 55134-13-9
• Molecular Weight: 765.03
• NACRES: NA.85
• PubChem Substance ID: 24897476
• UNSPSC Code: 51102829
• MDL number: MFCD00133653

Properties

• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: powder
• solubility: methanol: soluble 20 mg/mL
• antibiotic activity spectrum: Gram-positive bacteria, fungi, viruses
• mode of action: cell membrane | interferes
• storage temp.: −20°C
• SMILES string: CCC(C1OC(C(C)CC1C)C(C)C(O)C(C)C(=O)C(CC)C2OC3(OC4(CCC(C)(O4)C5CCC(O)(CC)C(C)O5)C(O)C=C3)C(C)CC2C)C(O)=O
• InChI: 1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)
• InChI key: VHKXXVVRRDYCIK-UHFFFAOYSA-N

Description

Application

Narasin is a growth-promoting ionophoric antibacterial agent for Enterococci, specifically Enterococcus faecium and Enterococcus faecalis. It inhibits coccidial infection in poultry and mammals and is used in studies involving sodium calcium ion exchange.

Biochem/physiol Actions

Narasin administration in swine results in improved nitrogen digestibility, which decreases fecal nitrogen and increases the relative concentrations of propionic acid in the large intestine. Polyether ionophores, such as Narasin, have a hydrophilic interior and a hydrophobic exterior. The lipophilic ionophore attaches to the lipid rich cell membranes of Gram-positive bacteria. Ionophores bind Na⁺, K⁺, and H⁺ and facilitate their transfer across the bacterial cell membrane, resulting in an increase in H⁺ concentration on the inside of the Gram-positive cell. Therefore, the H⁺ ATPase pump is activated to transport out excess H⁺. The cell is depleted of its energy resources and reduces fermentative functions and cell division .

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges