(2R)-2-[(2R,3R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid

Base Information

• Chemical Name: (2R)-2-[(2R,3R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid
• CAS No.: 55134-13-9
• Molecular Formula: C43H72 O11
• Molecular Weight: 765.038
• Hs Code.: 2941906000
• NCI Thesaurus Code: C81445
• Wikipedia: Narasin
• Mol file: 55134-13-9.mol

Synonyms:4-methylsalinomycin;narasin;narasin A;narasin monosodium salt

Chemical Property of (2R)-2-[(2R,3R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid

Chemical Property:

• Vapor Pressure: 5.54E-33mmHg at 25°C
• Melting Point: 98-100°
• Boiling Point: 842.5°C at 760 mmHg
• PKA: 7.9 (80% aq DMF)
• Flash Point: 242.3°C
• PSA: 161.21000
• Density: 1.17g/cm³
• LogP: 6.43400
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble20mg/mL
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 764.50746311
• Heavy Atom Count: 54
• Complexity: 1360

Purity/Quality:

99%, ^*data from raw suppliers

Narasin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 28
• Safety Statements: 28-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1C(CC(C(O1)C(C)C(C(C)C(=O)C(CC)C2C(CC(C3(O2)C=CC(C4(O3)CCC(O4)(C)C5CCC(C(O5)C)(CC)O)O)C)C)O)C)C)C(=O)O
• Isomeric SMILES: CC[C@H]([C@H]1[C@@H](C[C@@H]([C@@H](O1)[C@@H](C)[C@@H]([C@H](C)C(=O)[C@H](CC)[C@@H]2[C@H](C[C@H]([C@]3(O2)C=C[C@H]([C@@]4(O3)CC[C@@](O4)(C)C5CC[C@@]([C@@H](O5)C)(CC)O)O)C)C)O)C)C)C(=O)O
• Uses: Narasin (4-methylsalinomycin) is a polyether antibiotic isolated from Streptomyces aureofaciens in 1978. Although narasin is a close analogue of salinomycin, the metabolites are produced by different species and are not co-metabolites. Narasin shows broad spectrum activity against Gram positive bacteria including anaerobes and mycoplasma, and also possesses antiviral and limited antifungal activity. Narasin is used in the animal health industry as an in-feed antibiotic and growth promotant. Narasin is the main component of a polyether antibiotic complex produced by Streptomyces auriofaciens NRRL 5758 & NRRL 8092. Ionophoric antibiotic which inhibits coccidial infection in poultry and mammals. Coccidiostat; growth stimulant.

Technology Process of (2R)-2-[(2R,3R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid

There total 2 articles about (2R)-2-[(2R,3R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ narasin (55134-13-9)

Guidance literature:

Reference yield:

→ Narasin (55134-13-9)

Guidance literature:

Biosynthese aus Streptomyces aureofacies;

DOI:10.1002/hlca.19760590802

Refernces

• 1、 -. "Carbanilide anticoccidials". . . Retrieved 2008/06/13.