Natamycin

Natamycin is a tetraene macrolide that has been found in S. natalensis and has fungicidal activities. It is active against Fusarium, A. flavus, and A. fumigatus clinical isolates (MIC50s = 4, 32, and 2 µg/ml, respectively), and the plant pathogenic fungi B. cinerea and P. expansum when used at a concentration of 2 mg/L. Natamycin (100 and 200 mg/L, respectively) inhibits B. cinerea-induced gray mold disease in grapes and P. expansum-induced blue mold disease in jujube fruit. It reduces ulceration, edema, swelling, iritis, white blood cell accumulation, and loss of corneal transparency, as well as prevents F. solani-induced ocular keratitis, in a rabbit model of fungal keratitis. Formulations containing natamycin have been used in the treatment of fungal blepharitis, conjunctivitis, and keratitis, and as fungicides in agricultural settings and as food additives.Formal Name: (5R,7R,24S)-22R-[(3S-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1R,3S,26S-trihydroxy-12R-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8E,14E,16E,18E,20E-pentaene-25R-carboxylic acid. CAS Number: 7681-93-8. Synonyms: Antibiotic A 5283, CL 12,625, Delvocid, E 235, Mycophyt, Myprozine, Pimaricin, Synogil, Tennecetin. Molecular Formula: C33H47NO13. Formula Weight: 665.7. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 1 mg/ml, Methanol: 1 mg/ml. lambdamax: 219, 290, 303, 317 nm. SMILES: O=C(O[C@H](C)C/C=C/C=C/C=C/C=C/[C@H](O[C@@]1([H])[C@@H](O)[C@@H](N)[C@H](O)[C@@H](C)O1)C[C@]([C@H](C(O)=O)[C@@H](O)C2)([H])O[C@]2(O)C[C@@H](O)C3)/C=C/[C@@H]4[C@@H]3O4. InChi Code: InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-. InChi Key: NCXMLFZGDNKEPB-FFPOYIOWSA-N.