Nystatin |
![]() Last updated: 11/09/2025 |
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(Not known by any other names) |
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A human and veterinary medicine used to treat fungal infections such as yeasts and moulds. | |
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Mainly used to treat oral (such as Candidiasis) or gastrointestinal tract infections | |
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Cats; Dogs; Pet birds (budgerigars, lovebirds, finches, parrotlets, and cockatiels); Reptiles |
Approval status |
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Approved - usually available as a prescription only medicine to be authorised by a veterinarian (POM-V) | |
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Approved |
Chemical structure |
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Nystatin exhibits isomerism through the formation of interconvertible structural isomers (known as Peak 1 and Peak 2), the formation being highly influenced by pH. It is commercially prepared as Peak 1 but under some conditions may transition to Peak 2. This isomerisation is reversible, with a typical equilibrium ratio of approx. 55:45 (Peak 1 to Peak 2). Importantly, these isomers show distinct antifungal activity: Peak 1 is significantly more potent than Peak 2. | |
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C₄₇H₇₅NO₁₇ | |
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CC1C=CC=CCCC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(C(CCC(CC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O | |
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C[C@H]1/C=C/C=C/CC/C=C/C=C/C=C/C=C/C(CC2C(C(C[C@](O2)(CC(C(CCC(CC(CC(CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O | |
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VQOXZBDYSJBXMA-RKEBNKJGSA-N | |
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InChI=1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31?,32?,33?,34?,35?,36?,37?,38?,40?,41-,42+,43+,44-,46+,47+/m0/s1 | |
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Yes |
General status |
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Medicinal drug: Antifungal | |
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Bacterial origin | |
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Natural | |
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Binds to ergosterol, a major component of the fungal cell membrane. As concentrations build pores in the membrane develop leading to K+ leakage, acidification and fungal cell death | |
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[Ergosterol, Binder] | |
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1400-61-9 | |
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215-749-0 | |
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202800 | |
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6433272 | |
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Intestinal Antiinfectives - Antidiarrheals, intestinal antiinflammatory/antiinfective agents; Antifungals for topical use - Antifungals for dermatological use | |
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QA07AA02; QD01AA01 | |
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No | |
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926.09 | |
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(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E, 25E,27E,29E,31E,33R,35S,36R,37S)-33-((3-amino-3,6-dideoxy-β-L-mannopyranosyl)oxy)-1, 3,4,7,9,11,17,37-octahydroxy-15, 16,18-trimethyl-13-oxo-14, 39-dioxabicyclo(33.3.1)nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid | |
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(1S,3R,4R,7R,9R,11R,15S,16R,17R,18S,19E,21E, 25E,27E,29E,31E,33R,35S,36R,37S)-33-((3-amino-3,6-dideoxy-β-L-mannopyranosyl)oxy)-1, 3,4,7,9,11,17,37-octahydroxy-15, 16,18-trimethyl-13-oxo-14, 39-dioxabicyclo(33.3.1)nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid | |
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Commercial |
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Current | |||
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1950, first isolated from bacteria | |||
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Current products are mainly formulated as ear drops | |||
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Nystatin is produced through a fermentation process using the actinomycete bacterium Streptomyces noursei, which naturally synthesises the antibiotic. The culture is grown in a nutrient-rich medium under controlled conditions, allowing the microorganism to produce nystatin as a secondary metabolite. After fermentation, the broth is filtered to separate the mycelial mass, and the active compound is extracted using organic solvents like methanol and butanol. The extract undergoes phase separation and centrifugation, followed by washing with saline and alcohol solutions to remove impurities. The crude product is then clarified, chilled, and precipitated, often using ethyl acetate, and finally dried with ether to yield purified nystatin. | |||
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As microbial-based products tend to use fermentation-based production processes rather than chemical synthesis, they typically have a lower fossil fuel input in formulation and active ingredient creation, and also have reduced downstream emissions due to biodegradability and minimal soil disruption, their life-cycle GHG emissions are expected to be low. Whilst hard and precise data is not available, broad estimates suggest that typically emissions are likely to be below 5 kg CO₂e/kg. |
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360 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
Moderate | ||||||||
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160 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
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250 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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1.58 X 10-03 | Calculated | - | |||||||
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-2.8 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
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Degradation |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Fate indices |
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Known metabolites |
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Terrestrial ecotoxicology |
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10000 | E3 E = Manufacturers safety data sheets Rat3 = Unverified data of known source |
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55.0 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Meleagris gallopavo NOEL3 = Unverified data of known source |
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Aquatic ecotoxicology |
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General |
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10000 | E3 E = Manufacturers safety data sheets Rat3 = Unverified data of known source |
Low | ||||||||
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Intraperitoneal LD₅₀ = 4.4 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Intravenous LD₅₀ = 3.0 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Mainly fecal elimination | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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May cause diarrhoea & abdominal pain Harmful if swallowed in high doses |
Handling issues |
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May be combustible in some formulations Not compatible with strong oxidising agents Will emit toxic fumes if heated to decomposition |
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Not listed (Not listed) | |||
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Not regulated | |||
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nystatin | ||
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nystatine | ||
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Nistatina | ||
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Record last updated: | 11/09/2025 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |