Natamycin |
![]() Last updated: 03/09/2023 |
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(Also known as: myprozine; pimaricin; tennectin; pimaricine) |
Data alerts |
The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.
Environmental fate | Ecotoxicity | Human health |
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An antifungal antibiotic indicated for the treatment of ring worm (dermatophytosis) | |
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Considered obsolete but may be available in some countries | |
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1955, first isolated | |
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Cattle, Horses |
Chemical structure |
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Natamycin is a chiral molecule | |
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C₃₃H₄₇NO₁₃ | |
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CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC3C(O3)C=CC(=O)O1)O)O)O)C(=O)O)OC4C(C(C(C(O4)C)O)N)O | |
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C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O | |
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NCXMLFZGDNKEPB-FFPOYIOWSA-N | |
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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+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1 | |
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Yes |
General status |
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Antibacterial, Antifungal, Antimicrobial, Antimycotic | |
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Micro-organism | |
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>87% (trihydrate) | |
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Natural | |
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The substance binds to ergosterol, a building block in cell walls of yeasts and moulds, which damages the cell wall leading to death. | |
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[Ergosterol, Candida albicans, binder] | |
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7681-93-8 | |
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231-683-5 | |
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528447 | |
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A07AA03 | |
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Alimentary tract & metabolism: Intestinal anti-infectants | |
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No | |
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Allowed substance (Table 1: Bovine, Equidae) | |
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665.73 | |
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natamycin | |
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(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid | |
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(8E,14E,16E,18E,20E)-(1R,3S,5R,7R,12R,22R,24S,25R,26S)-22-(3-amino-3,6-dideoxy-β-D-mannopyranosyloxy)-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid | |
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White to yellow crystalline powder |
Formulations |
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Mycophyt | Intervet International BV | UK National authorisation - Expired | Not applicable | ||||||
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Usually formulated as a wettable powder. For crop protection the product is used as a dip for bulbs. As a veterinary product it is usually applied topically. |
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4100 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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97000 | L3 L = Pesticide manuals and hard copy reference books / other sources Ethanol3 = Unverified data of known source |
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850 | L3 L = Pesticide manuals and hard copy reference books / other sources Acetone3 = Unverified data of known source |
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50 | L3 L = Pesticide manuals and hard copy reference books / other sources Benzene3 = Unverified data of known source |
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290 | F4 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 ) 4 = Verified data |
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290 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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2.14 X 10-04 | Calculated | - | |||||||
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-3.67 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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Degradation |
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Soil adsorption and mobility |
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Fate indices |
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Known metabolites |
None
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Terrestrial ecotoxicology |
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2730 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Aquatic ecotoxicology |
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General |
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High (class III) | - | - | ||||||||
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2730 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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2000 | Q3 Q = Miscellaneous data from online sources Rat3 = Unverified data of known source |
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Intraperitoneal LD₅₀ = 85 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Intravenous LD₅₀ = 36 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Around 90% is excreted through normal gastrointestinal functions | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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No adverse health issues identified |
Handling issues |
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No information available | |||
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III (Slightly hazardous) | |||
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natamycin | ||
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natamycine | ||
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Pimarizin | ||
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natamicina | ||
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natamicina | ||
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natamycine | ||
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Record last updated: | 03/09/2023 |
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 |