Oxytetracycline |
![]() Last updated: 26/08/2025 |
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(Also known as: terramycin; oxytracyl; oxytetrin; terramitsin; oxitetracycline; crop antibiotic; liquamycin) |
Hazard 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. These hazard alerts do not take account of usage patterns or exposure, thus do not represent risk.
Environmental fate | Ecotoxicity | Human health |
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A bactericide, usually used as the hydrochloride, for the control of bacteria, fungi and mycoplasma-like organisms in fruit and turf. It is also used in veterinary products and for aquaculture | |
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Bacterial diseases including fireblight and those caused by Pseudomonas spp. and Xanthomonas spp. | |
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Top fruit; Stone fruit; Turf | |
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GB regulatory status |
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Not approved | ||
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Not applicable | ||
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No UK approval for use as a plant protection agent |
EC Regulation 1107/2009 (repealing 91/414) |
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Additional information |
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Chemical structure |
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Oxytetracycline exhibits complex stereoisomerism, with six chiral centres in its molecular structure, allowing for multiple stereoisomers. These chiral centres are located at carbon atoms 4, 4a, 5, 5a, 6, and 12a, and their configuration significantly influences the compound’s biological activity and chemical behaviour. Additionally, oxytetracycline can undergo tautomerization and epimerization, especially under varying pH conditions, leading to the formation of inactive derivatives such as anhydrotetracyclines and isotetracyclines. These transformations affect its stability and efficacy, making isomerism a critical factor in its environmental fate. | |
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C₂₂H₂₄N₂O₉ | |
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CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O | |
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C[C@@]1([C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O | |
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IWVCMVBTMGNXQD-PXOLEDIWSA-N | |
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InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1 | |
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Yes |
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Common Name | Relationship | Link |
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oxytetracycline | - | ![]() |
General status |
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Veterinary substance; Crop antibiotic; Other substance | |
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Antimicrobial | |
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Micro-organism derived substance | |
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Natural | |
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Broad-spectrum, protein synthesis inhibitor and binds to the 30S and 50S bacterial ribosomal subunits | |
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Substance produced by the fermentation of Streptomyces rimosus | |
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Crop protection | |
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Bacterial diseases including fireblight and those caused by Pseudomonas spp. and Xanthomonas spp. | |
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Top fruit; Stone fruit; Turf | |
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79-57-2 | |
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2058-46-0; 6153-64-6 (dihydrate) | |
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201-212-8 | |
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316 | |
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006308 | |
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460.44 | |
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(4S,4aR,5S,5aR,6S,12aS)-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxonaphthacene-2-carboxamide | |
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(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide | |
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Possible groundwater contaminant | |
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Not applicable | |
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Not applicable | |
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Not applicable | |
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Pale yellow to tan coloured crystalline powder | |
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Commercial |
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Current | |||
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1974, first registered USA | |||
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Supplied as a water soluble powder for preparation as injection when used as a veterinary product. For crop protection it is used as a foliar spray | |||
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Oxytetracycline is produced commercially through a fermentation process using the bacterium Streptomyces rimosus. The production strain, typically a hyperproducing mutant of the bacterium, is selected and optimised through mutagenesis and selection techniques to enhance yield. The selected strain is cultivated in large fermenters in a small volume of nutrient-rich medium to increase their biomass. The biomass is then transferred to larger fermenters containing a production medium optimised for oxytetracycline synthesis. During fermentation, the bacteria produce oxytetracycline through a complex biosynthetic pathway involving polyketide synthase enzymes. After the fermentation is complete, the oxytetracycline is extracted from the culture broth. This involves several steps, including filtration, solvent extraction, and crystallization, to purify the oxytetracycline which is then formulated, usually as the hydrochloride salt. | |||
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There are no precise, published data on the GHG emissions associated with the production of oxytetracycline. Based on similar antibiotic fermentation processes (like tetracycline or erythromycin), the estimated GHG emissions are likely to be in the range 2.8–6.0 tonnes CO₂e per tonne oxytetracycline. |
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600 | 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 |
Moderate | ||||||||
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Decomposes on melting | 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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179 | 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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8.2 | R4 R = Peer reviewed scientific publications 4 = Verified data |
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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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Soil adsorption and mobility |
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Known metabolites |
None
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Terrestrial ecotoxicology |
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7200 | 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 ) Mouse4 = Verified data |
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> 5620 | 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 ) Anas platyrhynchos as HCl variant3 = Unverified data of known source |
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1954 | R3 R = Peer reviewed scientific publications as HCl variant3 = Unverified data of known source |
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100 | 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 ) as HCl variant3 = Unverified data of known source |
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Aquatic ecotoxicology |
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116 | 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 ) Oncorhynchus mykiss as HCl variant3 = Unverified data of known source |
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102 | 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 ) Daphnia magna as HCl variant3 = Unverified data of known source |
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46.2 | R3 R = Peer reviewed scientific publications Daphnia magna as HCl variant3 = Unverified data of known source |
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0.372 | R3 R = Peer reviewed scientific publications Raphidocelis subcapitata as HCl variant3 = Unverified data of known source |
Moderate | ||||||||
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0.183 | R3 R = Peer reviewed scientific publications Raphidocelis subcapitata as HCl variant3 = Unverified data of known source |
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General |
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High (class III) | - | - | ||||||||
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7200 | 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 ) Mouse4 = Verified data |
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Systemically available oxytetracycline was primarily excreted in the urine and bile | 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 hypersensitivity reactions May cause tooth discoloration |
Handling issues |
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No information available | |||
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Health: H302, H312, H317, H332, H360d Environment: H400, H410 |
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Not listed (Not listed) | |||
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oxytetracycline | ||
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oxytetracycline | ||
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Oxytetracyclin | ||
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oxytetracyclin | ||
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oxytetracicline | ||
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oxitetraciclina | ||
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oksytetracyklina | ||
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Record last updated: | 26/08/2025 |
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 |