Efrotomycin |
Last updated: 29/01/2024 |
(Also known as: Antibiotic FR 02A; mocimycin; MK 621; FR-02A) |
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Efrotomycin is produced by Streptomyces lactamodurans NRRL 3802 and used in veterinary medicine as a narrow-spectrum antibiotic | |
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Mainly used as a growth promoter | |
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Pigs |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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Isomeric | |
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C₅₉H₈₈N₂O₂₀ | |
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CCC(C(=O)NCC=CC=C(C)C(C(C)C1C(C(C(O1)C=CC=CC=C(C)C(=C2C(=O)C=CN(C2=O)C)O)O)O)OC)C3(C(C(C(C(O3)C=CC=CC)(C)C)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)OC)O)OC)OC)O)O)O | |
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CCC(C(=O)NC/C=C/C=C(\C)/C(C(C)C1C(C(C(O1)/C=C/C=C/C=C(\C)/C(=C\2/C(=O)C=CN(C2=O)C)/O)O)O)OC)C3(C(C(C(C(O3)/C=C/C=C/C)(C)C)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)OC)O)OC)OC)O)O)O | |
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ZLECMEJICSWJLT-LIWMBINXSA-N | |
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InChI=1S/C59H88N2O20/c1-15-17-19-27-39-58(8,9)53(80-56-45(67)50(74-13)49(35(7)76-56)79-57-51(75-14)44(66)48(73-12)34(6)77-57)52(68)59(71,81-39)36(16-2)54(69)60-29-23-22-25-32(4)46(72-11)33(5)47-43(65)42(64)38(78-47)26-21-18-20-24-31(3)41(63)40-37(62)28-30-61(10)55(40)70/h15,17-28,30,33-36,38-39,42-53,56-57,63-68,71H,16,29H2,1-14H3,(H,60,69)/b17-15+,20-18+,23-22+,26-21+,27-19+,31-24+,32-25+,41-40+ | |
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Yes |
General status |
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Antibiotic, Antibacterial, Growth promoter | |
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Unclassified substance | |
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Natural | |
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Inhibits bacterial protein synthesis | |
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56592-32-6 | |
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None allocated | |
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No | |
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1145.33 | |
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2-[2,3-dihydroxy-4-[3-hydroxy-5-(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,5-dimethyl-6-[(1E,3E)-penta-1,3-dienyl]oxan-2-yl]-N-[(2E,4E)-7-[3,4-dihydroxy-5-[(1E,3E,5E)-7-(2-hydroxy-1-methyl-4-oxopyridin-3-yl)-6-methyl-7-oxohepta-1,3,5-trienyl]oxolan-2-yl]-6-methoxy-5-methylocta-2,4-dienyl]butanamide | |
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31-O-[6-deoxy-4-O-(6-deoxy-2,4-di-O-methyl-a-L-mannopyranosyl)-3-O-methyl-b-D-allopyranosyl]-1-methylmocimycin | |
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Evidence of use in third world countries | |
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Pale yellow solid |
Formulations |
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1000 | 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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Neutral media: 232nm, 327nm | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Environmental exposure possible via the faeces and urine of treated livestock |
Degradation |
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11.5 | R3 R = Peer reviewed scientific publications 5% faeces in soil mix 20°C3 = Unverified data of known source |
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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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92.8 | 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 |
Non-mobile | |||||||
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5262 | ||||||||||
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0.93 | ||||||||||
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USEPA data Kf range 8.34-294 mL g⁻¹, Kfoc range 575.5-11017 mL g⁻¹, 1/n range 0.787-1.05, Soils=4 | ||||||||||
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Fate indices |
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Known soil and groundwater metabolites |
None
Other known metabolites |
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efrotomycin B | - | Pig (Stomach) | - |
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Terrestrial ecotoxicology |
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> 7500 | 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 ) Rat3 = Unverified data of known source |
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> 1000 | 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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Aquatic ecotoxicology |
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> 100 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Salmo gairdneri5 = Verified data used for regulatory purposes |
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180 | 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 magna3 = Unverified data of known source |
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31 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Daphnia magna5 = Verified data used for regulatory purposes |
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General |
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High (class III) | - | - | ||||||||
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> 7500 | 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 ) Rat3 = Unverified data of known source |
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Subcutaneous LD₅₀ > 2000 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Largely metabolised and excreted via urine | R3 R = Peer reviewed scientific publications 3 = Unverified data of known source |
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Health issues |
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May cause diarrhoea |
Handling issues |
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No information available | |||
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Not listed (Not listed) | |||
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efrotomycin | ||
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efrotomycine | ||
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efrotomicina | ||
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Record last updated: | 29/01/2024 |
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 |