Bacitracin zinc |
Last updated: 16/02/2024 |
(Not known by any other names) |
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A broad spectrum antibiotic used primarily against gram-positive infections often in combination with other antibacterial compounds such as tetracyclin or prednisolone | |
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Considered obsolete but may be available in some countries | |
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1945, isolated | |
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Used to treart mastitis in lactating cows. Sometimes used as a growth promotor but now banned in many countries. | |
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Meat poultry; Pigs; Sheep; Cattle; Rabbits |
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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C₆₆H₁₀₁N₁₇O₁₆SZn | |
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CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)N1)CCCN)NC(=O)C(C(C)CC)NC(=O)C(CCC(=O)[O-])NC(=O)C(CC(C)C)NC(=O)C2CSC(=N2)C(C(C)CC)N)CC(=O)N)CC(=O)[O-])CC3=CN=CN3)CC4=CC=CC=C4.[Zn+2] | |
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CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N[C@@H](C(=O)N1)CCCN)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CCC(=O)[O-])NC(=O)[C@H](CC(C)C)NC(=O)C2CSC(=N2)C(C(C)CC)N)CC(=O)N)CC(=O)[O-])CC3=CN=CN3)CC4=CC=CC=C4.[Zn+2] | |
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UCRLQOPRDMGYOA-FCHFGNCGSA-L | |
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InChI=1S/C66H103N17O16S.Zn/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90;/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88);/q;+2/p-2/t35?,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48?,52?,53-,54-;/m0./s1 | |
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Yes |
General status |
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Medicinal drug, Antibiotic, Antibacterial, Antimicrobial, Medicated feed additive, Growth promotor | |
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Polypeptide complex | |
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Natural | |
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Inhibits the biosynthesis of bacterium cell wall | |
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[C55-isoprenyl pyrophosphate, Antagonist], [Insulin-degrading enzyme, Antagonist]; [Alpha-2-macroglobulin, Antagonist] | |
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1405-89-6 | |
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215-787-8 · | |
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16219032 | |
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Alimentary tract & metabolism: Intestinal anti-infective | |
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QA07AA93 | |
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No | |
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Allowed substance (Table 1: Bovine, Rabbit) | |
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1486.1 | |
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zinc;(4R)-4-[[(2S)-2-[[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2S,3S)-1-[[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-6-(carboxylatomethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoate | |
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Banned in EU as growth promotor; Not approved as feed additive in EU | |
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Formulations |
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Usually formulated as a medicated feed premix |
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Bacitracin has been identified in poultry manure and litter and so may be transferred to soils if spread. However, data suggests it rapidly degrades. |
Degradation |
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4.5 | 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 ) USEPA data - DT₅₀ in chicken litter 2-7 days; Degradation in pig faeces DT₅₀ <2.0 days3 = 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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Fate indices |
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Known soil and groundwater metabolites |
None
Other known metabolites |
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desamidobasitracin | - | Chickens; Pigs | - |
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Terrestrial ecotoxicology |
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> 3751 | 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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Aquatic ecotoxicology |
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74.0 | R4 R = Peer reviewed scientific publications Salmo gairdneri4 = Verified data |
Moderate | ||||||||
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34.0 | R4 R = Peer reviewed scientific publications Daphnia magna4 = Verified data |
Moderate | ||||||||
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> 1.0 | R4 R = Peer reviewed scientific publications Chlorella ellipsoidea4 = Verified data |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 3751 | 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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Poisonous by intraperitoneal and intravenous routes | ||||||||||
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Some slight metabolism. Almost all of dose given orally is excreted in the urine within 24 hr. | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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Health issues |
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May cause contact dermititis or skin sensitisation May cause gastrointestinal problems May cause delayed hypersensitivity |
Handling issues |
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No information available | |||
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Health: H315, H317, H319, H335 Environment: H412 |
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Not listed (Not listed) | |||
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bacitracin zinc | ||
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Record last updated: | 16/02/2024 |
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 |