Thiostrepton |
Last updated: 13/01/2024 |
(Also known as: alaninamide; thiactin; bryamycin) |
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A protein synthesis-inhibiting antibiotic active against gram-positive bacteria | |
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Current | |
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1955, discovered | |
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Has a variety of uses including mastitis and to treat a wide variety of cutaneous disorders | |
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Dogs; Cats; Cattle |
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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C₇₂H₈₅N₁₉O₁₈S₅ | |
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CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C | |
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CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NC(=C)C(=O)N[C@H](C(=O)N[C@]23CCC(=N[C@@H]2C4=CSC(=N4)[C@H]([C@H](OC(=O)C5=NC6=C(C=C[C@H]([C@@H]6O)N1)C(=C5)[C@H](C)O)C)NC(=O)C7=CSC(=N7)[C@@H](NC(=O)[C@H]8CSC(=N8)/C(=C/C)/NC(=O)[C@@H](NC(=O)C9=CSC3=N9)[C@@H](C)O)[C@@](C)([C@@H](C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C | |
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NSFFHOGKXHRQEW-AIHSUZKVSA-N | |
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InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47-,48-,49-,51-,52+,53+,71+,72+/m0/s1 | |
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Yes |
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Common Name | Relationship | Link |
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thiostrepton | - |
General status |
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Medicinal drug: antibiotic | |
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Cyclic oligopeptide | |
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Natural | |
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Inhibits bacterial protein biosynthesis by acting on the elongation factor Tu | |
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[Protein translation, Inhibitor] | |
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1393-48-2 | |
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215-734-9 | |
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None allocated | |
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1664.83 | |
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8-hydroxy-4-(1-hydroxyethyl)quinoline-2-carboxylic Acid | |
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White powder |
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Often formulated as complex ointments in combination with neomycin, nystatin and topical steroids |
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10000 | E3 E = Manufacturers safety data sheets DMSO3 = Unverified data of known source |
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246 | Q3 Q = Miscellaneous data from online sources 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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Soil adsorption and mobility |
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Fate indices |
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Known metabolites |
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Terrestrial ecotoxicology |
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> 1000 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Aquatic ecotoxicology |
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General |
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> 1000 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Intraperitoneal LD₅₀ = 2000 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Intravenous LD₅₀ = 41 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Both parent and metabolite compounds are excreted in the bile | R3 R = Peer reviewed scientific publications 3 = Unverified data of known source |
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Health issues |
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Harmful if swallowed, in contact with skin or if inhaled |
Handling issues |
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Will emit toxic fumes when heated to decomposition Incompatible with strong oxidising agents and strong acids |
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Not listed (Not listed) | |||
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None allocated | |||
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thiostrepton | ||
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Record last updated: | 13/01/2024 |
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 |