Carbetocin |
Last updated: 12/01/2024 |
(Also known as: duratocin; depotocin) |
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A synthetic analogue of the posterior pituitary lobe hormone oxytocin | |
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Current | |
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1964, developed | |
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Used to facilitate partutition in a range of animals | |
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Pigs; Cattle; Sheep; Goats |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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Isomeric | |
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C₄₅H₆₉N₁₁O₁₂S | |
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CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSCCCC(=O)NC(C(=O)N1)CC2=CC=C(C=C2)OC)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N | |
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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](CSCCCC(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)OC)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N | |
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NSTRIRCPWQHTIA-DTRKZRJBSA-N | |
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InChI=1S/C45H69N11O12S/c1-6-25(4)38-44(67)50-28(15-16-34(46)58)40(63)51-30(21-35(47)59)41(64)53-31(23-69-18-8-10-37(61)55(5)33(43(66)54-38)20-26-11-13-27(57)14-12-26)45(68)56-17-7-9-32(56)42(65)52-29(19-24(2)3)39(62)49-22-36(48)60/h11-14,24-25,28-33,38,57H,6-10,15-23H2,1-5H3,(H2,46,58)(H2,47,59)(H2,48,60)(H,49,62)(H,50,67)(H,51,63)(H,52,65)(H,53,64)(H,54,66)/t25-,28-,29-,30-,31-,32-,33-,38-/m0/s1 | |
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Yes |
General status |
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Uterine stimulant, Antihemorrhagic, Synthetic hormone, Oxytocic | |
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Unclassified substance | |
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Synthetic | |
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Binds to oxytocin receptors and stimulates activity | |
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[Oxytocin receptor, Agonist] | |
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37025-55-1 | |
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253-312-6 | |
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16681432 | |
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Systemic hormone preparations excluding sex hormones & insulins: Systemic hormonal preparations, excl. sex hormones | |
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QH01BB03 | |
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No | |
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Allowed substance (Table 1: All mammalian food producing species) | |
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988.16 | |
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(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-1-[(3R,6S,9S,12S,15S)-6-(2-amino-2-oxoethyl)-9-(3-amino-3-oxopropyl)-12-[(2S)-butan-2-yl]-15-[(4-methoxyphenyl)methyl]-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentazacycloicosane-3-carbonyl]pyrrolidine-2-carboxamide | |
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1-butanoic acid-2-(O-methyl-L-tyrosine)-1-carbaoxytocin | |
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Solid |
Formulations |
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Reprocine 0.07 mg/ml solution for injection for cattle and pigs | Vetoquinol UK Ltd | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
Hypophysin LA solution for injection | Veyx-Pharma GmbH | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
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Formulated as a solution for injection |
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Literature quotes DT₅₀ 9.7-26.9 days | ||||||||||
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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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Mobile | |||||||
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43.7 | ||||||||||
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Literature Koc values range 38-56 mL g⁻¹ | ||||||||||
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Fate indices |
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Known metabolites |
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Terrestrial ecotoxicology |
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Aquatic ecotoxicology |
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> 39.1 | 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 ) Pseudokirchneriella subcapitata4 = Verified data |
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General |
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Undergoes a biphasic elimination, with a terminal elimination half-life of about 40 minutes. Less than 1% of a dose is excreted unchanged by the kidney. Carbetocin is distributed into breast milk. | 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 abdominal pain, anemia, hypotension or tachycardia Causes a range of physiological symptoms |
Handling issues |
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No information available | |||
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Not listed (Not listed) | |||
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carbetocin | ||
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carbetocine | ||
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carbetocino | ||
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Record last updated: | 12/01/2024 |
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 |