Doramectin (BioDeep_00000272303)

   

natural product Chemicals and Drugs


代谢物信息卡片


(1R,2R,3S,4S,6S,8R,10E,12S,13S,14E,16E,20R,21R,24S)-2-Cyclohexyl-21,24-dihydroxy-12-[(2R,4S,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11,13,22-tetramethylspiro[2,3-dihydropyran-6,6-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2-one

化学式: C50H74O14 (898.5078)
中文名称: 多拉菌素
谱图信息: 最多检出来源 Escherichia coli(natural_products) 58.33%

分子结构信息

SMILES: CC1C=CC=C2COC3C2(C(C=C(C3O)C)C(=O)OC4CC(CC=C(C1OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)O)OC)OC)C)OC7(C4)C=CC(C(O7)C8CCCCC8)C)O
InChI: InChI=1S/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+

描述信息

D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
D002491 - Central Nervous System Agents > D000927 - Anticonvulsants
D010575 - Pesticides > D007306 - Insecticides
D016573 - Agrochemicals
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent
Doramectin is a derivative of Ivermectin (HY-15310). Doramectin is a potent antiparasitic antibiotic. Doramectin is an active compound against S.mansoni in an NMRI mouse infection model[1][2][3].

同义名列表

3 个代谢物同义名

(1R,2R,3S,4S,6S,8R,10E,12S,13S,14E,16E,20R,21R,24S)-2-Cyclohexyl-21,24-dihydroxy-12-[(2R,4S,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11,13,22-tetramethylspiro[2,3-dihydropyran-6,6-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2-one; Doramectin; Pesticide4_Doramectin_C50H74O14_Dectomax



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

8 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Enas Elmeligy, Abdelbaset Abdelbaset, Hanan K Elsayed, Sara A Bayomi, Ahmed Hafez, Ashraf M Abu-Seida, Khaled A S El-Khabaz, Dalia Hassan, Rehab A Ghandour, Arafat Khalphallah. Oxidative stress in Strongylus spp. infected donkeys treated with piperazine citrate versus doramectin. Open veterinary journal. 2021 Apr; 11(2):238-250. doi: 10.5455/ovj.2021.v11.i2.8. [PMID: 34307081]
  • Luiz Fellipe Monteiro Couto, Dina María Beltrán Zapa, Luciana Maffini Heller, Alliny Souza de Assis Cavalcante, João Eduardo Nicaretta, Leonardo Bueno Cruvinel, Marcos Henrique Alcantara Colli, Lorena Lopes Ferreira, Amanda Alencar, Rubens Dias de Melo-Junior, Vando Edesio Soares, Fernando de Almeida Borges, Welber Daniel Zanetti Lopes. Gastrointestinal nematode control programs in yearling Nellore heifers: Analysis of fecal egg counts, weight gain and reproductive indices. Animal reproduction science. 2021 Mar; 226(?):106695. doi: 10.1016/j.anireprosci.2021.106695. [PMID: 33485086]
  • M Larroza, P Soler, C Robles, R Cabrera, M Ballent, C Lanusse, A Lifschitz. Doramectin efficacy against Psoroptes ovis in sheep: Evaluation of pharmacological strategies. Experimental parasitology. 2020 Nov; 218(?):107998. doi: 10.1016/j.exppara.2020.107998. [PMID: 32941889]
  • Domhnall Finch, Henry Schofield, Kevin D Floate, Laura M Kubasiewicz, Fiona Mathews. Implications of Endectocide Residues on the Survival of Aphodiine Dung Beetles: A Meta-Analysis. Environmental toxicology and chemistry. 2020 04; 39(4):863-872. doi: 10.1002/etc.4671. [PMID: 32181912]
  • Charlotte L Kerr, David R Armstrong, Alison J Anderson. Short communication: A practical farm-based trial to compare ewe nematode control strategies in peri-parturient ewes. PloS one. 2020; 15(8):e0236143. doi: 10.1371/journal.pone.0236143. [PMID: 32790679]
  • Qi Zhang, Ping Bai, Cheng Zheng, Yao Cheng, Tao Wang, Xiaoxia Lu. Design, synthesis, insecticidal activity and molecular docking of doramectin derivatives. Bioorganic & medicinal chemistry. 2019 06; 27(12):2387-2396. doi: 10.1016/j.bmc.2018.12.040. [PMID: 30626556]
  • Tiele M Rizzetti, Maiara P de Souza, Osmar D Prestes, Martha B Adaime, Renato Zanella. Optimization of sample preparation by central composite design for multi-class determination of veterinary drugs in bovine muscle, kidney and liver by ultra-high-performance liquid chromatographic-tandem mass spectrometry. Food chemistry. 2018 Apr; 246(?):404-413. doi: 10.1016/j.foodchem.2017.11.049. [PMID: 29291865]
  • Jianguo Zhao, Qian Han, Chenghong Liao, Jinhua Wang, Lili Wu, Qun Liu, David S Lindsay. Effects of In Vivo and In Vitro Treatment of Ascaris suum Eggs with Anthelmintic Agents on Embryonation and Infectivity for Mice. The Journal of parasitology. 2017 10; 103(5):598-601. doi: 10.1645/17-21. [PMID: 28590167]
  • Fernanda Ramos, Luiza Pires Portella, Fernando de Souza Rodrigues, Caroline Zamperete Reginato, Luciana Pötter, Alfredo Skrebsky Cezar, Luís Antônio Sangioni, Fernanda Silveira Flores Vogel. Anthelmintic resistance in gastrointestinal nematodes of beef cattle in the state of Rio Grande do Sul, Brazil. International journal for parasitology. Drugs and drug resistance. 2016 Apr; 6(1):93-101. doi: 10.1016/j.ijpddr.2016.02.002. [PMID: 27054068]
  • Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor. Scientific reports. 2014 Sep; 4(?):6437. doi: 10.1038/srep06437. [PMID: 25257666]
  • Huong Thi Thanh Doan, Jin Hyeong Noh, Young Ha Kim, Mi Sun Yoo, Kondreddy Eswar Reddy, Suk Chan Jung, Seung Won Kang. The efficacy of avermectins (ivermectin, doramectin and abamectin) as treatments for infestation with the tick Haemaphysalis longicornis on rabbits in Korea. Veterinary parasitology. 2013 Dec; 198(3-4):406-9. doi: 10.1016/j.vetpar.2013.09.015. [PMID: 24140165]
  • Beth Wells, Giles T Innocent, Peter D Eckersall, Eilidh McCulloch, Alasdair J Nisbet, Stewart T G Burgess. Two major ruminant acute phase proteins, haptoglobin and serum amyloid A, as serum biomarkers during active sheep scab infestation. Veterinary research. 2013 Oct; 44(?):103. doi: 10.1186/1297-9716-44-103. [PMID: 24176040]
  • Fernando A Borges, Gabriel D Almeida, Rafael P Heckler, Raul T Lemes, Marcel K V Onizuka, Dyego G L Borges. Anthelmintic resistance impact on tropical beef cattle productivity: effect on weight gain of weaned calves. Tropical animal health and production. 2013 Mar; 45(3):723-7. doi: 10.1007/s11250-012-0280-4. [PMID: 23076819]
  • C Sarre, E Claerebout, J Vercruysse, B Levecke, P Geldhof, B Pardon, M Alvinerie, J F Sutra, T Geurden. Doramectin resistance in Haemonchus contortus on an alpaca farm in Belgium. Veterinary parasitology. 2012 Apr; 185(2-4):346-51. doi: 10.1016/j.vetpar.2011.10.003. [PMID: 22035850]
  • J M Sallovitz, P Nejamkin, A L Lifschitz, G L Virkel, F A Imperiale, C E Lanusse. Comparative in vitro characterization of moxidectin and doramectin percutaneous absorption through bovine skin. Journal of veterinary pharmacology and therapeutics. 2012 Apr; 35(2):184-92. doi: 10.1111/j.1365-2885.2011.01302.x. [PMID: 21521238]
  • Ronald B Davey, J Mathews Pound, Jerome A Klavons, Kimberly H Lohmeyer, Jeanne M Freeman, Pia U Olafson. Analysis of doramectin in the serum of repeatedly treated pastured cattle used to predict the probability of cattle fever ticks (Acari: Ixodidae) feeding to repletion. Experimental & applied acarology. 2012 Apr; 56(4):365-74. doi: 10.1007/s10493-012-9525-1. [PMID: 22349982]
  • Megan L Fritz, Edward D Walker, James R Miller. Lethal and sublethal effects of avermectin/milbemycin parasiticides on the African malaria vector, Anopheles arabiensis. Journal of medical entomology. 2012 Mar; 49(2):326-31. doi: 10.1603/me11098. [PMID: 22493850]
  • Bert E Stromberg, Louis C Gasbarre, Audie Waite, David T Bechtol, Michael S Brown, Nicholas A Robinson, Erik J Olson, Harold Newcomb. Cooperia punctata: effect on cattle productivity?. Veterinary parasitology. 2012 Feb; 183(3-4):284-91. doi: 10.1016/j.vetpar.2011.07.030. [PMID: 21821358]
  • María Del Mar Gil-Díaz, Araceli Pérez-Sanz, Margarita Martín, Maria Carmen Lobo. Potential diffusion of doramectin into a soil amended with female pig manure. A field experiment. Journal of agricultural and food chemistry. 2011 Oct; 59(19):10635-40. doi: 10.1021/jf2020655. [PMID: 21819080]
  • Hamza Avcioglu, Ibrahim Balkaya. A comparison of the efficacy of subcutaneously administered ivermectin, doramectin, and moxidectin against naturally infected Toxocara vitulorum in calves. Tropical animal health and production. 2011 Aug; 43(6):1097-9. doi: 10.1007/s11250-011-9807-3. [PMID: 21350848]
  • Jan Antonić, Iztok Grabnar, Luka Milčinski, Andrej Skibin, Adica Süssinger, Milan Pogačnik, Vesna Cerkvenik-Flajs. Influence of P-glycoprotein inhibition on secretion of ivermectin and doramectin by milk in lactating sheep. Veterinary parasitology. 2011 Jun; 179(1-3):159-66. doi: 10.1016/j.vetpar.2011.03.002. [PMID: 21466921]
  • Rubén Pérez, Cristina Palma, Ignacio Cabezas, Luis Rubilar, Margarita Arboix. The influence of gastrointestinal parasitism on fecal elimination of doramectin, in lambs. Ecotoxicology and environmental safety. 2010 Nov; 73(8):2017-21. doi: 10.1016/j.ecoenv.2010.08.010. [PMID: 20828822]
  • Ginger L Takle, Wm Kirk Suedmeyer, James W Mertins, Michael M Garner. Generalized demodecosis in three sibling, juvenile rock hyraxes (Procavia capensis). Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2010 Sep; 41(3):496-502. doi: 10.1638/2009-0108.1. [PMID: 20945649]
  • R Pérez, C Godoy, C Palma, L Muñoz, M Arboix, M Alvinerie. Plasma disposition and fecal elimination of doramectin after oral or intramuscular administration in horses. Veterinary parasitology. 2010 May; 170(1-2):112-9. doi: 10.1016/j.vetpar.2010.01.038. [PMID: 20197212]
  • C Gokbulut, A Biligili, A Kart, C Turgut. Plasma dispositions of ivermectin, doramectin and moxidectin following subcutaneous administration in rabbits. Laboratory animals. 2010 Apr; 44(2):138-42. doi: 10.1258/la.2009.009053. [PMID: 19959569]
  • Tina Virant Celestina, Lucija Kolar, Ivan Gobec, Jernej Kuzner, Vesna Cerkvenik Flajs, Milan Pogacnik, Nevenka Kozuh Erzen. Factors influencing dissipation of avermectins in sheep faeces. Ecotoxicology and environmental safety. 2010 Jan; 73(1):18-23. doi: 10.1016/j.ecoenv.2009.08.008. [PMID: 19735940]
  • Jianzhong Shen, Na Li, Haiyang Jiang, Jiancheng Li, Qinxiong Rao, Liming Guo, Weimin Shi, Shuangyang Ding. Residue depletion of doramectin in rabbit tissues after subcutaneous administration. Journal of food protection. 2009 Oct; 72(10):2189-94. doi: 10.4315/0362-028x-72.10.2189. [PMID: 19833044]
  • Víctor H Suárez, Adrián L Lifschitz, Juan M Sallovitz, Carlos E Lanusse. Effects of faecal residues of moxidectin and doramectin on the activity of arthropods in cattle dung. Ecotoxicology and environmental safety. 2009 Jul; 72(5):1551-8. doi: 10.1016/j.ecoenv.2007.11.009. [PMID: 18192015]
  • K H Lohmeyer, J A Miller, J M Pound, D D Oehler. Efficacy of eprinomectin and doramectin against Amblyomma americanum (Acari: Ixodidae) on cattle. Journal of economic entomology. 2009 Apr; 102(2):809-14. doi: 10.1603/029.102.0244. [PMID: 19449665]
  • K H Lohmeyer, J A Miller, J M Pound, J A Klavons. A sustained release gel formulation of doramectin for control of lone star ticks (Acari: Ixodidae) and horn flies (Diptera: Muscidae) on cattle. Journal of economic entomology. 2009 Apr; 102(2):804-8. doi: 10.1603/029.102.0243. [PMID: 19449664]
  • T Bengone-Ndong, S Kiki Mvouaka, Y Kane, W A Loudy-Moukédé, L J Panguy, M Alvinerie. A comparative kinetic study of doramectin and moxidectin in zebu Gobra cattle (Bos indicus). Parasitology research. 2008 Nov; 103(6):1465-7. doi: 10.1007/s00436-008-1140-z. [PMID: 18679717]
  • Murat Kanbur, Oznur Atalay, Anil Ica, Gokhan Eraslan, Yucel Cam. The curative and antioxidative efficiency of doramectin and doramectin+vitamin AD3E treatment on Psoroptes cuniculi infestation in rabbits. Research in veterinary science. 2008 Oct; 85(2):291-3. doi: 10.1016/j.rvsc.2007.10.005. [PMID: 18061636]
  • Rubén Pérez, Cristina Palma, Maria José Nuñez, Ignacio Cabezas. Patterns of doramectin tissue residue depletion in parasitized vs nonparasitized lambs. Parasitology research. 2008 Apr; 102(5):1051-7. doi: 10.1007/s00436-008-0874-y. [PMID: 18197418]
  • Lucija Kolar, Nevenka Kozuh Erzen, Lenny Hogerwerf, Cornelis A M van Gestel. Toxicity of abamectin and doramectin to soil invertebrates. Environmental pollution (Barking, Essex : 1987). 2008 Jan; 151(1):182-9. doi: 10.1016/j.envpol.2007.02.011. [PMID: 17434247]
  • K D Floate. Endectocide residues affect insect attraction to dung from treated cattle: implications for toxicity tests. Medical and veterinary entomology. 2007 Dec; 21(4):312-22. doi: 10.1111/j.1365-2915.2007.00702.x. [PMID: 18092969]
  • H Ram, T J Rasool, A K Sharma, H R Meena, S K Singh. Comparative efficacy of different anthelmintics against fenbendazole-resistant nematodes of pashmina goats. Veterinary research communications. 2007 Aug; 31(6):719-23. doi: 10.1007/s11259-007-0021-8. [PMID: 17308986]
  • Fred H M Borgsteede, Daan D Dercksen, René Huijbers. Doramectin and albendazole resistance in sheep in The Netherlands. Veterinary parasitology. 2007 Mar; 144(1-2):180-3. doi: 10.1016/j.vetpar.2006.09.031. [PMID: 17113232]
  • Ronald B Davey, J Allen Miller, John E George, Jerome A Klavons. Efficacy of a single doramectin injection against adult female Boophilus microplus (Acari: Ixodidae) in the final stages of engorgement before detachment. Journal of medical entomology. 2007 Mar; 44(2):277-82. doi: NULL. [PMID: 17427697]
  • V Y Cirak, E Güleğen, F Yildirim, M Durmaz. A field study on the efficacy of doramectin against strongyles and its egg reappearance period in horses. DTW. Deutsche tierarztliche Wochenschrift. 2007 Feb; 114(2):64-6. doi: NULL. [PMID: 17341022]
  • Rubén Pérez, Cristina Palma, Marcia Araneda, Ignacio Cabezas, Luis Rubilar, Margarita Arboix. Gastrointestinal parasitism reduces the plasma availability of doramectin in lambs. Veterinary journal (London, England : 1997). 2007 Jan; 173(1):167-73. doi: 10.1016/j.tvjl.2005.08.010. [PMID: 16253529]
  • S E Ives, T A Yazwinski, C A Tucker. Fecal egg count reductions and performance effect of Dectomax, Cydectin, and Cydectin plus Synanthic as used in feedlot steers. Veterinary therapeutics : research in applied veterinary medicine. 2007; 8(4):311-7. doi: NULL. [PMID: 18183550]
  • A Larsson, S-O Dimander, A Rydzik, A Uggla, P J Waller, J Höglund. A 3-year field evaluation of pasture rotation and supplementary feeding to control parasite infection in first-season grazing cattle--effects on animal performance. Veterinary parasitology. 2006 Dec; 142(3-4):197-206. doi: 10.1016/j.vetpar.2006.07.017. [PMID: 16971047]
  • Lucija Kolar, Vesna Cerkvenik Flajs, Jernej Kuzner, Irena Marc, Milan Pogacnik, Andrej Bidovec, Cornelis A M van Gestel, Nevenka Kozuh Erzen. Time profile of abamectin and doramectin excretion and degradation in sheep faeces. Environmental pollution (Barking, Essex : 1987). 2006 Nov; 144(1):197-202. doi: 10.1016/j.envpol.2005.12.019. [PMID: 16519977]
  • Michael Löwenstein, Alexandra Ludin, Roman Peschke, Hermann Kahlbacher, Maximilian Schuh. [Sarcoptes scabiei var. suis in a closed pig breeding and fattening herd and control possibilities after treatment]. Berliner und Munchener tierarztliche Wochenschrift. 2006 Jul; 119(7-8):348-54. doi: . [PMID: 17009721]
  • Cengiz Gokbulut, Umit Karademir, Murat Boyacioglu, Quintin A McKellar. Comparative plasma dispositions of ivermectin and doramectin following subcutaneous and oral administration in dogs. Veterinary parasitology. 2006 Feb; 135(3-4):347-54. doi: 10.1016/j.vetpar.2005.10.002. [PMID: 16280198]
  • C Gokbulut, M Boyacioglu, U Karademir. Plasma pharmacokinetics and faecal excretion of ivermectin (Eqvalan paste) and doramectin (Dectomax, 1\%) following oral administration in donkeys. Research in veterinary science. 2005 Dec; 79(3):233-8. doi: 10.1016/j.rvsc.2005.01.002. [PMID: 16054893]
  • J M Sallovitz, A Lifschitz, F Imperiale, G Virkel, J Larghi, C Lanusse. Doramectin concentration profiles in the gastrointestinal tract of topically-treated calves: Influence of animal licking restriction. Veterinary parasitology. 2005 Oct; 133(1):61-70. doi: 10.1016/j.vetpar.2005.05.049. [PMID: 15994007]
  • Nevenka Kozuh Erzen, Lucija Kolar, Vesna Cerkvenik Flajs, Jernej Kuzner, Irena Marc, Milan Pogacnik. Degradation of abamectin and doramectin on sheep grazed pasture. Ecotoxicology (London, England). 2005 Aug; 14(6):627-35. doi: 10.1007/s10646-005-0012-x. [PMID: 16215697]
  • Douglas M de Macedo, Amanda Chaaban, Gonzalo E Moya Borja. [Post-embrionic development of Stomoxys calcitrans (Linnaeus,1758) (Diptera: Muscidae)feed in feces of treated bovines with different avermectins]. Revista brasileira de parasitologia veterinaria = Brazilian journal of veterinary parasitology : Orgao Oficial do Colegio Brasileiro de Parasitologia Veterinaria. 2005 Apr; 14(2):45-50. doi: NULL. [PMID: 16153344]
  • Alain Bousquet-Mélou, Sonia Mercadier, Michel Alvinerie, Pierre-Louis Toutain. Endectocide exchanges between grazing cattle after pour-on administration of doramectin, ivermectin and moxidectin. International journal for parasitology. 2004 Oct; 34(11):1299-307. doi: 10.1016/j.ijpara.2004.08.005. [PMID: 15491592]
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