Milbemycin A3 (BioDeep_00000180947)

   

human metabolite blood metabolite natural product


代谢物信息卡片


21,24-dihydroxy-5,6,11,13,22-pentamethyl-3,7,19-trioxaspiro[oxane-2,6-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10,14,16,22-tetraen-2-one

化学式: C31H44O7 (528.3086874)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C[C@H]2C(=O)O[C@H]3C[C@@H](C/C=C(\C)C[C@@H](C)/C=C/C=C4\CO[C@H]([C@@H]1O)[C@@]42O)O[C@@]1(CC[C@H](C)[C@@H](C)O1)C3
InChI: InChI=1S/C31H44O7/c1-18-7-6-8-23-17-35-28-27(32)21(4)14-26(31(23,28)34)29(33)36-25-15-24(10-9-19(2)13-18)38-30(16-25)12-11-20(3)22(5)37-30/h6-9,14,18,20,22,24-28,32,34H,10-13,15-17H2,1-5H3

描述信息

同义名列表

2 个代谢物同义名

21,24-dihydroxy-5,6,11,13,22-pentamethyl-3,7,19-trioxaspiro[oxane-2,6-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10,14,16,22-tetraen-2-one; Milbemycin A3



数据库引用编号

3 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)

12 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。



文献列表

  • L Laber, C Eichberg, A Zimmerbeutel, R-A Düring, T W Donath. Effects of macrocyclic lactone anthelmintics on seed germination of temperate grassland species. Plant biology (Stuttgart, Germany). 2023 Dec; 25(7):1046-1057. doi: 10.1111/plb.13577. [PMID: 37703534]
  • Lars Laber, Anabell Jandowsky, Kai Frölich, Andre P Heinrich, Rolf-Alexander Düring, Tobias W Donath, Carsten Eichberg. Dose-dependent in vivo effects of formulated moxidectin on seedling emergence of temperate grassland species. The Science of the total environment. 2023 Sep; 905(?):167152. doi: 10.1016/j.scitotenv.2023.167152. [PMID: 37730042]
  • Haiyan Wang, Yuqing Liu, Xu Cheng, Yanyan Zhang, Shanshan Li, Xiangjing Wang, Wensheng Xiang. Titer improvement of milbemycins via coordinating metabolic competition and transcriptional co-activation controlled by Streptomyces antibiotic regulatory protein family regulator in Streptomyces bingchenggensis. Biotechnology and bioengineering. 2022 05; 119(5):1252-1263. doi: 10.1002/bit.28044. [PMID: 35084043]
  • Carsten Eichberg, Alwin M Hartman, Alexandra-Marie Kronenberger, Rolf-Alexander Düring, Tobias W Donath. Temperature moderates impact of formulated moxidectin on seed germination of three temperate grassland species. PloS one. 2022; 17(11):e0277865. doi: 10.1371/journal.pone.0277865. [PMID: 36409735]
  • Yuqing Liu, Haiyan Wang, Shanshan Li, Yanyan Zhang, Xu Cheng, Wensheng Xiang, Xiangjing Wang. Engineering of primary metabolic pathways for titer improvement of milbemycins in Streptomyces bingchenggensis. Applied microbiology and biotechnology. 2021 Mar; 105(5):1875-1887. doi: 10.1007/s00253-021-11164-7. [PMID: 33564920]
  • Xiao-Qian Li, Chang-Wu Yue, Wen-Hui Xu, Yu-Hong Lü, Yan-Jie Huang, Peng Tian, Tie Liu. A milbemycin compound isolated from Streptomyces Sp. FJS31-2 with cytotoxicity and reversal of cisplatin resistance activity in A549/DDP cells. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Aug; 128(?):110322. doi: 10.1016/j.biopha.2020.110322. [PMID: 32505822]
  • Wenxin Xue, Simon Snoeck, Christine Njiru, Emre Inak, Wannes Dermauw, Thomas Van Leeuwen. Geographical distribution and molecular insights into abamectin and milbemectin cross-resistance in European field populations of Tetranychus urticae. Pest management science. 2020 Aug; 76(8):2569-2581. doi: 10.1002/ps.5831. [PMID: 32237053]
  • Julie Swenson, Holly J Haefele, Robert H Poppenga. SUSPECTED MOXIDECTIN TOXICOSIS IN A ROAN ANTELOPE (HIPPOTRAGUS EQUINUS), A SABLE ANTELOPE (HIPPOTRAGUS NIGER), AND AN ARABIAN ORYX (ORYX LEUCORYX) AT A SEMI-FREE RANGE ZOOLOGICAL PARK. Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2020 Jun; 51(2):416-425. doi: 10.1638/2019-0061. [PMID: 32549573]
  • Haiyan Wang, Xu Cheng, Yuqing Liu, Shanshan Li, Yanyan Zhang, Xiangjing Wang, Wensheng Xiang. Improved milbemycin production by engineering two Cytochromes P450 in Streptomyces bingchenggensis. Applied microbiology and biotechnology. 2020 Apr; 104(7):2935-2946. doi: 10.1007/s00253-020-10410-8. [PMID: 32043186]
  • Roger K Prichard, Timothy G Geary. Perspectives on the utility of moxidectin for the control of parasitic nematodes in the face of developing anthelmintic resistance. International journal for parasitology. Drugs and drug resistance. 2019 08; 10(?):69-83. doi: 10.1016/j.ijpddr.2019.06.002. [PMID: 31229910]
  • Valentina M Merola, Paul A Eubig. Toxicology of Avermectins and Milbemycins (Macrocyclic Lactones) and the Role of P-Glycoprotein in Dogs and Cats. The Veterinary clinics of North America. Small animal practice. 2018 Nov; 48(6):991-1012. doi: 10.1016/j.cvsm.2018.07.002. [PMID: 30139545]
  • Hima Gopinath, Manju Aishwarya, Kaliaperumal Karthikeyan. Tackling scabies: novel agents for a neglected disease. International journal of dermatology. 2018 Nov; 57(11):1293-1298. doi: 10.1111/ijd.13999. [PMID: 29663338]
  • Keke Wei, Yuanjie Wu, Lei Li, Weihong Jiang, Jinfeng Hu, Yinhua Lu, Shaoxin Chen. MilR2, a novel TetR family regulator involved in 5-oxomilbemycin A3/A4 biosynthesis in Streptomyces hygroscopicus. Applied microbiology and biotechnology. 2018 Oct; 102(20):8841-8853. doi: 10.1007/s00253-018-9280-2. [PMID: 30121749]
  • Leticia M Mesa, J Hörler, I Lindt, M F Gutiérrez, L Negro, G Mayora, L Montalto, M Ballent, A Lifschitz. Effects of the Antiparasitic Drug Moxidectin in Cattle Dung on Zooplankton and Benthic Invertebrates and its Accumulation in a Water-Sediment System. Archives of environmental contamination and toxicology. 2018 Aug; 75(2):316-326. doi: 10.1007/s00244-018-0539-5. [PMID: 29846763]
  • Yanyan Zhang, Hairong He, Hui Liu, Haiyan Wang, Xiangjing Wang, Wensheng Xiang. Characterization of a pathway-specific activator of milbemycin biosynthesis and improved milbemycin production by its overexpression in Streptomyces bingchenggensis. Microbial cell factories. 2016 Sep; 15(1):152. doi: 10.1186/s12934-016-0552-1. [PMID: 27604457]
  • Carsten Eichberg, Manuel Wohde, Kerstin Müller, Anja Rausch, Christina Scherrmann, Theresa Scheuren, Rolf-Alexander Düring, Tobias W Donath. The Anthelmintic Ingredient Moxidectin Negatively Affects Seed Germination of Three Temperate Grassland Species. PloS one. 2016; 11(11):e0166366. doi: 10.1371/journal.pone.0166366. [PMID: 27846249]
  • Robert W Li, Sitao Wu, Cong-Jun Li, Weizhong Li, Steven G Schroeder. Splice variants and regulatory networks associated with host resistance to the intestinal worm Cooperia oncophora in cattle. Veterinary parasitology. 2015 Jul; 211(3-4):241-50. doi: 10.1016/j.vetpar.2015.05.010. [PMID: 26025321]
  • N Bates, J Chatterton, C Robbins, K Wells, J Hughes, M Stone, A Campbell. Lipid infusion in the management of poisoning: a report of 6 canine cases. The Veterinary record. 2013 Mar; 172(13):339. doi: 10.1136/vr.101036. [PMID: 23423482]
  • 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]
  • Dawn E Crandell, Guy L Weinberg. Moxidectin toxicosis in a puppy successfully treated with intravenous lipids. Journal of veterinary emergency and critical care (San Antonio, Tex. : 2001). 2009 Apr; 19(2):181-6. doi: 10.1111/j.1476-4431.2009.00402.x. [PMID: 19691569]
  • E Lallemand, A Lespine, M Alvinerie, A Bousquet-Melou, P-L Toutain. Estimation of absolute oral bioavailability of moxidectin in dogs using a semi-simultaneous method: influence of lipid co-administration. Journal of veterinary pharmacology and therapeutics. 2007 Oct; 30(5):375-80. doi: 10.1111/j.1365-2885.2007.00878.x. [PMID: 17803727]
  • Anne Lespine, Guillaume Chanoit, Alain Bousquet-Melou, Elodie Lallemand, Firas Mohamad Bassissi, Michel Alvinerie, Pierre-Louis Toutain. Contribution of lymphatic transport to the systemic exposure of orally administered moxidectin in conscious lymph duct-cannulated dogs. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2006 Jan; 27(1):37-43. doi: 10.1016/j.ejps.2005.08.003. [PMID: 16198549]
  • Eduardo C Humeres, Joseph G Morse. Baseline susceptibility of persea mite (Acari: Tetranychidae) to abamectin and milbemectin in avocado groves in Southern California. Experimental & applied acarology. 2005; 36(1-2):51-9. doi: 10.1007/s10493-005-1545-7. [PMID: 16082923]
  • Mohamad Firas Bassissi, Anne Lespine, Michel Alvinerie. Enhancement of oral moxidectin bioavailability in rabbits by lipid co-administration. Parasitology research. 2004 Oct; 94(3):188-92. doi: 10.1007/s00436-004-1192-7. [PMID: 15338286]
  • Takahiro Tsukiyama, Hisaki Kajino, Fumie Kajino, Satoru Furuta, Yoshihisa Tsukamoto, Kazuo Sato, Ayako Kinoshita, Reiji Ichinose, Keiji Tanaka. Synthesis of milbemycins alpha9, alpha10, alpha11, alpha12, alpha14, alpha15, alpha20, alpha21, alpha22, alpha23, alpha26, alpha27, delta(2,3),delta(4,26)-milbemycins A3, A4 from milbemycins A3, A4, and their acaricidal activities. The Journal of antibiotics. 2002 Nov; 55(11):993-1003. doi: 10.7164/antibiotics.55.993. [PMID: 12546420]
  • Takahiro Tsukiyama, Ayako Kinoshita, Reiji Ichinose, Kazuo Sato. Synthesis of milbemycins beta9 and beta10 from milbemycins A3 and A4 and their biological activities. Bioscience, biotechnology, and biochemistry. 2002 Jun; 66(6):1407-11. doi: 10.1271/bbb.66.1407. [PMID: 12162570]