Dihydrostreptomycin (BioDeep_00000003448)

   

Chemicals and Drugs Antibiotics


代谢物信息卡片


1,1-[4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)hexopyranosyl]-3-C-(hydroxymethyl)pentofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine

化学式: C21H41N7O12 (583.2813066000001)
中文名称: 双氢链霉素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O
InChI: InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1

描述信息

S - Sensory organs > S01 - Ophthalmologicals > S01A - Antiinfectives > S01AA - Antibiotics
C784 - Protein Synthesis Inhibitor > C2363 - Aminoglycoside Antibiotic
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
C254 - Anti-Infective Agent > C258 - Antibiotic
Origin: Microbe, Glycosides, Aminoglycosides
KEIO_ID D108; [MS2] KO008925
KEIO_ID D108

同义名列表

3 个代谢物同义名

Dihydrostreptomycin; 1,1-[4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)hexopyranosyl]-3-C-(hydroxymethyl)pentofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine; Dihydrostreptomycine



数据库引用编号

30 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)

1 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

  • Jiali Jiang, Pengjie Luo, Jinxuan Liang, Xing Shen, Hongtao Lei, Xiangmei Li. A highly sensitive and quantitative time resolved fluorescent microspheres lateral flow immunoassay for streptomycin and dihydrostreptomycin in milk, honey, muscle, liver, and kidney. Analytica chimica acta. 2022 Feb; 1192(?):339360. doi: 10.1016/j.aca.2021.339360. [PMID: 35057954]
  • Anton Kovacik, Eva Tvrda, Tomas Jambor, Diana Fulopova, Eva Kovacikova, Lukas Hleba, Łukasz M Kołodziejczyk, Miroslava Hlebova, Agnieszka Gren, Peter Massanyi. Cytotoxic effect of aminoglycoside antibiotics on the mammalian cell lines. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2021; 56(1):1-8. doi: 10.1080/10934529.2020.1830653. [PMID: 33040680]
  • Masaru Usui, Takahiro Shirakawa, Akira Fukuda, Yutaka Tamura. The Role of Flies in Disseminating Plasmids with Antimicrobial-Resistance Genes Between Farms. Microbial drug resistance (Larchmont, N.Y.). 2015 Oct; 21(5):562-9. doi: 10.1089/mdr.2015.0033. [PMID: 26061440]
  • Yanfei Tao, Dongmei Chen, Huan Yu, Lingli Huang, Zhaoying Liu, Xiaoqin Cao, Caixia Yan, Yuanhu Pan, Zhenli Liu, Zonghui Yuan. Simultaneous determination of 15 aminoglycoside(s) residues in animal derived foods by automated solid-phase extraction and liquid chromatography-tandem mass spectrometry. Food chemistry. 2012 Nov; 135(2):676-83. doi: 10.1016/j.foodchem.2012.04.086. [PMID: 22868145]
  • Y Sasaki, A Ikeda, K Ishikawa, M Murakami, M Kusukawa, T Asai, Y Yamada. Prevalence and antimicrobial susceptibility of Salmonella in Japanese broiler flocks. Epidemiology and infection. 2012 Nov; 140(11):2074-81. doi: 10.1017/s0950268812000039. [PMID: 22281015]
  • Praveen Kumar, Antoni Rúbies, Ramon Companyó, Francesc Centrich. Determination of aminoglycoside residues in kidney and honey samples by hydrophilic interaction chromatography-tandem mass spectrometry. Journal of separation science. 2012 Oct; 35(20):2710-7. doi: 10.1002/jssc.201200344. [PMID: 23065931]
  • M Ozawa, K Makita, Y Tamura, T Asai. Associations of antimicrobial use with antimicrobial resistance in Campylobacter coli from grow-finish pigs in Japan. Preventive veterinary medicine. 2012 Oct; 106(3-4):295-300. doi: 10.1016/j.prevetmed.2012.03.013. [PMID: 22521447]
  • G Martins, F Z Brandão, C Hamond, M Medeiros, W Lilenbaum. Diagnosis and control of an outbreak of leptospirosis in goats with reproductive failure. Veterinary journal (London, England : 1997). 2012 Aug; 193(2):600-1. doi: 10.1016/j.tvjl.2012.01.016. [PMID: 22365844]
  • Kerstin de Verdier, Ann Nyman, Christina Greko, Björn Bengtsson. Antimicrobial resistance and virulence factors in Escherichia coli from Swedish dairy calves. Acta veterinaria Scandinavica. 2012 Jan; 54(?):2. doi: 10.1186/1751-0147-54-2. [PMID: 22280887]
  • C K V Nonaka, A M G Oliveira, C R Paiva, M P Almeida, C P Rezende, C G O Moraes, B G Botelho, L F Souza, P G Dias. Occurrence of antimicrobial residues in Brazilian food animals in 2008 and 2009. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2012; 29(4):526-34. doi: 10.1080/19440049.2011.625649. [PMID: 22129165]
  • Yumiko Okada, Akiko Okutani, Hodaka Suzuki, Hiroshi Asakura, Shuko Monden, Akiko Nakama, Tsutomu Maruyama, Shizunobu Igimi. Antimicrobial susceptibilities of Listeria monocytogenes isolated in Japan. The Journal of veterinary medical science. 2011 Dec; 73(12):1681-4. doi: 10.1292/jvms.11-0051. [PMID: 21836384]
  • Kazuki Harada, Erika Morimoto, Yasushi Kataoka, Toshio Takahashi. Clonal spread of antimicrobial-resistant Escherichia coli isolates among pups in two kennels. Acta veterinaria Scandinavica. 2011 Feb; 53(?):11. doi: 10.1186/1751-0147-53-11. [PMID: 21324209]
  • Gyan P Mishra, Mahuya Bagui, Viral Tamboli, Ashim K Mitra. Recent applications of liposomes in ophthalmic drug delivery. Journal of drug delivery. 2011; 2011(?):863734. doi: 10.1155/2011/863734. [PMID: 21490757]
  • T Karasawa, Q Wang, L L David, P S Steyger. CLIMP-63 is a gentamicin-binding protein that is involved in drug-induced cytotoxicity. Cell death & disease. 2010 Nov; 1(?):e102. doi: 10.1038/cddis.2010.80. [PMID: 21368867]
  • Jian-xiang Wu, Shao-en Zhang, Xue-ping Zhou. Monoclonal antibody-based ELISA and colloidal gold-based immunochromatographic assay for streptomycin residue detection in milk and swine urine. Journal of Zhejiang University. Science. B. 2010 Jan; 11(1):52-60. doi: 10.1631/jzus.b0900215. [PMID: 20043352]
  • Kanako Ishihara, Toshio Takahashi, Ayako Morioka, Akemi Kojima, Mayumi Kijima, Tetsuo Asai, Yutaka Tamura. National surveillance of Salmonella enterica in food-producing animals in Japan. Acta veterinaria Scandinavica. 2009 Aug; 51(?):35. doi: 10.1186/1751-0147-51-35. [PMID: 19703311]
  • R Ishii, M Horie, W Chan, J MacNeil. Multi-residue quantitation of aminoglycoside antibiotics in kidney and meat by liquid chromatography with tandem mass spectrometry. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2008 Dec; 25(12):1509-19. doi: 10.1080/02652030802189740. [PMID: 19680860]
  • Yves Babin, Serge Fortier. A high-throughput analytical method for determination of aminoglycosides in veal tissues by liquid chromatography/tandem mass spectrometry with automated cleanup. Journal of AOAC International. 2007 Sep; 90(5):1418-26. doi: 10.1093/jaoac/90.5.1418. [PMID: 17955988]
  • Marc Cherlet, Siegrid De Baere, Patrick De Backer. Quantitative determination of dihydrostreptomycin in bovine tissues and milk by liquid chromatography-electrospray ionization-tandem mass spectrometry. Journal of mass spectrometry : JMS. 2007 May; 42(5):647-56. doi: 10.1002/jms.1194. [PMID: 17441221]
  • Artemis K Sarri, Nikolaos C Megoulas, Michael A Koupparis. Development of a novel method based on liquid chromatography-evaporative light scattering detection for the direct determination of streptomycin and dihydrostreptomycin in raw materials, pharmaceutical formulations, culture media and plasma. Journal of chromatography. A. 2006 Jul; 1122(1-2):275-8. doi: 10.1016/j.chroma.2006.06.001. [PMID: 16806244]
  • Toshio Takahashi, Tetsuo Asai, Akemi Kojima, Kazuki Harada, Kanako Ishihara, Ayako Morioka, Mayumi Kijima, Yutaka Tamura. [Present situation of national surveillance of antimicrobial resistance in bacteria isolated from farm animals in Japan and correspondence to the issue]. Kansenshogaku zasshi. The Journal of the Japanese Association for Infectious Diseases. 2006 May; 80(3):185-95. doi: 10.11150/kansenshogakuzasshi1970.80.185. [PMID: 16780124]
  • Ramadan A Abuknesha, Connie Luk. Enzyme immunoassays for the analysis of streptomycin in milk, serum and water: development and assessment of a polyclonal antiserum and assay procedures using novel streptomycin derivatives. The Analyst. 2005 Jun; 130(6):964-70. doi: 10.1039/b418107g. [PMID: 15912247]
  • Maria Elena Dell'Aquila, Maud Caillaud, Filippo Maritato, Alain Martoriati, Nadine Gérard, Giulio Aiudi, Paolo Minoia, Ghylène Goudet. Cumulus expansion, nuclear maturation and connexin 43, cyclooxygenase-2 and FSH receptor mRNA expression in equine cumulus-oocyte complexes cultured in vitro in the presence of FSH and precursors for hyaluronic acid synthesis. Reproductive biology and endocrinology : RB&E. 2004 Jun; 2(?):44. doi: 10.1186/1477-7827-2-44. [PMID: 15212696]
  • Mayumi Kijima-Tanaka, Kanako Ishihara, Ayako Morioka, Akemi Kojima, Tomoko Ohzono, Kaori Ogikubo, Toshio Takahashi, Yutaka Tamura. A national surveillance of antimicrobial resistance in Escherichia coli isolated from food-producing animals in Japan. The Journal of antimicrobial chemotherapy. 2003 Feb; 51(2):447-51. doi: 10.1093/jac/dkg014. [PMID: 12562721]
  • Anna-Liisa Myllyniemi, Hannu Sipilä, Lasse Nuotio, Anneli Niemi, Tuula Honkanen-Buzalski. An indirect conductimetric screening method for the detection of antibiotic residues in bovine kidneys. The Analyst. 2002 Sep; 127(9):1247-51. doi: 10.1039/b204175h. [PMID: 12375852]
  • J P Ferguson, G A Baxter, J D G McEvoy, S Stead, E Rawlings, M Sharman. Detection of streptomycin and dihydrostreptomycin residues in milk, honey and meat samples using an optical biosensor. The Analyst. 2002 Jul; 127(7):951-6. doi: 10.1039/b200757f. [PMID: 12173656]
  • J Meyer, A F Mack, A W Gummer. Pronounced infracuticular endocytosis in mammalian outer hair cells. Hearing research. 2001 Nov; 161(1-2):10-22. doi: 10.1016/s0378-5955(01)00338-0. [PMID: 11744276]
  • D P Alt, R L Zuerner, C A Bolin. Evaluation of antibiotics for treatment of cattle infected with Leptospira borgpetersenii serovar hardjo. Journal of the American Veterinary Medical Association. 2001 Sep; 219(5):636-9. doi: 10.2460/javma.2001.219.636. [PMID: 11549093]
  • H Abbasi, K E Hellenäs. Modified determination of dihydrostreptomycin in kidney, muscle and milk by HPLC. The Analyst. 1998 Dec; 123(12):2725-7. doi: 10.1039/a804910f. [PMID: 10435332]
  • C R Smith, B G Corney, M R McGowan, C S McClintock, W Ward, P J Ketterer. Amoxycillin as an alternative to dihydrostreptomycin sulphate for treating cattle infected with Leptospira borgpetersenii serovar hardjo. Australian veterinary journal. 1997 Nov; 75(11):818-21. doi: 10.1111/j.1751-0813.1997.tb15661.x. [PMID: 9404617]
  • K Groen, D J Mevius, D P Pereboom-De-Fauw, A J DeNeeling, A G Vulto. Bioequivalence study in calves of three commercial penicillin/dihydrostreptomycin fixed combination products for intramuscular injection. Journal of veterinary pharmacology and therapeutics. 1996 Oct; 19(5):370-5. doi: 10.1111/j.1365-2885.1996.tb00066.x. [PMID: 8905571]
  • K Groen, D P Pereboom-De Fauw, A Van Veen-Rutgers, A G Vulto, A J De Neeling. Bioavailability in the rabbit of penicillin and dihydrostreptomycin from three commercial penicillin/aminoglycoside fixed combination products for intramuscular injection. Journal of veterinary pharmacology and therapeutics. 1996 Oct; 19(5):364-9. doi: 10.1111/j.1365-2885.1996.tb00065.x. [PMID: 8905570]
  • D N Furness, C M Hackney, D J Benos. The binding site on cochlear stereocilia for antisera raised against renal Na+ channels is blocked by amiloride and dihydrostreptomycin. Hearing research. 1996 Apr; 93(1-2):136-46. doi: 10.1016/0378-5955(95)00224-3. [PMID: 8735075]
  • M J Gerritsen, M J Koopmans, T C Dekker, M C De Jong, A Moerman, T Olyhoek. Effective treatment with dihydrostreptomycin of naturally infected cows shedding Leptospira interrogans serovar hardjo subtype hardjobovis. American journal of veterinary research. 1994 Mar; 55(3):339-43. doi: . [PMID: 7514850]
  • G C Gerhardt, C D Salisbury, J D MacNeil. Determination of streptomycin and dihydrostreptomycin in animal tissue by on-line sample enrichment liquid chromatography. Journal of AOAC International. 1994 Mar; 77(2):334-7. doi: NULL. [PMID: 7515295]
  • O F Mutlu. [The pharmacokinetics of dihydrostreptomycin sulfate in domestic pigeons (Columba livia Gmel., 1789 var. domestica)]. Tierarztliche Praxis. 1990 Aug; 18(4):377-81. doi: NULL. [PMID: 1699297]
  • W C Stebbins, D B Moody, J E Hawkins, L G Johnsson, M A Norat. The species-specific nature of the ototoxicity of dihydrostreptomycin in the patas monkey. Neurotoxicology. 1987; 8(1):33-44. doi: . [PMID: 2436117]
  • R Campos, P Fardella, M E Bravo. [Characterization of the action of aminoglycosides in tissue fluids]. Revista medica de Chile. 1986 Aug; 114(8):777-87. doi: NULL. [PMID: 2437632]
  • M Nilsson Tammela, H Tjälve. Whole-body autoradiography of [3H]dihydrostreptomycin in guinea pigs and rats: the labelling of the inner ear in relation to other tissues. Acta oto-laryngologica. 1986 Mar; 101(3-4):247-56. doi: 10.3109/00016488609132834. [PMID: 2422870]
  • G A Ladigina, M A Vladimirsky. The comparative pharmacokinetics of 3H-dihydrostreptomycin in solution and liposomal form in normal and Mycobacterium tuberculosis infected mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 1986; 40(10):416-20. doi: . [PMID: 2437978]
  • W A Ellis, J Montgomery, J A Cassells. Dihydrostreptomycin treatment of bovine carriers of Leptospira interrogans serovar hardjo. Research in veterinary science. 1985 Nov; 39(3):292-5. doi: . [PMID: 2417297]
  • N Kurosawa, S Kuribayashi, E Owada, K Ito, M Nioka, M Arakawa, R Fukuda. Determination of streptomycin in serum by high-performance liquid chromatography. Journal of chromatography. 1985 Oct; 343(2):379-85. doi: 10.1016/s0378-4347(00)84606-x. [PMID: 2415546]
  • A Franklin, H Olof, M H Rantzien, G Aström. Effect of procaine benzylpenicillin alone or in combination with dihydrostreptomycin on udder pathogens in vitro and in experimentally infected bovine udders. American journal of veterinary research. 1984 Jul; 45(7):1398-402. doi: . [PMID: 24049906]
  • M A Vladimirskiĭ, G A Ladygina, V M Stepanov. [Pharmacokinetics of dihydrostreptomycin, after intravenous administration as a liposomal preparation, in the blood serum and tissues of intact mice and those with generalized tuberculosis]. Antibiotiki. 1984 Apr; 29(4):282-5. doi: . [PMID: 6204583]
  • K L MacMillan, G F Duirs, D M Duganzich. Associations between dry cow therapy, clinical mastitis, and somatic cell count score with milk and fat production in ten New Zealand dairy herds. Journal of dairy science. 1983 Feb; 66(2):259-65. doi: 10.3168/jds.s0022-0302(83)81785-8. [PMID: 6187787]
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