Demeclocycline (BioDeep_00000020301)

   

human metabolite blood metabolite Chemicals and Drugs Antibiotics


代谢物信息卡片


[4S-(4alpha,4Aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide

化学式: C21H21ClN2O8 (464.0986376)
中文名称: 地美环素
谱图信息: 最多检出来源 Homo sapiens(blood) 50%

分子结构信息

SMILES: CN(C)C1C(O)=C(C(=N)O)C(=O)C2(O)C(O)=C3C(=O)c4c(O)ccc(Cl)c4C(O)C3CC12
InChI: InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1

描述信息

Demeclocycline is only found in individuals that have used or taken this drug. It is a tetracycline analog having a 7-chloro and a 6-methyl. Because it is excreted more slowly than tetracycline, it maintains effective blood levels for longer periods of time. [PubChem]Demeclocycline inhibits cell growth by inhibiting translation. It binds (reversibly) to the 30S and 50S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome, which impairs protein synthesis by bacteria. The binding is reversible in nature. The use in SIADH actually relies on a side-effect of tetracycline antibiotics; many may cause diabetes insipidus (dehydration due to the inability to concentrate urine). It is not completely understood why demeclocycline impairs the action of antidiuretic hormone, but it is thought that it blocks the binding of the hormone to its receptor.
D - Dermatologicals > D06 - Antibiotics and chemotherapeutics for dermatological use > D06A - Antibiotics for topical use > D06AA - Tetracycline and derivatives
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01A - Tetracyclines > J01AA - Tetracyclines
C784 - Protein Synthesis Inhibitor > C1595 - Tetracycline Antibiotic
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
C254 - Anti-Infective Agent > C258 - Antibiotic

同义名列表

19 个代谢物同义名

[4S-(4alpha,4Aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide; [4S-(4a,4Aalpha,5aalpha,6b,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide; [4S-(4Α,4aalpha,5aalpha,6β,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide; (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide; 6-Demethyl-7-chlorotetracycline; 7-Chloro-6-demethyltetracycline; Tri-demethylchlortetracycline; 6-Demethylchlorotetracycline; Demethylchlortetracyclinum; Demethylchlorotetracycline; Demethylchlortetracycline; Demethylchlortetracyclin; Methylchlorotetracycline; Demeclocyclinum; Demeclocycline; Demeclociclina; Bioterciclin; DMCTC; DMCT



数据库引用编号

13 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

  • Shabnam Allahverdiyeva, Yavuz Yardım, Zühre Şentürk. Electrooxidation of tetracycline antibiotic demeclocycline at unmodified boron-doped diamond electrode and its enhancement determination in surfactant-containing media. Talanta. 2021 Feb; 223(Pt 1):121695. doi: 10.1016/j.talanta.2020.121695. [PMID: 33303147]
  • Naxin Wu, He Huang, Taoling Min, Haifeng Hu. [Genome sequencing of Streptomyces aureofaciens DM-1 and analysis of 6-demethylchlortetracycline biosynthesis gene cluster]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2020 Dec; 36(12):2685-2694. doi: 10.13345/j.cjb.200317. [PMID: 33398964]
  • Naxin Wu, He Huang, Taoling Min, Haifeng Hu. TAR cloning and integrated overexpression of 6-demethylchlortetracycline biosynthetic gene cluster in Streptomyces aureofaciens. Acta biochimica et biophysica Sinica. 2017 Dec; 49(12):1129-1134. doi: 10.1093/abbs/gmx110. [PMID: 29087452]
  • Ploutarchos Tzoulis, Helen Carr, Emmanouil Bagkeris, Pierre Marc Bouloux. Improving care and outcomes of inpatients with syndrome of inappropriate antidiuresis (SIAD): a prospective intervention study of intensive endocrine input vs. routine care. Endocrine. 2017 Feb; 55(2):539-546. doi: 10.1007/s12020-016-1161-9. [PMID: 27837439]
  • J Miell, P Dhanjal, C Jamookeeah. Evidence for the use of demeclocycline in the treatment of hyponatraemia secondary to SIADH: a systematic review. International journal of clinical practice. 2015 Dec; 69(12):1396-417. doi: 10.1111/ijcp.12713. [PMID: 26289137]
  • A Peri, C Giuliani. Management of euvolemic hyponatremia attributed to SIADH in the hospital setting. Minerva endocrinologica. 2014 Mar; 39(1):33-41. doi: NULL. [PMID: 24513602]
  • Marleen L A Kortenoeven, Anne P Sinke, Niels Hadrup, Christiane Trimpert, Jack F M Wetzels, Robert A Fenton, Peter M T Deen. Demeclocycline attenuates hyponatremia by reducing aquaporin-2 expression in the renal inner medulla. American journal of physiology. Renal physiology. 2013 Dec; 305(12):F1705-18. doi: 10.1152/ajprenal.00723.2012. [PMID: 24154696]
  • Chengyu Dong, Shuying Ma, Ying Liu. Studies of the interaction between demeclocycline and human serum albumin by multi-spectroscopic and molecular docking methods. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2013 Feb; 103(?):179-86. doi: 10.1016/j.saa.2012.10.050. [PMID: 23261611]
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  • M C Mahedero, D Bohoyo, F Salinas, T Ardila, D Airado, B Roldán. Improvements in europium sensitized fluorimetric determination of demeclocycline and methacycline. Journal of pharmaceutical and biomedical analysis. 2005 Apr; 37(5):1101-4. doi: 10.1016/j.jpba.2004.10.040. [PMID: 15862691]
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