O-Desmethylnaproxen (BioDeep_00000018263)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


2-(6-hydroxynaphthalen-2-yl)propanoic acid

化学式: C13H12O3 (216.0786402)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 39.16%

分子结构信息

SMILES: CC(C(=O)O)c1ccc2cc(O)ccc2c1
InChI: InChI=1S/C13H12O3/c1-8(13(15)16)9-2-3-11-7-12(14)5-4-10(11)6-9/h2-8,14H,1H3,(H,15,16)

描述信息

O-Desmethylnaproxen is only found in individuals that have used or taken Naproxen. O-Desmethylnaproxen is a metabolite of Naproxen. O-desmethylnaproxen belongs to the family of Phenylacetic Acid Derivatives. These are compounds containing a phenylacetic acid moiety, which consists of a phenyl group substituted at the second position by an acetic acid.

同义名列表

8 个代谢物同义名

2-(6-hydroxynaphthalen-2-yl)propanoic acid; 2-(6-Hydroxynaphthalen-2-yl)propanoate; Desmethylnaproxen, (+-)-isomer; Desmethylnaproxen, (S)-isomer; 6-O-Demethylnaproxen; O-Desmethylnaproxen; 6-Desmethylnaproxen; Desmethylnaproxen



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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

  • Sarah J Wolfson, Abigail W Porter, Thomas S Villani, James E Simon, Lily Y Young. Pharmaceuticals and Personal Care Products Can Be Transformed by Anaerobic Microbiomes in the Environment and in Waste-Treatment Processes. Environmental toxicology and chemistry. 2019 07; 38(7):1585-1593. doi: 10.1002/etc.4406. [PMID: 30883883]
  • Fatemah A Alherz, Daniyah A Almarghalani, Noor A Hussein, Katsuhisa Kurogi, Ming-Cheh Liu. A reappraisal of the 6-O-desmethylnaproxen-sulfating activity of the human cytosolic sulfotransferases. Canadian journal of physiology and pharmacology. 2017 Jun; 95(6):647-651. doi: 10.1139/cjpp-2016-0403. [PMID: 28177672]
  • Charles N Falany, Peter Ström, Stellan Swedmark. Sulphation of o-desmethylnaproxen and related compounds by human cytosolic sulfotransferases. British journal of clinical pharmacology. 2005 Dec; 60(6):632-40. doi: 10.1111/j.1365-2125.2005.02506.x. [PMID: 16305588]
  • R Jaggi, R S Addison, A R King, B D Suthers, R G Dickinson. Conjugation of desmethylnaproxen in the rat--a novel acyl glucuronide-sulfate diconjugate as a major biliary metabolite. Drug metabolism and disposition: the biological fate of chemicals. 2002 Feb; 30(2):161-6. doi: 10.1124/dmd.30.2.161. [PMID: 11792685]
  • H Yokoyama, T Horie, S Awazu. Lipid peroxidation and chemiluminescence during naproxen metabolism in rat liver microsomes. Human & experimental toxicology. 1994 Dec; 13(12):831-8. doi: 10.1177/096032719401301203. [PMID: 7718302]
  • T B Vree, M van den Biggelaar-Martea, C P Verwey-van Wissen, J B Vree, P J Guelen. Pharmacokinetics of naproxen, its metabolite O-desmethylnaproxen, and their acyl glucuronides in humans. Biopharmaceutics & drug disposition. 1993 Aug; 14(6):491-502. doi: 10.1002/bdd.2510140605. [PMID: 8218967]
  • T B Vree, M Van Den Biggelaar-Martea, C P Verwey-Van Wissen, M L Vree, P J Guelen. The pharmacokinetics of naproxen, its metabolite O-desmethylnaproxen, and their acyl glucuronides in humans. Effect of cimetidine. British journal of clinical pharmacology. 1993 May; 35(5):467-72. doi: 10.1111/j.1365-2125.1993.tb04171.x. [PMID: 8512758]
  • C E Uboh, L R Soma, J A Rudy, E Morgan, K Mengeringhausen, R Sams. Plasma concentration of furosemide versus specific gravity of urine in predicting dose of administration in race horses. Research communications in chemical pathology and pharmacology. 1992 Aug; 77(2):201-18. doi: NULL. [PMID: 1439190]
  • T B Vree, M van den Biggelaar-Martea, C P Verwey-van Wissen. Determination of naproxen and its metabolite O-desmethylnaproxen with their acyl glucuronides in human plasma and urine by means of direct gradient high-performance liquid chromatography. Journal of chromatography. 1992 Jul; 578(2):239-49. doi: 10.1016/0378-4347(92)80422-m. [PMID: 1400803]
  • J V Andersen, S H Hansen. Simultaneous quantitative determination of naproxen, its metabolite 6-O-desmethylnaproxen and their five conjugates in plasma and urine samples by high-performance liquid chromatography on dynamically modified silica. Journal of chromatography. 1992 Jun; 577(2):325-33. doi: 10.1016/0378-4347(92)80254-n. [PMID: 1400763]
  • J V Andersen, S H Hansen. Simultaneous determination of (R)- and (S)-naproxen and (R)- and (S)-6-O-desmethylnaproxen by high-performance liquid chromatography on a Chiral-AGP column. Journal of chromatography. 1992 Jun; 577(2):362-5. doi: 10.1016/0378-4347(92)80260-w. [PMID: 1400768]
  • E J Franssen, R G van Amsterdam, J Visser, F Moolenaar, D de Zeeuw, D K Meijer. Low molecular weight proteins as carriers for renal drug targeting: naproxen-lysozyme. Pharmaceutical research. 1991 Oct; 8(10):1223-30. doi: 10.1023/a:1015835325321. [PMID: 1796038]
  • C H Kiang, C Lee, S Kushinsky. Isolation and identification of 6-desmethylnaproxen sulfate as a new metabolite of naproxen in human plasma. Drug metabolism and disposition: the biological fate of chemicals. 1989 Jan; 17(1):43-8. doi: . [PMID: 2566468]
  • P L Walker, B R Pettit, M Sandler. Interference by naproxen in the urinary 5-hydroxyindoleacetic acid assay is due to a metabolite, desmethylnaproxen. Annals of clinical biochemistry. 1987 Mar; 24 ( Pt 2)(?):177-81. doi: 10.1177/000456328702400209. [PMID: 2438972]
  • C H Kiang, P C Lee, S Kushinsky. High-performance liquid chromatographic determination of 6-desmethylnaproxen sulfate in human plasma. Journal of chromatography. 1986 Dec; 383(2):449-55. doi: 10.1016/s0378-4347(00)83494-5. [PMID: 3558575]
  • F A Van den Ouweland, F W Gribnau, Y Tan, C A Van Ginneken, L B Van de Putte. Hypoalbuminaemia and naproxen pharmacokinetics in a patient with rheumatoid arthritis. Clinical pharmacokinetics. 1986 Nov; 11(6):511-5. doi: 10.2165/00003088-198611060-00007. [PMID: 3802691]
  • J L Shimek, N G Rao, S K Khalil. An isocratic high-pressure liquid chromatographic determination of naproxen and desmethylnaproxen in human plasma. Journal of pharmaceutical sciences. 1982 Apr; 71(4):436-9. doi: 10.1002/jps.2600710415. [PMID: 7086653]
  • N Loreau, C Lepreux, R Ardaillou. Calcitonin-sensitive adenylate cyclase in rat renal tubular membranes. The Biochemical journal. 1975 Sep; 150(3):305-14. doi: 10.1042/bj1500305. [PMID: 2153]
  • A W Mondorf. [Evidence of urinary tubular proteins in inflammatory and toxic kidney damage]. Wiener medizinische Wochenschrift. Supplement. 1975; 27(?):20-3. doi: NULL. [PMID: 5816]