Repaglinide (BioDeep_00000002032)
Secondary id: BioDeep_00000397569
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C27H36N2O4 (452.2675)
中文名称: 瑞格列奈
谱图信息:
最多检出来源 Homo sapiens(blood) 15.9%
Last reviewed on 2024-07-19.
Cite this Page
Repaglinide. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/repaglinide (retrieved
2024-12-22) (BioDeep RN: BioDeep_00000002032). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCOC1=C(C=CC(=C1)CC(=O)NC(CC(C)C)C2=CC=CC=C2N3CCCCC3)C(=O)O
InChI: InChI=1S/C27H36N2O4/c1-4-33-25-17-20(12-13-22(25)27(31)32)18-26(30)28-23(16-19(2)3)21-10-6-7-11-24(21)29-14-8-5-9-15-29/h6-7,10-13,17,19,23H,4-5,8-9,14-16,18H2,1-3H3,(H,28,30)(H,31,32)/t23-/m0/s1
描述信息
Repaglinide is an oral antihyperglycemic agent used for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). It belongs to the meglitinide class of short-acting insulin secretagogues, which act by binding to cells of the pancreas to stimulate insulin release. Repaglinide induces an early insulin response to meals decreasing postprandial blood glucose levels. It should only be taken with meals and meal-time doses should be skipped with any skipped meal. Approximately one month of therapy is required before a decrease in fasting blood glucose is seen. Meglitnides may have a neutral effect on weight or cause a slight increase in weight. The average weight gain caused by meglitinides appears to be lower than that caused by sulfonylureas and insulin and appears to occur only in those naive to oral antidiabetic agents. Due to their mechanism of action, meglitinides may cause hypoglycemia although the risk is thought to be lower than that of sulfonylureas since their action is dependent on the presence of glucose. In addition to reducing postprandial and fasting blood glucose, meglitnides have been shown to decrease glycosylated hemoglobin (HbA1c) levels, which are reflective of the last 8-10 weeks of glucose control. Meglitinides appear to be more effective at lowering postprandial blood glucose than metformin, sulfonylureas and thiazolidinediones. Repaglinide is extensively metabolized in the liver and excreted in bile. Repaglinide metabolites do not possess appreciable hypoglycemic activity. Approximately 90\\% of a single orally administered dose is eliminated in feces and 8\\% in urine.
C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent > C98079 - Meglitinide Antidiabetic Agent
A - Alimentary tract and metabolism > A10 - Drugs used in diabetes > A10B - Blood glucose lowering drugs, excl. insulins
D007004 - Hypoglycemic Agents
同义名列表
18 个代谢物同义名
2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoic acid; 2-Ethoxy-4-(2-((3-methyl-1-(2-(1-piperidinyl)phenyl)butyl)amino)-2-oxoethyl)benzoic acid; 2-Ethoxy-N-(alpha-(2-methyl-1-propyl)-2-piperidinobenzyl)-4-carbamoylmethylbenzoic acid; Novo nordisk brand 2 OF repaglinide; Glaxo wellcome brand OF replaginide; Novo nordisk brand OF repaglinide; Repaglinide, (+-)-isomer; Repaglinide D5; AG-ee 623 ZW; Repa-glinide; AG-ee 388 ZW; Repaglinide; AG-ee 388; GlucoNorm; Surepost; NovoNorm; Prandin; Repaglinide
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:8805
- KEGG: C07670
- KEGGdrug: D00594
- PubChem: 65981
- PubChem: 4547
- HMDB: HMDB0015048
- Metlin: METLIN43323
- DrugBank: DB00912
- ChEMBL: CHEMBL1272
- Wikipedia: Repaglinide
- chemspider: 59377
- CAS: 135062-02-1
- PMhub: MS000001710
- PubChem: 9872
- PDB-CCD: BJX
- NIKKAJI: J555.407A
- RefMet: Repaglinide
- KNApSAcK: 8805
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)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 392683 - Salvia regla: 10.1016/0031-9422(95)00083-J
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
- Yangchen Tang, Mengli Yan, Zemin Fang, Song Jin, Tingjuan Xu. Effects of metformin, saxagliptin and repaglinide on gut microbiota in high-fat diet/streptozocin-induced type 2 diabetic mice.
BMJ open diabetes research & care.
2024 May; 12(3):. doi:
10.1136/bmjdrc-2023-003837
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International journal of nanomedicine.
2024; 19(?):209-230. doi:
10.2147/ijn.s438564
. [PMID: 38223883] - Shahinaze A Fouad, Mahmoud H Teaima, Mostafa I Gebril, Fathy I Abd Allah, Mohamed A El-Nabarawi, Sammar Fathy Elhabal. Formulation of novel niosomal repaglinide chewable tablets using coprocessed excipients: in vitro characterization, optimization and enhanced hypoglycemic activity in rats.
Drug delivery.
2023 Dec; 30(1):2181747. doi:
10.1080/10717544.2023.2181747
. [PMID: 36803255] - Roham Foroumadi, Maryam Baeeri, Sara Asgarian, Zahra Emamgholipour, Fereshteh Goli, Loghman Firoozpour, Mohammad Keykhaei, Mahdi Gholami, Ahmad R Dehpour, Mohammad Abdollahi, Alireza Foroumadi. Antidiabetic and neuroprotective effects of a novel repaglinide analog.
Journal of biochemical and molecular toxicology.
2022 Sep; 36(9):e23125. doi:
10.1002/jbt.23125
. [PMID: 35702883] - Matthias Hoch, Tirtha Sengupta, Florence Hourcade-Potelleret. Pharmacokinetic drug interactions of asciminib with the sensitive cytochrome P450 probe substrates midazolam, warfarin, and repaglinide in healthy participants.
Clinical and translational science.
2022 06; 15(6):1406-1416. doi:
10.1111/cts.13252
. [PMID: 35293131] - Susan T Ovbude, Pingyang Tao, Zhao Li, David S Hage. High-Performance affinity chromatographic studies of repaglinide and nateglinide interactions with normal and glyoxal- or methylglyoxal-modified human albumin serum.
Journal of pharmaceutical and biomedical analysis.
2021 Jul; 201(?):114097. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
2021 07; 49(7):530-539. doi:
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. [PMID: 33958385] - Fumitaka Okajima, Hitoshi Sugihara, Naoya Emoto. Efficacy and Safety of Miglitol- or Repaglinide-Based Combination Therapy with Alogliptin for Drug-Naïve Patients with Type 2 Diabetes: An Open-Label, Single-Center, Parallel, Randomized Controlled Pilot Study.
Journal of Nippon Medical School = Nippon Ika Daigaku zasshi.
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. [PMID: 32475902] - Amit Kumar Patel, Manoj Kumar Mishra, Jitendra Gupta, Saurav Ghoshal, Reena Gupta, Krishna Kushwaha. Guar Gum-Based Floating Microspheres of Repaglinide Using 32 Factorial Design: Fabrication, Optimization, Characterization, and In Vivo Buoyancy Behavior in Albino Rats.
Assay and drug development technologies.
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Drug delivery.
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Endocrine.
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Clinical pharmacokinetics.
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Molecular pharmacology.
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
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2019 03; 392(3):371-380. doi:
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Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer.
2019 Mar; 27(3):819-827. doi:
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. [PMID: 30084103] - Jin Li, Hui Li, Qixiong Li, Ying Xue. Repaglinide inhibits cyclosporine A-induced renal tubular toxicity by affecting apoptosis and Bax and Bcl-2 expression.
Turkish journal of medical sciences.
2018 Aug; 48(4):880-885. doi:
10.3906/sag-1707-44
. [PMID: 30121055] - Qi Pei, Jun-Yan Liu, Ji-Ye Yin, Guo-Ping Yang, Shi-Kun Liu, Yi Zheng, Pan Xie, Cheng-Xian Guo, Mi Luo, Hong-Hao Zhou, Xi Li, Zhao-Qian Liu. Repaglinide-irbesartan drug interaction: effects of SLCO1B1 polymorphism on repaglinide pharmacokinetics and pharmacodynamics in Chinese population.
European journal of clinical pharmacology.
2018 Aug; 74(8):1021-1028. doi:
10.1007/s00228-018-2477-6
. [PMID: 29748863] - Hea-Young Cho, Lien Ngo, Sang-Ki Kim, Yoonho Choi, Yong-Bok Lee. Bioequivalence of a fixed-dose repaglinide/metformin combination tablet and equivalent doses of repaglinide and metformin tablets
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International journal of clinical pharmacology and therapeutics.
2018 Jun; 56(6):292-300. doi:
10.5414/cp203199
. [PMID: 29648532] - Zhenhai Shang, Feifei Han, Xueyan Zhou, Zejun Bao, Jing Zhu, Tao Wang, Qian Lu, Lei Du, Wei Li, Dongmei Lv, Xiaoxing Yin. A variant of GRK5 is associated with the therapeutic efficacy of repaglinide in Chinese Han patients with type 2 diabetes mellitus.
Drug development research.
2018 05; 79(3):129-135. doi:
10.1002/ddr.21426
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Drug metabolism and disposition: the biological fate of chemicals.
2018 01; 46(1):26-32. doi:
10.1124/dmd.117.077834
. [PMID: 29038231] - Hongyan Wei, Ting Zhou, Boyu Tan, Lei Zhang, Mingming Li, Zhijun Xiao, Feng Xu. Impact of chronic unpredicted mild stress-induced depression on repaglinide fate via glucocorticoid signaling pathway.
Oncotarget.
2017 Jul; 8(27):44351-44365. doi:
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International journal of biological macromolecules.
2017 Apr; 97(?):721-732. doi:
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. [PMID: 28115226] - Ahmed Alaa Kassem, Sameh Hosam Abd El-Alim, Mona Basha, Abeer Salama. Phospholipid complex enriched micelles: A novel drug delivery approach for promoting the antidiabetic effect of repaglinide.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2017 Mar; 99(?):75-84. doi:
10.1016/j.ejps.2016.12.005
. [PMID: 27998799] - Mohamed M Amin, Mahmoud S Arbid. Estimation of ellagic acid and/or repaglinide effects on insulin signaling, oxidative stress, and inflammatory mediators of liver, pancreas, adipose tissue, and brain in insulin resistant/type 2 diabetic rats.
Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme.
2017 Feb; 42(2):181-192. doi:
10.1139/apnm-2016-0429
. [PMID: 28092161] - Adenike Okunlola, Amusa Sarafadeen Adebayo, Moji Christianah Adeyeye. Development of repaglinide microspheres using novel acetylated starches of bitter and Chinese yams as polymers.
International journal of biological macromolecules.
2017 Jan; 94(Pt A):544-553. doi:
10.1016/j.ijbiomac.2016.10.032
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Drug delivery.
2016 Jul; 23(6):2026-34. doi:
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. [PMID: 27187792] - Thirumaleswara Goud, Srinivas Maddi, Devanna Nayakanti, Rajendra Prasad Thatipamula. Altered pharmacokinetics and pharmacodynamics of repaglinide by ritonavir in rats with healthy, diabetic and impaired hepatic function.
Drug metabolism and personalized therapy.
2016 06; 31(2):123-30. doi:
10.1515/dmpt-2015-0046
. [PMID: 27166727] - Hossein Ali Ebrahimi, Yousef Javadzadeh, Mehrdad Hamidi, Mohammad Barzegar Jalali. Development and characterization of a novel lipohydrogel nanocarrier: repaglinide as a lipophilic model drug.
The Journal of pharmacy and pharmacology.
2016 Apr; 68(4):450-8. doi:
10.1111/jphp.12537
. [PMID: 27114047] - Weiqi Chen, Lifei Wang, Gary J Van Berkel, Vilmos Kertesz, Jinping Gan. Quantitation of repaglinide and metabolites in mouse whole-body thin tissue sections using droplet-based liquid microjunction surface sampling-high-performance liquid chromatography-electrospray ionization tandem mass spectrometry.
Journal of chromatography. A.
2016 Mar; 1439(?):137-143. doi:
10.1016/j.chroma.2015.10.093
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Journal of diabetes research.
2016; 2016(?):1635361. doi:
10.1155/2016/1635361
. [PMID: 26824037] - Roland Elling, Marco Simon Spehl, Ariane Wohlfarth, Volker Auwaerter, Maren Hermanns-Clausen. Prolonged hypoglycemia after a suicidal ingestion of repaglinide with unexpected slow plasma elimination.
Clinical toxicology (Philadelphia, Pa.).
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Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia.
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Internal medicine (Tokyo, Japan).
2016; 55(13):1697-703. doi:
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Biopharmaceutics & drug disposition.
2015 Dec; 36(9):603-12. doi:
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Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences.
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European heart journal.
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AAPS PharmSciTech.
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Analytical and bioanalytical chemistry.
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Clinical and experimental pharmacology & physiology.
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Xenobiotica; the fate of foreign compounds in biological systems.
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International journal of pharmaceutics.
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Diabetes research and clinical practice.
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. [PMID: 25005849] - Michael Gertz, Nikolaos Tsamandouras, Carolina Säll, J Brian Houston, Aleksandra Galetin. Reduced physiologically-based pharmacokinetic model of repaglinide: impact of OATP1B1 and CYP2C8 genotype and source of in vitro data on the prediction of drug-drug interaction risk.
Pharmaceutical research.
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International journal of biological macromolecules.
2014 Aug; 69(?):514-22. doi:
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International journal of pharmaceutics.
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Brain research bulletin.
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