Glycine chenodeoxycholate (BioDeep_00000001652)

 

Secondary id: BioDeep_00000014595, BioDeep_00000229659, BioDeep_00000404224

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Bile acids PANOMIX LipidSearch BioNovoGene_Lab2019


代谢物信息卡片


2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid

化学式: C26H43NO5 (449.31410680000005)
中文名称: 甘氨鹅脱氧胆酸, 甘氨鹅去氧胆酸, 甘氨鹅脱氧胆酸钠
谱图信息: 最多检出来源 Homo sapiens(blood) 0.01%

Reviewed

Last reviewed on 2024-07-17.

Cite this Page

Glycine chenodeoxycholate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/glycine_chenodeoxycholate (retrieved 2024-11-09) (BioDeep RN: BioDeep_00000001652). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(CCC(=O)NCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
InChI: InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1

描述信息

Chenodeoxycholic acid glycine conjugate is an acyl glycine and a bile acid-glycine conugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). This compound usually exists as the sodium salt and acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic.
Glycochenodeoxycholic acid (Chenodeoxycholylglycine) is a bile acid formed in the liver from chenodeoxycholate and glycine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. Glycochenodeoxycholic acid (Chenodeoxycholylglycine) induces hepatocyte apoptosis[1][2].

同义名列表

20 个代谢物同义名

2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid; 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid; [(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid; N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)-glycine; Chenodeoxycholic acid glycine conjugic acid; Chenodeoxycholic acid glycine conjugate; Chenodeoxycholate glycine conjugate; Glycine chenodeoxycholic acid; Acid, glycochenodeoxycholic; Glycochenodeoxycholic acid; Chenoglycodeoxycholic acid; Chenodeoxyglycocholic acid; Chenodeoxycholate, glycine; Glycine chenodeoxycholate; Chenodeoxycholylglycine; Chenodeoxyglycocholate; Glycochenodeoxycholate; ST 24:1;O4;G; GCDCA; Glycochenodeoxycholic acid (GCDCA)



数据库引用编号

23 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

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

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

  • Yueying Zhao, Cheng Xi, Donghan Liu, Xiaoqiao Ren, Jiayi Fan, Jakkree Tangthianchaichana, Yang Lu, Huichao Wu. Chemical components with antibacterial properties found in sanchen powder from traditional Tibetan medicine. Journal of ethnopharmacology. 2024 May; 326(?):117981. doi: 10.1016/j.jep.2024.117981. [PMID: 38417599]
  • Shuhui Liu, Zhangshan Gao, Wanqiu He, Yuting Wu, Jiwen Liu, Shuo Zhang, Liping Yan, Shengyong Mao, Xizhi Shi, Wentao Fan, Suquan Song. The gut microbiota metabolite glycochenodeoxycholate activates TFR-ACSL4-mediated ferroptosis to promote the development of environmental toxin-linked MAFLD. Free radical biology & medicine. 2022 11; 193(Pt 1):213-226. doi: 10.1016/j.freeradbiomed.2022.10.270. [PMID: 36265794]
  • Ting Gong, Chuangen Li, Shiqiang Li, Xiaojuan Zhang, Zhongming He, Xianhong Jiang, Qiuyue He, Rongjuan Huang, Yong Wang, Xiong Liu. Capsaicin regulates dyslipidemia by altering the composition of bile acids in germ-free mice. Food & function. 2022 Oct; 13(20):10665-10679. doi: 10.1039/d2fo02209e. [PMID: 36172720]
  • Zongmei Wu, Yana Geng, Manon Buist-Homan, Han Moshage. Scopoletin and umbelliferone protect hepatocytes against palmitate- and bile acid-induced cell death by reducing endoplasmic reticulum stress and oxidative stress. Toxicology and applied pharmacology. 2022 02; 436(?):115858. doi: 10.1016/j.taap.2021.115858. [PMID: 34979142]
  • William J He, Jingsha Chen, Alexander C Razavi, Emily A Hu, Morgan E Grams, Bing Yu, Chirag R Parikh, Eric Boerwinkle, Lydia Bazzano, Lu Qi, Tanika N Kelly, Josef Coresh, Casey M Rebholz. Metabolites Associated with Coffee Consumption and Incident Chronic Kidney Disease. Clinical journal of the American Society of Nephrology : CJASN. 2021 11; 16(11):1620-1629. doi: 10.2215/cjn.05520421. [PMID: 34737201]
  • Michelle L Manni, Victoria A Heinrich, Gregory J Buchan, James P O'Brien, Crystal Uvalle, Veronika Cechova, Adolf Koudelka, Dharti Ukani, Mohamad Rawas-Qalaji, Tim D Oury, Renee Hart, Madeline Ellgass, Steven J Mullett, Merritt L Fajt, Sally E Wenzel, Fernando Holguin, Bruce A Freeman, Stacy G Wendell. Nitroalkene fatty acids modulate bile acid metabolism and lung function in obese asthma. Scientific reports. 2021 09; 11(1):17788. doi: 10.1038/s41598-021-96471-9. [PMID: 34493738]
  • Lele Cheng, Tao Chen, Manyun Guo, Peining Liu, Xiangrui Qiao, Yuanyuan Wei, Jianqing She, Bolin Li, Wen Xi, Juan Zhou, Zuyi Yuan, Yue Wu, Junhui Liu. Glycoursodeoxycholic acid ameliorates diet-induced metabolic disorders with inhibiting endoplasmic reticulum stress. Clinical science (London, England : 1979). 2021 07; 135(14):1689-1706. doi: 10.1042/cs20210198. [PMID: 34236076]
  • Cong Liang, Xiao-Hong Zhou, Pi-Min Gong, Hai-Yue Niu, Lin-Zheng Lyu, Yi-Fan Wu, Xue Han, Lan-Wei Zhang. Lactiplantibacillus plantarum H-87 prevents high-fat diet-induced obesity by regulating bile acid metabolism in C57BL/6J mice. Food & function. 2021 May; 12(10):4315-4324. doi: 10.1039/d1fo00260k. [PMID: 34031676]
  • Mikko Neuvonen, Päivi Hirvensalo, Aleksi Tornio, Brian Rago, Mark West, Sarah Lazzaro, Sumathy Mathialagan, Manthena Varma, Matthew A Cerny, Chester Costales, Ragu Ramanathan, A David Rodrigues, Mikko Niemi. Identification of Glycochenodeoxycholate 3-O-Glucuronide and Glycodeoxycholate 3-O-Glucuronide as Highly Sensitive and Specific OATP1B1 Biomarkers. Clinical pharmacology and therapeutics. 2021 03; 109(3):646-657. doi: 10.1002/cpt.2053. [PMID: 32961594]
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  • Issey Takehara, Hanano Terashima, Takeshi Nakayama, Takashi Yoshikado, Miwa Yoshida, Kenichi Furihata, Nobuaki Watanabe, Kazuya Maeda, Osamu Ando, Yuichi Sugiyama, Hiroyuki Kusuhara. Investigation of Glycochenodeoxycholate Sulfate and Chenodeoxycholate Glucuronide as Surrogate Endogenous Probes for Drug Interaction Studies of OATP1B1 and OATP1B3 in Healthy Japanese Volunteers. Pharmaceutical research. 2017 Aug; 34(8):1601-1614. doi: 10.1007/s11095-017-2184-5. [PMID: 28550384]
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  • Laura James, Ke Yan, Lisa Pence, Pippa Simpson, Sudeepa Bhattacharyya, Pritmohinder Gill, Lynda Letzig, Gregory Kearns, Richard Beger. Comparison of Bile Acids and Acetaminophen Protein Adducts in Children and Adolescents with Acetaminophen Toxicity. PloS one. 2015; 10(7):e0131010. doi: 10.1371/journal.pone.0131010. [PMID: 26208104]
  • Annika Sommerfeld, Roland Reinehr, Dieter Häussinger. Tauroursodeoxycholate Protects Rat Hepatocytes from Bile Acid-Induced Apoptosis via β1-Integrin- and Protein Kinase A-Dependent Mechanisms. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2015; 36(3):866-83. doi: 10.1159/000430262. [PMID: 26044599]
  • Cynthia R L Webster, Andrea N Johnston, M Sawkat Anwer. Protein kinase Cδ protects against bile acid apoptosis by suppressing proapoptotic JNK and BIM pathways in human and rat hepatocytes. American journal of physiology. Gastrointestinal and liver physiology. 2014 Dec; 307(12):G1207-15. doi: 10.1152/ajpgi.00165.2014. [PMID: 25359536]
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