Urolithin C (BioDeep_00000024070)

   

human metabolite Endogenous blood metabolite PANOMIX_OTCML-2023


代谢物信息卡片


3,8,9-trihydroxy-6H-benzo[c]chromen-6-one

化学式: C13H8O5 (244.0371718)
中文名称: 尿石素C
谱图信息: 最多检出来源 Homo sapiens(blood) 0.69%

分子结构信息

SMILES: C1=CC2=C(C=C1O)OC(=O)C3=CC(=C(C=C23)O)O
InChI: InChI=1S/C13H8O5/c14-6-1-2-7-8-4-10(15)11(16)5-9(8)13(17)18-12(7)3-6/h1-5,14-16H

描述信息

A polyphenol metabolite detected in biological fluids [PhenolExplorer]
Urolithin C is a biomarker of nut consumption in urine.
Urolithin C, a gut-microbial metabolite of Ellagic acid, is a glucose-dependent activator of insulin secretion. Urolithin C is a L-type Ca2+ channel opener and enhances Ca2+ influx. Urolithin C induces cell apoptosis through a mitochondria-mediated pathway and also stimulates reactive oxygen species (ROS) formation[1][2].

同义名列表

6 个代谢物同义名

3,8,9-trihydroxy-6H-benzo[c]chromen-6-one; 3,8,9-trihydroxybenzo[c]chromen-6-one; 3,8,9-trihydroxy-urolithin; Trihydroxyurolithin; Urolithin-C; Urolithin C



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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

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

  • Jingyuan Xu, Hongyang Tian, Yajun Ji, Lei Dong, Yandong Liu, Yatao Wang, Xuefen Gao, Haitao Shi, Hong Li, Longbao Yang. Urolithin C reveals anti-NAFLD potential via AMPK-ferroptosis axis and modulating gut microbiota. Naunyn-Schmiedeberg's archives of pharmacology. 2023 May; ?(?):. doi: 10.1007/s00210-023-02492-8. [PMID: 37126194]
  • Juan Antonio Giménez-Bastida, Antonio González-Sarrías, Juan Carlos Espín, Claus Schneider. Inhibition of 5-Lipoxygenase-Derived Leukotrienes and Hemiketals as a Novel Anti-Inflammatory Mechanism of Urolithins. Molecular nutrition & food research. 2020 06; 64(11):e2000129. doi: 10.1002/mnfr.202000129. [PMID: 32306507]
  • Morgane Bayle, Céline Roques, Bénédicte Marion, Michel Audran, Catherine Oiry, Françoise M M Bressolle-Gomeni, Gérard Cros. Development and validation of a liquid chromatography-electrospray ionization-tandem mass spectrometry method for the determination of urolithin C in rat plasma and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2016 Nov; 131(?):33-39. doi: 10.1016/j.jpba.2016.07.046. [PMID: 27521987]
  • Laura Mele, Pedro Mena, Antonio Piemontese, Valentina Marino, Noelia López-Gutiérrez, Franco Bernini, Furio Brighenti, Ilaria Zanotti, Daniele Del Rio. Antiatherogenic effects of ellagic acid and urolithins in vitro. Archives of biochemistry and biophysics. 2016 06; 599(?):42-50. doi: 10.1016/j.abb.2016.02.017. [PMID: 26891591]
  • Inhae Kang, YongEun Kim, Francisco A Tomás-Barberán, Juan Carlos Espín, Soonkyu Chung. Urolithin A, C, and D, but not iso-urolithin A and urolithin B, attenuate triglyceride accumulation in human cultures of adipocytes and hepatocytes. Molecular nutrition & food research. 2016 05; 60(5):1129-38. doi: 10.1002/mnfr.201500796. [PMID: 26872561]
  • Antonio González-Sarrías, María Ángeles Núñez-Sánchez, Joao Tomé-Carneiro, Francisco A Tomás-Barberán, María Teresa García-Conesa, Juan Carlos Espín. Comprehensive characterization of the effects of ellagic acid and urolithins on colorectal cancer and key-associated molecular hallmarks: MicroRNA cell specific induction of CDKN1A (p21) as a common mechanism involved. Molecular nutrition & food research. 2016 Apr; 60(4):701-16. doi: 10.1002/mnfr.201500780. [PMID: 26634414]
  • Jieping Yang, Rupo Lee, Susanne M Henning, Gail Thames, Mark Hsu, Hei ManLam, David Heber, Zhaoping Li. Soy protein isolate does not affect ellagitannin bioavailability and urolithin formation when mixed with pomegranate juice in humans. Food chemistry. 2016 Mar; 194(?):1300-3. doi: 10.1016/j.foodchem.2015.08.099. [PMID: 26471685]
  • Jakub P Piwowarski, Anna K Kiss, Sebastian Granica, Thomas Moeslinger. Urolithins, gut microbiota-derived metabolites of ellagitannins, inhibit LPS-induced inflammation in RAW 264.7 murine macrophages. Molecular nutrition & food research. 2015 Nov; 59(11):2168-77. doi: 10.1002/mnfr.201500264. [PMID: 26202092]
  • Daniil N Olennikov, Nina I Kashchenko, Nadezhda K Chirikova. In Vitro Bioaccessibility, Human Gut Microbiota Metabolites and Hepatoprotective Potential of Chebulic Ellagitannins: A Case of Padma Hepaten® Formulation. Nutrients. 2015 Oct; 7(10):8456-77. doi: 10.3390/nu7105406. [PMID: 26473917]
  • Beate Pfundstein, Roswitha Haubner, Gerd Würtele, Nicole Gehres, Cornelia M Ulrich, Robert W Owen. Pilot walnut intervention study of urolithin bioavailability in human volunteers. Journal of agricultural and food chemistry. 2014 Oct; 62(42):10264-73. doi: 10.1021/jf5040652. [PMID: 25275327]
  • Jakub P Piwowarski, Sebastian Granica, Marta Zwierzyńska, Joanna Stefańska, Patrick Schopohl, Matthias F Melzig, Anna K Kiss. Role of human gut microbiota metabolism in the anti-inflammatory effect of traditionally used ellagitannin-rich plant materials. Journal of ethnopharmacology. 2014 Aug; 155(1):801-9. doi: 10.1016/j.jep.2014.06.032. [PMID: 24969824]
  • Jakub P Piwowarski, Sebastian Granica, Anna K Kiss. Influence of gut microbiota-derived ellagitannins' metabolites urolithins on pro-inflammatory activities of human neutrophils. Planta medica. 2014 Jul; 80(11):887-95. doi: 10.1055/s-0034-1368615. [PMID: 24995502]
  • Riitta Puupponen-Pimiä, Tuulikki Seppänen-Laakso, Matti Kankainen, Johanna Maukonen, Riitta Törrönen, Marjukka Kolehmainen, Tiina Leppänen, Eeva Moilanen, Liisa Nohynek, Anna-Marja Aura, Kaisa Poutanen, Francisco A Tómas-Barberán, Juan C Espín, Kirsi-Marja Oksman-Caldentey. Effects of ellagitannin-rich berries on blood lipids, gut microbiota, and urolithin production in human subjects with symptoms of metabolic syndrome. Molecular nutrition & food research. 2013 Dec; 57(12):2258-63. doi: 10.1002/mnfr.201300280. [PMID: 23934737]
  • Magdalena Stolarczyk, Jakub P Piwowarski, Sebastian Granica, Joanna Stefańska, Marek Naruszewicz, Anna K Kiss. Extracts from Epilobium sp. herbs, their components and gut microbiota metabolites of Epilobium ellagitannins, urolithins, inhibit hormone-dependent prostate cancer cells-(LNCaP) proliferation and PSA secretion. Phytotherapy research : PTR. 2013 Dec; 27(12):1842-8. doi: 10.1002/ptr.4941. [PMID: 23436427]
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