Glycidol (BioDeep_00000008400)

 

Secondary id: BioDeep_00001871755

human metabolite blood metabolite


代谢物信息卡片


(RS)-3-Hydroxy-1,2-epoxypropane

化学式: C3H6O2 (74.0367776)
中文名称: 缩水甘油
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C(O1)CO
InChI: InChI=1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2



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(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

  • Linghui Kong, Xinyi Fan, Limin Guo, Qingqing Jiang, Jianbo Xiao, Daming Fan, Mingfu Wang, Yueliang Zhao. Effects of Stigmasterol on 3-Chloropropane-1,2-diol Fatty Acid Esters and Aldehydes Formation in Heated Soybean Oil. Journal of agricultural and food chemistry. 2023 Aug; ?(?):. doi: 10.1021/acs.jafc.3c01584. [PMID: 37551652]
  • Jakob F Schneider, Adam Becalski, Tony Zhao, Yihui Liu, Fuqi Chen, Dorothea F K Rawn. Occurrence of glycidyl esters in infant formula products on the Canadian market between 2015 and 2019. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2023 Jan; 40(1):43-55. doi: 10.1080/19440049.2022.2141468. [PMID: 36369749]
  • Sabrina S Andrade, Klícia A Sampaio, Mariana C Costa, Pedro P Corbi, Antonio J A Meirelles, Guilherme J Maximo. Solid-liquid equilibrium of free form of oil contaminants (3-MCPD and glycidol) in lipidic systems. Food research international (Ottawa, Ont.). 2022 10; 160(?):111740. doi: 10.1016/j.foodres.2022.111740. [PMID: 36076422]
  • Bernhard H Monien, Klaus Abraham. Levels of 2,3-dihydroxypropyl mercapturic acid (DHPMA) in human urine do not reflect the exposure to 3-chloro-1,2-propanediol (3-MCPD) or glycidol. Environmental research. 2022 08; 211(?):112977. doi: 10.1016/j.envres.2022.112977. [PMID: 35248561]
  • Pawel Lorkiewicz, Rachel Keith, Jordan Lynch, Lexiao Jin, Whitney Theis, Tatiana Krivokhizhina, Daniel Riggs, Aruni Bhatnagar, Sanjay Srivastava, Daniel J Conklin. Electronic Cigarette Solvents, JUUL E-Liquids, and Biomarkers of Exposure: In Vivo Evidence for Acrolein and Glycidol in E-Cig-Derived Aerosols. Chemical research in toxicology. 2022 02; 35(2):283-292. doi: 10.1021/acs.chemrestox.1c00328. [PMID: 35044764]
  • Wei Jia, Pan Zhuang, Qiao Wang, Xuzhi Wan, Lei Mao, Xinyu Chen, Hong Miao, Dawei Chen, Yiping Ren, Yu Zhang. Urinary non-targeted toxicokinetics and metabolic fingerprinting of exposure to 3-monochloropropane-1,2-diol and glycidol from refined edible oils. Food research international (Ottawa, Ont.). 2022 02; 152(?):110898. doi: 10.1016/j.foodres.2021.110898. [PMID: 35181075]
  • Pasquale Ioime, Elena Piva, Michele Pozzebon, Jennifer P Pascali. Automated sample preparation and analysis by gas chromatography tandem mass spectrometry (GC-MS/MS) for the determination of 3- and 2-monochloropropanediol (MCPD) esters and glycidol esters in edible oils. Journal of chromatography. A. 2021 Aug; 1650(?):462253. doi: 10.1016/j.chroma.2021.462253. [PMID: 34049252]
  • Pei-Wen Liu, Chung-I Li, Kuo-Ching Huang, Chiang-Shin Liu, Hsiu-Lin Chen, Ching-Chang Lee, Yuan-Yow Chiou, Rong-Jane Chen. 3-MCPD and glycidol coexposure induces systemic toxicity and synergistic nephrotoxicity via NLRP3 inflammasome activation, necroptosis, and autophagic cell death. Journal of hazardous materials. 2021 03; 405(?):124241. doi: 10.1016/j.jhazmat.2020.124241. [PMID: 33187795]
  • Noor Asma Shaari, Azmil Haizam Ahmad Tarmizi, Adi Md Sikin. In-house validation of accelerated solvent extraction-gas chromatography-mass spectrometry for the determination of bound 3- and 2-monochloropropanediols (MCPD) and glycidol in food products. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2021 Feb; 38(2):223-236. doi: 10.1080/19440049.2020.1845400. [PMID: 33332229]
  • Klaus Abraham, Jan Hielscher, Jan Kuhlmann, Bernhard H Monien. Urinary Excretion of 2/3-Monochloropropanediol (2/3-MCPD) and 2,3-Dihydroxypropylmercapturic Acid (DHPMA) after a Single High dose of Fatty Acid Esters of 2/3-MCPD and Glycidol: A Controlled Exposure Study in Humans. Molecular nutrition & food research. 2021 02; 65(4):e2000735. doi: 10.1002/mnfr.202000735. [PMID: 33079463]
  • Anna Sadowska-Rociek. Monochloropropanediol esters and glycidyl esters in dietary supplements based on fish oils. Food additives & contaminants. Part B, Surveillance. 2020 Dec; 13(4):305-312. doi: 10.1080/19393210.2020.1803419. [PMID: 32772639]
  • Biow Ing Sim, Yih Phing Khor, Oi Ming Lai, Chee Beng Yeoh, Yong Wang, Yuanfa Liu, Imededdine Arbi Nehdi, Chin Ping Tan. Mitigation of 3-MCPD esters and glycidyl esters during the physical refining process of palm oil by micro and macro laboratory scale refining. Food chemistry. 2020 Oct; 328(?):127147. doi: 10.1016/j.foodchem.2020.127147. [PMID: 32497897]
  • M A Makarenko, A D Malinkin, V V Bessonov, D O Bokov. [Alkaline transesterification CG-MS/MS method of monochlorpropanediol and glycidyl esters' determination in some edible fats, oils and fat blends on Russian market]. Voprosy pitaniia. 2020 ; 89(6):113-122. doi: 10.24411/0042-8833-2020-10084. [PMID: 33476504]
  • Hitesh V Motwani, Emelie Westberg, Christian Lindh, Lilianne Abramsson-Zetterberg, Margareta Törnqvist. Serum albumin adducts, DNA adducts and micronuclei frequency measured in benzo[a]pyrene-exposed mice for estimation of genotoxic potency. Mutation research. Genetic toxicology and environmental mutagenesis. 2020 Jan; 849(?):503127. doi: 10.1016/j.mrgentox.2019.503127. [PMID: 32087848]
  • Wei Jia, Di Wu, Xinyu Chen, Lei Mao, Hong Miao, Dawei Chen, Yiping Ren, Yu Zhang. Metabolomics-based biomarker analysis of dihydroxypropyl mercapturic acid isomers from 3-monochloropropane-1,2-diol and glycidol for evaluation of toxicokinetics in rats and daily internal exposure in humans. Talanta. 2019 Nov; 204(?):329-336. doi: 10.1016/j.talanta.2019.06.009. [PMID: 31357301]
  • Mine Senyildiz, Buket Alpertunga, Sibel Ozden. DNA methylation analysis in rat kidney epithelial cells exposed to 3-MCPD and glycidol. Drug and chemical toxicology. 2017 Oct; 40(4):432-439. doi: 10.1080/01480545.2016.1255951. [PMID: 27884059]
  • Maria Ricciardi, Fabrizio Passarini, Ivano Vassura, Antonio Proto, Carmine Capacchione, Raffaele Cucciniello, Daniele Cespi. Glycidol, a Valuable Substrate for the Synthesis of Monoalkyl Glyceryl Ethers: A Simplified Life Cycle Approach. ChemSusChem. 2017 05; 10(10):2291-2300. doi: 10.1002/cssc.201700525. [PMID: 28376258]
  • Saeko Onami, Young-Man Cho, Takeshi Toyoda, Jun-ichi Akagi, Satoshi Fujiwara, Ryosuke Ochiai, Kazushige Tsujino, Akiyoshi Nishikawa, Kumiko Ogawa. Orally administered glycidol and its fatty acid esters as well as 3-MCPD fatty acid esters are metabolized to 3-MCPD in the F344 rat. Regulatory toxicology and pharmacology : RTP. 2015 Dec; 73(3):726-31. doi: 10.1016/j.yrtph.2015.10.020. [PMID: 26520183]
  • Kazuo Koyama, Kinuko Miyazaki, Kousuke Abe, Keiich Ikuta, Yoshitsugu Egawa, Tadashi Kitta, Hirotsugu Kido, Takashi Sano, Yukinari Takahashi, Toru Nezu, Hidenori Nohara, Takashi Miyashita, Hiroshi Yada, Kumiko Yamazaki, Yomi Watanabe. Optimization of an Indirect Enzymatic Method for the Simultaneous Analysis of 3-MCPD, 2-MCPD, and Glycidyl Esters in Edible Oils. Journal of oleo science. 2015; 64(10):1057-64. doi: 10.5650/jos.ess15100. [PMID: 26369594]
  • Herrald Steenbergen, Karel Hrnčiřík, Alessia Ermacora, Sjaak de Koning, Hans-Gerd Janssen. Direct analysis of intact glycidyl fatty acid esters in edible oils using gas chromatography-mass spectrometry. Journal of chromatography. A. 2013 Oct; 1313(?):202-11. doi: 10.1016/j.chroma.2013.06.056. [PMID: 23891377]
  • Klaus E Appel, Klaus Abraham, Edith Berger-Preiss, Tanja Hansen, Elisabeth Apel, Sven Schuchardt, Carla Vogt, Nadiya Bakhiya, Otto Creutzenberg, Alfonso Lampen. Relative oral bioavailability of glycidol from glycidyl fatty acid esters in rats. Archives of toxicology. 2013 Sep; 87(9):1649-59. doi: 10.1007/s00204-013-1061-1. [PMID: 23649841]
  • Benjamin R Spears, Julian Waksal, Caitlin McQuade, Laura Lanier, Eva Harth. Controlled branching of polyglycidol and formation of protein-glycidol bioconjugates via a graft-from approach with 'PEG-like' arms. Chemical communications (Cambridge, England). 2013 Mar; 49(24):2394-6. doi: 10.1039/c3cc38369e. [PMID: 23370543]
  • N Frank, M Dubois, G Scholz, W Seefelder, J-Y Chuat, B Schilter. Application of gastrointestinal modelling to the study of the digestion and transformation of dietary glycidyl esters. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2013; 30(1):69-79. doi: 10.1080/19440049.2012.732245. [PMID: 23083414]
  • Shaun MacMahon, Timothy H Begley, Gregory W Diachenko. Occurrence of 3-MCPD and glycidyl esters in edible oils in the United States. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2013; 30(12):2081-92. doi: 10.1080/19440049.2013.840805. [PMID: 24138540]
  • C Crews, A Chiodini, M Granvogl, C Hamlet, K Hrnčiřík, J Kuhlmann, A Lampen, G Scholz, R Weisshaar, T Wenzl, P R Jasti, W Seefelder. Analytical approaches for MCPD esters and glycidyl esters in food and biological samples: a review and future perspectives. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2013; 30(1):11-45. doi: 10.1080/19440049.2012.720385. [PMID: 23020628]
  • A Becalski, S Y Feng, B P-Y Lau, T Zhao. Glycidyl fatty acid esters in food by LC-MS/MS: method development. Analytical and bioanalytical chemistry. 2012 Jul; 403(10):2933-42. doi: 10.1007/s00216-012-5932-8. [PMID: 22460076]
  • Nasser Arsalani, Hassan Fattahi, Sophie Laurent, Carmen Burtea, Luce Vander Elst, Robert N Muller. Polyglycerol-grafted superparamagnetic iron oxide nanoparticles: highly efficient MRI contrast agent for liver and kidney imaging and potential scaffold for cellular and molecular imaging. Contrast media & molecular imaging. 2012 Mar; 7(2):185-94. doi: 10.1002/cmmi.479. [PMID: 22434631]
  • Ken-ichi Wakabayashi, Yoshimasa Kurata, Tomoo Harada, Yasushi Tamaki, Naohiro Nishiyama, Toshio Kasamatsu. Species differences in toxicokinetic parameters of glycidol after a single dose of glycidol or glycidol linoleate in rats and monkeys. The Journal of toxicological sciences. 2012; 37(4):691-8. doi: 10.2131/jts.37.691. [PMID: 22863850]
  • Mathieu Dubois, Adrienne Tarres, Till Goldmann, Guenter Loeffelmann, Alfred Donaubauer, Walburga Seefelder. Determination of seven glycidyl esters in edible oils by gel permeation chromatography extraction and liquid chromatography coupled to mass spectrometry detection. Journal of agricultural and food chemistry. 2011 Dec; 59(23):12291-301. doi: 10.1021/jf2028347. [PMID: 22017647]
  • Elisabeth Eckert, Klaus Schmid, Barbara Schaller, Kerstin Hiddemann-Koca, Hans Drexler, Thomas Göen. Mercapturic acids as metabolites of alkylating substances in urine samples of German inhabitants. International journal of hygiene and environmental health. 2011 Jun; 214(3):196-204. doi: 10.1016/j.ijheh.2011.03.001. [PMID: 21459667]
  • Nadiya Bakhiya, Klaus Abraham, Rainer Gürtler, Klaus Erich Appel, Alfonso Lampen. Toxicological assessment of 3-chloropropane-1,2-diol and glycidol fatty acid esters in food. Molecular nutrition & food research. 2011 Apr; 55(4):509-21. doi: 10.1002/mnfr.201000550. [PMID: 21351250]
  • Ouardia Ait-Mohamed, Valentine Battisti, Véronique Joliot, Lauriane Fritsch, Julien Pontis, Souhila Medjkane, Catherine Redeuilh, Aazdine Lamouri, Christine Fahy, Mohamed Rholam, Djebbar Atmani, Slimane Ait-Si-Ali. Acetonic extract of Buxus sempervirens induces cell cycle arrest, apoptosis and autophagy in breast cancer cells. PloS one. 2011; 6(9):e24537. doi: 10.1371/journal.pone.0024537. [PMID: 21935420]
  • Elisabeth Eckert, Hans Drexler, Thomas Göen. Determination of six hydroxyalkyl mercapturic acids in human urine using hydrophilic interaction liquid chromatography with tandem mass spectrometry (HILIC-ESI-MS/MS). Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Oct; 878(27):2506-14. doi: 10.1016/j.jchromb.2009.09.003. [PMID: 19766066]
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  • Yoshinori Masukawa, Hiroki Shiro, Shun Nakamura, Naoki Kondo, Norikazu Jin, Nobuyoshi Suzuki, Naoki Ooi, Naoto Kudo. A new analytical method for the quantification of glycidol fatty acid esters in edible oils. Journal of oleo science. 2010; 59(2):81-8. doi: 10.5650/jos.59.81. [PMID: 20103980]
  • Masao Shimizu, Naoto Kudo, Hiroki Shiro, Koichi Yasunaga, Yoshinori Masukawa, Yoshihisa Katsuragi, Takeshi Yasumasu. Comparison of indirect and direct quantification of glycidol fatty acid ester in edible oils. Journal of oleo science. 2010; 59(10):535-9. doi: 10.5650/jos.59.535. [PMID: 20877146]
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