Ethanolamine (BioDeep_00000003123)

 

Secondary id: BioDeep_00000403062, BioDeep_00000868832

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


Envision conditioner PDD 9020

化学式: C2H7NO (61.0527612)
中文名称: 乙醇胺-15N, 酸性橙 86, 乙醇胺
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.09%

分子结构信息

SMILES: C(CO)N
InChI: InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2

描述信息

Ethanolamine (MEA), also known as monoethanolamine, aminoethanol or glycinol, belongs to the class of organic compounds known as 1,2-aminoalcohols (or simply aminoalcohols). These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Ethanolamine is a colorless, viscous liquid with an odor reminiscent of ammonia. In pharmaceutical formulations, ethanolamine is used primarily for buffering or preparation of emulsions. Ethanolamine can also be used as pH regulator in cosmetics. Biologically, ethanolamine is an initial precursor for the biosynthesis of two primary phospholipid classes, phosphatidylcholine (PC) and phosphatidylethanolamine (PE). In this regard, ethanolamine is the second-most-abundant head group for phospholipids. Ethanolamine serves as a precursor for a variety of N-acylethanolamines (NAEs). These are molecules that modulate several animal and plant physiological processes such as seed germination, plant–pathogen interactions, chloroplast development and flowering (PMID: 30190434). Ethanolamine, when combined with arachidonic acid (C20H32O2; 20:4, ω-6), can also form the endocannabinoid anandamide. Ethanolamine can be converted to phosphoethanolamine via the enzyme known as ethanolamine kinase. the two substrates of this enzyme are ATP and ethanolamine, whereas its two products are ADP and O-phosphoethanolamine. In most plants ethanolamine is biosynthesized by decarboxylation of serine via a pyridoxal 5-phosphate-dependent l-serine decarboxylase (SDC). Ethanolamine exists in all living species, ranging from bacteria to plants to humans. Ethanolamine has been detected, but not quantified in, several different foods, such as narrowleaf cattails, mung beans, blackcurrants, white cabbages, and bilberries.
Ethanolamine, also known as aminoethanol or beta-aminoethyl alcohol, is a member of the class of compounds known as 1,2-aminoalcohols. 1,2-aminoalcohols are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Ethanolamine is soluble (in water) and an extremely weak acidic compound (based on its pKa). Ethanolamine can be found in a number of food items such as daikon radish, caraway, muscadine grape, and lemon grass, which makes ethanolamine a potential biomarker for the consumption of these food products. Ethanolamine can be found primarily in most biofluids, including urine, cerebrospinal fluid (CSF), feces, and saliva, as well as throughout most human tissues. Ethanolamine exists in all living species, ranging from bacteria to humans. In humans, ethanolamine is involved in several metabolic pathways, some of which include phosphatidylcholine biosynthesis PC(20:3(5Z,8Z,11Z)/18:3(6Z,9Z,12Z)), phosphatidylcholine biosynthesis PC(22:5(7Z,10Z,13Z,16Z,19Z)/18:3(6Z,9Z,12Z)), phosphatidylcholine biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/20:0), and phosphatidylethanolamine biosynthesis PE(11D5/9M5). Moreover, ethanolamine is found to be associated with maple syrup urine disease and propionic acidemia. Ethanolamine is a non-carcinogenic (not listed by IARC) potentially toxic compound. Ethanolamine, also called 2-aminoethanol or monoethanolamine (often abbreviated as ETA or MEA), is an organic chemical compound with the formula HOCH2CH2NH2. The molecule is both a primary amine and a primary alcohol (due to a hydroxyl group). Ethanolamine is a colorless, viscous liquid with an odor reminiscent to that of ammonia. Its derivatives are widespread in nature; e.g., lipids .
C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist
KEIO_ID E023

同义名列表

43 个代谢物同义名

Envision conditioner PDD 9020; β-Aminoethyl alcohol; β-Hydroxyethylamine; beta-Aminoethyl alcohol; 1-Amino-2-hydroxyethane; beta-Hydroxyethylamine; b-Aminoethyl alcohol; Β-aminoethyl alcohol; 2-Aminoethyl alcohol; β-Aminoethanol; β-ethanolamine; Β-hydroxyethylamine; 2-Hydroxyethylamine; b-Hydroxyethylamine; 2-Hydroxyethanamine; 2-Amino-1-ethanol; beta-Ethanolamine; 2-Aminoethan-1-ol; beta-Aminoethanol; MONOETHANOLAMINE; Monoaethanolamin; 2-Amino-ethanol; 2-azanylethanol; 2-Ethanolamine; b-Ethanolamine; b-Aminoethanol; Acid Orange 86; 2 Aminoethanol; 2-aminoethanol; Β-aminoethanol; Β-ethanolamine; Aethanolamin; Aminoethanol; Ethanolamine; Ethylolamine; H-Glycinol; Glycinol; Colamine; Kolamin; Olamine; MEA; Hea; ETA



数据库引用编号

31 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(10)

BioCyc(2)

PlantCyc(0)

代谢反应

5590 个相关的代谢反应过程信息。

Reactome(114)

BioCyc(4)

WikiPathways(8)

Plant Reactome(232)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(5232)

PharmGKB(0)

81 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

  • Yeeun Son, Timothy C Kenny, Artem Khan, Kıvanç Birsoy, Richard K Hite. Structural basis of lipid head group entry to the Kennedy pathway by FLVCR1. Nature. 2024 May; 629(8012):710-716. doi: 10.1038/s41586-024-07374-4. [PMID: 38693265]
  • Petrus Hemström, Bronwen Jugg, Rachel Watkins, Sofia Jonasson, Linda Elfsmark, Stephen Rutter, Crister Åstot, Pernilla Lindén. Phospholipid chlorohydrins as chlorine exposure biomarkers in a large animal model. Toxicology letters. 2024 Jan; 391(?):32-38. doi: 10.1016/j.toxlet.2023.11.008. [PMID: 38048885]
  • Mélissa Simard, Andréa Tremblay, Sophie Morin, Geneviève Rioux, Nicolas Flamand, Roxane Pouliot. N-eicosapentaenoyl-ethanolamine decreases the proliferation of psoriatic keratinocytes in a reconstructed psoriatic skin model. Scientific reports. 2023 07; 13(1):12113. doi: 10.1038/s41598-023-39185-4. [PMID: 37495686]
  • Somrita Basu, Mattie C Pawlowic, Fong-Fu Hsu, Geoff Thomas, Kai Zhang. Ethanolaminephosphate cytidylyltransferase is essential for survival, lipid homeostasis and stress tolerance in Leishmania major. PLoS pathogens. 2023 07; 19(7):e1011112. doi: 10.1371/journal.ppat.1011112. [PMID: 37506172]
  • Linda M Westermann, Ian D E A Lidbury, Chun-Yang Li, Ning Wang, Andrew R J Murphy, Maria Del Mar Aguilo Ferretjans, Mussa Quareshy, Muralidharan Shanmugan, Alberto Torcello-Requena, Eleonora Silvano, Yu-Zhong Zhang, Claudia A Blindauer, Yin Chen, David J Scanlan. Bacterial catabolism of membrane phospholipids links marine biogeochemical cycles. Science advances. 2023 04; 9(17):eadf5122. doi: 10.1126/sciadv.adf5122. [PMID: 37126561]
  • Monica Bari, Monica Feole, Marina Fava, Mauro Maccarrone. Radiometric Assay of FAAH Activity. Methods in molecular biology (Clifton, N.J.). 2023; 2576(?):241-247. doi: 10.1007/978-1-0716-2728-0_20. [PMID: 36152192]
  • Huancong Shi, Xiaofang Cheng, Jiacheng Peng, Hongliang Feng, Paitoon Tontiwachwuthikul, Jiawei Hu. The CO2 absorption and desorption analysis of tri-solvent MEA + EAE + AMP compared with MEA + BEA + AMP along with 'coordination effects' evaluation. Environmental science and pollution research international. 2022 Jun; 29(27):40686-40700. doi: 10.1007/s11356-022-18792-0. [PMID: 35083697]
  • Zahra Khoshbin, Javad Zamanian, Negin Davoodian, Noor Mohammad Danesh, Mohammad Ramezani, Mona Alibolandi, Khalil Abnous, Seyed Mohammad Taghdisi. A simple and ultrasensitive metal-organic framework-based aptasensor for fluorescence detection of ethanolamine. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 Feb; 267(Pt 2):120488. doi: 10.1016/j.saa.2021.120488. [PMID: 34739893]
  • Emmanuel E Moutoussamy, Qaiser Waheed, Greta J Binford, Hanif M Khan, Shane M Moran, Anna R Eitel, Matthew H J Cordes, Nathalie Reuter. Specificity of Loxosceles α clade phospholipase D enzymes for choline-containing lipids: Role of a conserved aromatic cage. PLoS computational biology. 2022 02; 18(2):e1009871. doi: 10.1371/journal.pcbi.1009871. [PMID: 35180220]
  • Maurizio Gianni', Laura Goracci, Anna Schlaefli, Alessandra Di Veroli, Mami Kurosaki, Luca Guarrera, Marco Bolis, Marika Foglia, Monica Lupi, Mario P Tschan, Gabriele Cruciani, Mineko Terao, Enrico Garattini. Role of cardiolipins, mitochondria, and autophagy in the differentiation process activated by all-trans retinoic acid in acute promyelocytic leukemia. Cell death & disease. 2022 01; 13(1):30. doi: 10.1038/s41419-021-04476-z. [PMID: 35013142]
  • Suren Deng, Jingyi Li, Zezhen Du, Zixuan Wu, Jian Yang, Hongmei Cai, Gaobing Wu, Fangsen Xu, Yichao Huang, Sheliang Wang, Chuang Wang. Rice ACID PHOSPHATASE 1 regulates Pi stress adaptation by maintaining intracellular Pi homeostasis. Plant, cell & environment. 2022 01; 45(1):191-205. doi: 10.1111/pce.14191. [PMID: 34550608]
  • Mohammadmahdi Sabahi, Sara Ami Ahmadi, Azin Kazemi, Maryam Mehrpooya, Mojtaba Khazaei, Akram Ranjbar, Ashkan Mowla. The Effect of Oleoylethanolamide (OEA) Add-On Treatment on Inflammatory, Oxidative Stress, Lipid, and Biochemical Parameters in the Acute Ischemic Stroke Patients: Randomized Double-Blind Placebo-Controlled Study. Oxidative medicine and cellular longevity. 2022; 2022(?):5721167. doi: 10.1155/2022/5721167. [PMID: 36120593]
  • Muthumari Perumal, Nilavuckkarasi R Karunakaran, Ambedkar Balraj, Dhanalakshmi Jayaraman, Jagannathan Krishnan, Aalan Britto John Prakash, Jeevakumar Arumugam, Venkadeshwara Prabhu Muthukumar. Experimental investigation on CO2 absorption and physicochemical characteristics of different carbon-loaded aqueous solvents. Environmental science and pollution research international. 2021 Dec; 28(45):63532-63543. doi: 10.1007/s11356-020-10562-0. [PMID: 32860188]
  • Anna Andrea Lauer, Lea Victoria Griebsch, Sabrina Melanie Pilz, Daniel Janitschke, Elena Leoni Theiss, Jörg Reichrath, Christian Herr, Christoph Beisswenger, Robert Bals, Teresa Giovanna Valencak, Dorothea Portius, Heike Sabine Grimm, Tobias Hartmann, Marcus Otto Walter Grimm. Impact of Vitamin D3 Deficiency on Phosphatidylcholine-/Ethanolamine, Plasmalogen-, Lyso-Phosphatidylcholine-/Ethanolamine, Carnitine- and Triacyl Glyceride-Homeostasis in Neuroblastoma Cells and Murine Brain. Biomolecules. 2021 11; 11(11):. doi: 10.3390/biom11111699. [PMID: 34827697]
  • Francesco Tinto, Anne-Sophie Archambault, Élizabeth Dumais, Volatiana Rakotoarivelo, Magdalena Kostrzewa, Cyril Martin, Pier-Luc Plante, Yves Desjardins, Mélissa Simard, Roxane Pouliot, Luciano De Petrocellis, Alessia Ligresti, Vincenzo Di Marzo, Nicolas Flamand. Synthesis and molecular targets of N-13-hydroxy-octadienoyl-ethanolamine, a novel endogenous bioactive 15-lipoxygenase-derived metabolite of N-linoleoyl-ethanolamine found in the skin and saliva. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2021 08; 1866(8):158954. doi: 10.1016/j.bbalip.2021.158954. [PMID: 33915294]
  • Claudia Manca, Gianfranca Carta, Elisabetta Murru, Armita Abolghasemi, Hastimansooreh Ansar, Alessandra Errigo, Patrice D Cani, Sebastiano Banni, Giovanni Mario Pes. Circulating fatty acids and endocannabinoidome-related mediator profiles associated to human longevity. GeroScience. 2021 08; 43(4):1783-1798. doi: 10.1007/s11357-021-00342-0. [PMID: 33650014]
  • Richard N Prentice, Mohammad Younus, Woravimol Krittaphol-Bailey, Shakila B Rizwan. A sensitive LC-MS/MS method for the study of exogenously administered 13 C-oleoylethanolamide in rat plasma and brain tissue. Journal of separation science. 2021 Jul; 44(14):2693-2704. doi: 10.1002/jssc.202001210. [PMID: 33939878]
  • Yuchun Cai, Hongyue Zhan, Wenci Weng, Yao Wang, Pengxun Han, Xuewen Yu, Mumin Shao, Huili Sun. Niclosamide ethanolamine ameliorates diabetes-related muscle wasting by inhibiting autophagy. Skeletal muscle. 2021 06; 11(1):15. doi: 10.1186/s13395-021-00272-7. [PMID: 34107998]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Jocelijn Meijerink. The Intestinal Fatty Acid-Enteroendocrine Interplay, Emerging Roles for Olfactory Signaling and Serotonin Conjugates. Molecules (Basel, Switzerland). 2021 Mar; 26(5):. doi: 10.3390/molecules26051416. [PMID: 33807994]
  • Chakravarthy Garlapati, Shriya Joshi, Ravi Chakra Turaga, Manjari Mishra, Michelle D Reid, Shobhna Kapoor, Liana Artinian, Vincent Rehder, Ritu Aneja. Monoethanolamine-induced glucose deprivation promotes apoptosis through metabolic rewiring in prostate cancer. Theranostics. 2021; 11(18):9089-9106. doi: 10.7150/thno.62724. [PMID: 34522228]
  • Adrian Taylor, Sophie Grapentine, Jasmine Ichhpuniani, Marica Bakovic. Choline transporter-like proteins 1 and 2 are newly identified plasma membrane and mitochondrial ethanolamine transporters. The Journal of biological chemistry. 2021 Jan; 296(?):100604. doi: 10.1016/j.jbc.2021.100604. [PMID: 33789160]
  • Sergii Krysenko, Arne Matthews, Tobias Busche, Agnieszka Bera, Wolfgang Wohlleben. Poly- and Monoamine Metabolism in Streptomyces coelicolor: The New Role of Glutamine Synthetase-Like Enzymes in the Survival under Environmental Stress. Microbial physiology. 2021; 31(3):233-247. doi: 10.1159/000516644. [PMID: 34044403]
  • Lei Xing, Kexin Wei, Qiangwei Li, Rujie Wang, Shihan Zhang, Lidong Wang. One-Step Synthesized SO42-/ZrO2-HZSM-5 Solid Acid Catalyst for Carbamate Decomposition in CO2 Capture. Environmental science & technology. 2020 11; 54(21):13944-13952. doi: 10.1021/acs.est.0c04946. [PMID: 33054187]
  • I S Lugovaya. The Use of a Biostimulant Composition to Increase Turkey Viability during the Key Critical Periods of Development. Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections. 2020 Nov; 495(1):288-290. doi: 10.1134/s0012496620060071. [PMID: 33486666]
  • I I Kochish, I S Lugovaya, T O Azarnova, M S Naydensky, A A Antipov, Yu V Petrova, D V Anshakov, E A Zolotukhina. Increased Stress Resistance of the Offspring Egg Cross Chickens when Using Biologically Active Substances before Hatching. Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections. 2020 Sep; 494(1):236-239. doi: 10.1134/s0012496620050051. [PMID: 33083880]
  • Mai Otsuka, Hajime Miyaguchi, Masanobu Uchiyama. Analysis of nitrogen mustard degradation products via post-pentafluorobenzoylation liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2020 Aug; 1625(?):461306. doi: 10.1016/j.chroma.2020.461306. [PMID: 32709349]
  • Yasuhiro Horibata, Hiromi Ando, Hiroyuki Sugimoto. Locations and contributions of the phosphotransferases EPT1 and CEPT1 to the biosynthesis of ethanolamine phospholipids. Journal of lipid research. 2020 08; 61(8):1221-1231. doi: 10.1194/jlr.ra120000898. [PMID: 32576654]
  • Ying-Chen Lin, Galileo Estopare Araguirang, Anh H Ngo, Kui-Ting Lin, Artik Elisa Angkawijaya, Yuki Nakamura. The Four Arabidopsis Choline/Ethanolamine Kinase Isozymes Play Distinct Roles in Metabolism and Development. Plant physiology. 2020 05; 183(1):152-166. doi: 10.1104/pp.19.01399. [PMID: 32205454]
  • Roberta Cazzola, Mariangela Rondanelli. N-Oleoyl-Phosphatidyl-Ethanolamine and Epigallo Catechin-3-Gallate Mitigate Oxidative Stress in Overweight and Class I Obese People on a Low-Calorie Diet. Journal of medicinal food. 2020 Mar; 23(3):319-325. doi: 10.1089/jmf.2019.0145. [PMID: 31928490]
  • Edina Szűcs, Azzurra Stefanucci, Marilisa Pia Dimmito, Ferenc Zádor, Stefano Pieretti, Gokhan Zengin, László Vécsei, Sándor Benyhe, Marianna Nalli, Adriano Mollica. Discovery of Kynurenines Containing Oligopeptides as Potent Opioid Receptor Agonists. Biomolecules. 2020 02; 10(2):. doi: 10.3390/biom10020284. [PMID: 32059524]
  • Johan Unga, Daiki Omata, Nobuki Kudo, Soki Ueno, Lisa Munakata, Tadamitsu Shima, Ryo Suzuki, Kazuo Maruyama. Development and evaluation of stability and ultrasound response of DSPC-DPSG-based freeze-dried microbubbles. Journal of liposome research. 2019 Dec; 29(4):368-374. doi: 10.1080/08982104.2018.1556294. [PMID: 30526185]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Ian de Bus, Han Zuilhof, Renger Witkamp, Michiel Balvers, Bauke Albada. Novel COX-2 products of n-3 polyunsaturated fatty acid-ethanolamine-conjugates identified in RAW264.7 macrophages. Journal of lipid research. 2019 11; 60(11):1829-1840. doi: 10.1194/jlr.m094235. [PMID: 31455615]
  • Mostafa Mahmoud, Stefan Laufer, Hans-Peter Deigner. Visual aptamer-based capillary assay for ethanolamine using magnetic particles and strand displacement. Mikrochimica acta. 2019 10; 186(11):690. doi: 10.1007/s00604-019-3795-9. [PMID: 31595372]
  • Katherine Dadswell, Sinead Creagh, Edward McCullagh, Mingzhi Liang, Ian R Brown, Martin J Warren, Alan McNally, John MacSharry, Michael B Prentice. Bacterial Microcompartment-Mediated Ethanolamine Metabolism in Escherichia coli Urinary Tract Infection. Infection and immunity. 2019 08; 87(8):. doi: 10.1128/iai.00211-19. [PMID: 31138611]
  • Thirupathi Ravula, Nathaniel Z Hardin, Ayyalusamy Ramamoorthy. Polymer nanodiscs: Advantages and limitations. Chemistry and physics of lipids. 2019 03; 219(?):45-49. doi: 10.1016/j.chemphyslip.2019.01.010. [PMID: 30707909]
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  • Bruna G Coutinho, Emily Mevers, Amy L Schaefer, Dale A Pelletier, Caroline S Harwood, Jon Clardy, E Peter Greenberg. A plant-responsive bacterial-signaling system senses an ethanolamine derivative. Proceedings of the National Academy of Sciences of the United States of America. 2018 09; 115(39):9785-9790. doi: 10.1073/pnas.1809611115. [PMID: 30190434]
  • Mona M Khamis, Nancy Klemm, Darryl J Adamko, Anas El-Aneed. Comparison of accuracy and precision between multipoint calibration, single point calibration, and relative quantification for targeted metabolomic analysis. Analytical and bioanalytical chemistry. 2018 Sep; 410(23):5899-5913. doi: 10.1007/s00216-018-1205-5. [PMID: 30006724]
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