Linoleoyl ethanolamide (BioDeep_00000026782)
human metabolite Endogenous blood metabolite
代谢物信息卡片
化学式: C20H37NO2 (323.2824142)
中文名称: 亚油醇乙醇胺, 亚油酸乙醇酰胺
谱图信息:
最多检出来源 Homo sapiens(urine) 6.13%
Last reviewed on 2024-09-14.
Cite this Page
Linoleoyl ethanolamide. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/linoleoyl_ethanolamide (retrieved
2024-09-20) (BioDeep RN: BioDeep_00000026782). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCCCCC=CCC=CCCCCCCCC(=O)NCCO
InChI: InChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)
描述信息
Linoleoyl ethanolamide inhibits arachidonoylethanolamide amidohydrolase. [HMDB]
Linoleoyl ethanolamide inhibits arachidonoylethanolamide amidohydrolase.
同义名列表
19 个代谢物同义名
(9Z,12Z)-N-(2-Hydroxyethyl)octadeca-9,12-dien-1-amide; (9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide; N-cis-9-cis-12-Octadecadienoylethanolamine; N-(2-hydroxyethyl)octadeca-9,12-dienamide; N-(2-Hydroxyethyl)-9,12-octadecadienamide; N-(9Z,12Z-octadecadienoyl)-ethanolamine; Monoethanolamine linoleic acid amide; Monoethanolamine linoleate amide; N-(2-Hydroxyethyl)-linoleamide; N-(2-Hydroxyethyl)linoleamide; Linoleoyl monoethanolamide; Anandamide (18:2, n-6); Linoleoyl ethanolamide; Linoleoylethanolamide; Linoleic ethanolamide; Linoleyl ethanolamide; Linoleamide mea; Lea; Linoleoyl ethanolamide
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:64032
- PubChem: 5283446
- PubChem: 2183
- HMDB: HMDB0012252
- ChEMBL: CHEMBL149859
- MetaCyc: CPD6666-4
- foodb: FDB028893
- chemspider: 4446566
- CAS: 68171-52-8
- PMhub: MS000236104
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)
27 个相关的物种来源信息
- 3988 Ricinus communis: 10.1016/J.PLIPRES.2004.03.002
- 3702 Arabidopsis thaliana: 10.1016/J.PLIPRES.2004.03.002
- 3847 Glycine max: 10.1016/J.PLIPRES.2004.03.002
- 4577 Zea mays: 10.1016/J.PLIPRES.2004.03.002
- 4081 Solanum lycopersicum: 10.1016/J.PLIPRES.2004.03.002
- 3857 Lathyrus hirsutus: 10.1016/J.PLIPRES.2004.03.002
- 3818 Arachis hypogaea: 10.1016/J.PLIPRES.2004.03.002
- 455045 Abelmoschus esculentus: 10.1016/J.PLIPRES.2004.03.002
- 3892 Pueraria: 10.1016/J.PLIPRES.2004.03.002
- 3635 Gossypium hirsutum: 10.1016/J.PLIPRES.2004.03.002
- 4111 Solanum melongena: 10.1016/J.PLIPRES.2004.03.002
- 421375 Pison: 10.1016/J.PLIPRES.2004.03.002
- 227722 Solanum lasiocarpum: 10.1016/J.PLIPRES.2004.03.002
- 3988 Ricinus communis: 10.1016/J.PLIPRES.2004.03.002
- 3702 Arabidopsis thaliana: 10.1016/J.PLIPRES.2004.03.002
- 3847 Glycine max: 10.1016/J.PLIPRES.2004.03.002
- 4577 Zea mays: 10.1016/J.PLIPRES.2004.03.002
- 4081 Solanum lycopersicum: 10.1016/J.PLIPRES.2004.03.002
- 3857 Lathyrus hirsutus: 10.1016/J.PLIPRES.2004.03.002
- 3818 Arachis hypogaea: 10.1016/J.PLIPRES.2004.03.002
- 455045 Abelmoschus esculentus: 10.1016/J.PLIPRES.2004.03.002
- 3892 Pueraria: 10.1016/J.PLIPRES.2004.03.002
- 3635 Gossypium hirsutum: 10.1016/J.PLIPRES.2004.03.002
- 4111 Solanum melongena: 10.1016/J.PLIPRES.2004.03.002
- 421375 Pison: 10.1016/J.PLIPRES.2004.03.002
- 227722 Solanum lasiocarpum: 10.1016/J.PLIPRES.2004.03.002
- 9606 Homo sapiens: -
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
- Rubén Tovar, Marialuisa de Ceglia, Massimo Ubaldi, Miguel Rodríguez-Pozo, Laura Soverchia, Carlo Cifani, Gema Rojo, Ana Gavito, Laura Hernandez-Folgado, Nadine Jagerovic, Roberto Ciccocioppo, Elena Baixeras, Fernando Rodríguez de Fonseca, Juan Decara. Administration of Linoleoylethanolamide Reduced Weight Gain, Dyslipidemia, and Inflammation Associated with High-Fat-Diet-Induced Obesity.
Nutrients.
2023 Oct; 15(20):. doi:
10.3390/nu15204448. [PMID: 37892524] - Omar Arias-Gaguancela, Mina Aziz, Kent D Chapman. Fatty acid amide hydrolase and 9-lipoxygenase modulate cotton seedling growth by ethanolamide oxylipin levels.
Plant physiology.
2023 02; 191(2):1234-1253. doi:
10.1093/plphys/kiac556. [PMID: 36472510] - Xianru Xia, Xiandong Li, Fei Xie, Guolin Yuan, Dongliang Cheng, Chunyan Peng. Non-targeted metabonomic analysis of plasma in patients with atherosclerosis by liquid chromatography-mass spectrometry.
Annals of translational medicine.
2022 Feb; 10(3):133. doi:
10.21037/atm-22-118. [PMID: 35284547] - Mandy Ho, G Harvey Anderson, Lin Lin, Richard P Bazinet, Ruslan Kubant. Ethanolamides of essential α-linolenic and linoleic fatty acids suppress short-term food intake in rats.
Food & function.
2020 Apr; 11(4):3066-3072. doi:
10.1039/c9fo02884f. [PMID: 32191234] - Dulce E Alarcón-Yaquetto, Lidia Caballero, Gustavo F Gonzales. Association Between Plasma N-Acylethanolamides and High Hemoglobin Concentration in Southern Peruvian Highlanders.
High altitude medicine & biology.
2017 12; 18(4):322-329. doi:
10.1089/ham.2016.0148. [PMID: 28665150] - Raffaele Pezzilli, Pierangela Ciuffreda, Roberta Ottria, Alessandro Ravelli, Gianvico Melzi d'Eril, Alessandra Barassi. Serum endocannabinoids in assessing pain in patients with chronic pancreatitis and in those with pancreatic ductal adenocarcinoma.
Scandinavian journal of gastroenterology.
2017 Oct; 52(10):1133-1139. doi:
10.1080/00365521.2017.1342139. [PMID: 28631495] - Allon N Friedman, Jeffrey Kim, Shaun Kaiser, Theresa L Pedersen, John W Newman, Bruce A Watkins. Association between plasma endocannabinoids and appetite in hemodialysis patients: A pilot study.
Nutrition research (New York, N.Y.).
2016 07; 36(7):658-62. doi:
10.1016/j.nutres.2016.03.009. [PMID: 27333956] - Leah Y Liu, Kristen Alexa, Mauricio Cortes, Stephanie Schatzman-Bone, Andrew J Kim, Bani Mukhopadhyay, Resat Cinar, George Kunos, Trista E North, Wolfram Goessling. Cannabinoid receptor signaling regulates liver development and metabolism.
Development (Cambridge, England).
2016 Feb; 143(4):609-22. doi:
10.1242/dev.121731. [PMID: 26884397] - Ilario Mennella, Rosalia Ferracane, Francine Zucco, Vincenzo Fogliano, Paola Vitaglione. Food Liking Enhances the Plasma Response of 2-Arachidonoylglycerol and of Pancreatic Polypeptide upon Modified Sham Feeding in Humans.
The Journal of nutrition.
2015 Sep; 145(9):2169-75. doi:
10.3945/jn.114.207704. [PMID: 26180248] - Jantana Keereetaweep, Elison B Blancaflor, Ellen Hornung, Ivo Feussner, Kent D Chapman. Lipoxygenase-derived 9-hydro(pero)xides of linoleoylethanolamide interact with ABA signaling to arrest root development during Arabidopsis seedling establishment.
The Plant journal : for cell and molecular biology.
2015 Apr; 82(2):315-27. doi:
10.1111/tpj.12821. [PMID: 25752187] - Ilario Mennella, Maria Savarese, Rosalia Ferracane, Raffaele Sacchi, Paola Vitaglione. Oleic acid content of a meal promotes oleoylethanolamide response and reduces subsequent energy intake in humans.
Food & function.
2015 Jan; 6(1):204-10. doi:
10.1039/c4fo00697f. [PMID: 25347552] - Harald S Hansen. Role of anorectic N-acylethanolamines in intestinal physiology and satiety control with respect to dietary fat.
Pharmacological research.
2014 Aug; 86(?):18-25. doi:
10.1016/j.phrs.2014.03.006. [PMID: 24681513] - Roberta Ottria, Alessandro Ravelli, Fausto Gigli, Pierangela Ciuffreda. Simultaneous ultra-high performance liquid chromathograpy-electrospray ionization-quadrupole-time of flight mass spectrometry quantification of endogenous anandamide and related N-acylethanolamides in bio-matrices.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 May; 958(?):83-9. doi:
10.1016/j.jchromb.2014.03.019. [PMID: 24705535] - Lionel Faure, Subbiah Nagarajan, Hyeondo Hwang, Christa L Montgomery, Bibi Rafeiza Khan, George John, Peter Koulen, Elison B Blancaflor, Kent D Chapman. Synthesis of phenoxyacyl-ethanolamides and their effects on fatty acid amide hydrolase activity.
The Journal of biological chemistry.
2014 Mar; 289(13):9340-51. doi:
10.1074/jbc.m113.533315. [PMID: 24558037] - Jantana Keereetaweep, Elison B Blancaflor, Ellen Hornung, Ivo Feussner, Kent D Chapman. Ethanolamide oxylipins of linolenic acid can negatively regulate Arabidopsis seedling development.
The Plant cell.
2013 Oct; 25(10):3824-40. doi:
10.1105/tpc.113.119024. [PMID: 24151297] - Nancy R Hofmann. Ethanolamide oxylipins: new players in seedling development.
The Plant cell.
2013 Oct; 25(10):3637. doi:
10.1105/tpc.113.251012. [PMID: 24151296] - Joe Palandra, Jeff Prusakiewicz, Josef S Ozer, Yanhua Zhang, Timothy G Heath. Endogenous ethanolamide analysis in human plasma using HPLC tandem MS with electrospray ionization.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Jul; 877(22):2052-60. doi:
10.1016/j.jchromb.2009.05.043. [PMID: 19535304] - Andreas Artmann, Gitte Petersen, Lars I Hellgren, Julie Boberg, Christian Skonberg, Christine Nellemann, Steen Honoré Hansen, Harald S Hansen. Influence of dietary fatty acids on endocannabinoid and N-acylethanolamine levels in rat brain, liver and small intestine.
Biochimica et biophysica acta.
2008 Apr; 1781(4):200-12. doi:
10.1016/j.bbalip.2008.01.006. [PMID: 18316044] - Jin Fu, Giuseppe Astarita, Silvana Gaetani, Janet Kim, Benjamin F Cravatt, Ken Mackie, Daniele Piomelli. Food intake regulates oleoylethanolamide formation and degradation in the proximal small intestine.
The Journal of biological chemistry.
2007 Jan; 282(2):1518-28. doi:
10.1074/jbc.m607809200. [PMID: 17121838] - Gitte Petersen, Camilla Sørensen, Patricia C Schmid, Andreas Artmann, Mads Tang-Christensen, Steen H Hansen, Philip Just Larsen, Harald H O Schmid, Harald S Hansen. Intestinal levels of anandamide and oleoylethanolamide in food-deprived rats are regulated through their precursors.
Biochimica et biophysica acta.
2006 Feb; 1761(2):143-50; discussion 141. doi:
10.1016/j.bbalip.2005.12.011. [PMID: 16478679] - Swati Tripathy, Kathryn Kleppinger-Sparace, Richard A Dixon, Kent D Chapman. N-acylethanolamine signaling in tobacco is mediated by a membrane-associated, high-affinity binding protein.
Plant physiology.
2003 Apr; 131(4):1781-91. doi:
10.1104/pp.102.014936. [PMID: 12692337] - Rhidaya Shrestha, Minke A Noordermeer, Marcelis van der Stelt, Gerrit A Veldink, Kent D Chapman. N-acylethanolamines are metabolized by lipoxygenase and amidohydrolase in competing pathways during cottonseed imbibition.
Plant physiology.
2002 Sep; 130(1):391-401. doi:
10.1104/pp.004689. [PMID: 12226518]