FA 20:5;O (BioDeep_00000628860)
Main id: BioDeep_00000003303
Secondary id: BioDeep_00000014602, BioDeep_00000390407, BioDeep_00000594188, BioDeep_00000594190, BioDeep_00001868669
代谢物信息卡片
化学式: C20H30O3 (318.2195)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(plant) 22.18%
分子结构信息
SMILES: C(/C/C=C\C=C\C(=O)CCCCC)=C/C/C=C\CCCC(=O)O
InChI: InChI=1S/C20H30O3/c1-2-3-4-5-6-10-13-18-19(23-18)16-15-17-12-9-7-8-11-14-20(21)22-17/h6-7,9-10,15-19H,2-5,8,11-14H2,1H3/b9-7-,10-6-,16-15+/t17-,18+,19-/m1/s1
描述信息
A 17(18)-EpETE in which the epoxy group has (17R,18S)-configuration.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
46 个代谢物同义名
(5Z,8Z,11Z,14Z)-(17R,18S)-17,18-Epoxyicosa-5,8,11,14-tetraenoic acid; 17R,18S-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid; 17R,18S-Epoxy-5Z,8Z,11Z,14Z-icosatetraenoic acid; 17(R),18(S)-EETeTr; 17R,18S-EpETE; FA 20:5;O; 11R,12S-epoxy-5Z,9E,14Z-eicosatrien-8R-olide; Topsentolide A2; (+/-)-18-hydroxy-5Z,8Z,11Z,14Z,16E-eicosapentaenoic acid; (+/-)-18-HEPE; (+/-)-15-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid; (+/-)-15-HEPE; (+/-)-12-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid; (+/-)-12-HEPE; (+/-)-9-hydroxy-5Z,7E,11Z,14Z,17Z-eicosapentaenoic acid; (+/-)-9-HEPE; (+/-)-8-hydroxy-5Z,9E,11Z,14Z,17Z-eicosapentaenoic acid; (+/-)-8-HEPE; (+/-)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid; (+/-)-5-HEPE; (5Z,8R,11Z,14Z)-8,9-epoxy-5,9,11,14-eicosatetraenoic acid; 8(R),9-epoxy-5Z,9,11Z,14Z-eicosatetraenoic acid; 5,8,12,14-Eicosatetraenoic acid, 11-oxo-, (E,Z,Z,Z)-; 11-oxo-5E,8Z,12Z,14Z-Eicosatetraenoic acid; 5,7,11,14-Eicosatetraenoic acid, 9-oxo-, (E,Z,Z,Z)-; 9-oxo-5E,7Z,11Z,14Z-eicosatetraenoic acid; 5,9,11,14-Eicosatetraenoic acid, 8-oxo-, (E,Z,Z,Z)-; 8-oxo-5E,9Z,11Z,14Z-eicosatetraenoic acid; 15-oxo-5Z,8Z,11Z,13E-eicosatetraenoic acid; 15-Oxo-ETE; 5S,6R-epoxy-7E,9E,11Z,14Z-eicosatetraenoic acid; 6-epi-Leukotriene A4; 6-epi-LTA4; 5R,6S-epoxy-7E,9E,11Z,14Z-eicosatetraenoic acid; 5-epi-Leukotriene A4; 5-epi-LTA4; (+/-)-17(18)-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid; 17(18)-EpETE; (+/-)-14(15)-epoxy-5Z,8Z,11Z,17Z-eicosatetraenoic acid; 14(15)-EpETE; (+/-)-11(12)-epoxy-5Z,8Z,14Z,17Z-eicosatetraenoic acid; 11(12)-EpETE; (+/-)-8(9)-epoxy-5Z,11Z,14Z,17Z-eicosatetraenoic acid; 8(9)-EpETE; 9-hydroxy-2Z,5E,7Z,11Z,14Z-Eicosapentaenoic acid; 15-OxoETE
数据库引用编号
74 个数据库交叉引用编号
- ChEBI: CHEBI:76953
- ChEBI: CHEBI:72802
- ChEBI: CHEBI:72627
- ChEBI: CHEBI:89570
- ChEBI: CHEBI:157747
- ChEBI: CHEBI:15559
- ChEBI: CHEBI:72853
- ChEBI: CHEBI:137269
- ChEBI: CHEBI:88457
- ChEBI: CHEBI:137267
- ChEBI: CHEBI:137193
- KEGG: C13843
- KEGG: C04577
- PubChem: 5282277
- PubChem: 77846324
- PubChem: 16061132
- PubChem: 16061131
- PubChem: 16061129
- PubChem: 16061128
- PubChem: 22832944
- PubChem: 16061117
- PubChem: 5312980
- PubChem: 5312977
- PubChem: 5280701
- PubChem: 14377676
- PubChem: 73242173
- PubChem: 16061089
- PubChem: 16061088
- PubChem: 16061087
- PubChem: 16061086
- PubChem: 9543624
- ChEMBL: CHEMBL1802675
- ChEMBL: CHEMBL418941
- ChEMBL: CHEMBL1802674
- LipidMAPS: LMFA03000006
- LipidMAPS: LMFA07040133
- LipidMAPS: LMFA03070033
- LipidMAPS: LMFA03070032
- LipidMAPS: LMFA03070031
- LipidMAPS: LMFA03070029
- LipidMAPS: LMFA03070028
- LipidMAPS: LMFA03070027
- LipidMAPS: LMFA03060111
- LipidMAPS: LMFA03060068
- LipidMAPS: LMFA03060060
- LipidMAPS: LMFA03060057
- LipidMAPS: LMFA03060051
- LipidMAPS: LMFA03020039
- LipidMAPS: LMFA03020038
- LipidMAPS: LMFA03000004
- LipidMAPS: LMFA03000003
- LipidMAPS: LMFA03000002
- LipidMAPS: LMFA03000001
- LipidMAPS: LMFA01030717
- CAS: 725246-18-4
- CAS: 141110-17-0
- CAS: 88852-33-9
- CAS: 286390-03-2
- CAS: 99217-77-3
- CAS: 81416-72-0
- CAS: 131339-23-6
- CAS: 504435-15-8
- CAS: 851378-93-3
- MetaboLights: MTBLC76953
- PubChem: 7178
- 3DMET: B00733
- NIKKAJI: J716.153K
- PubChem: 854088
- 3DMET: B04601
- NIKKAJI: J2.786.591G
- RefMet: 11(12)-EpETE
- RefMet: 17R,18S-EpETE
- RefMet: 8(9)-EpETE
- KNApSAcK: 15559
分类词条
相关代谢途径
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)
2 个相关的物种来源信息
- 3702 - Arabidopsis thaliana: 10.1038/SREP37674
- 183589 - Pseudo-nitzschia multistriata: 10.3390/MD18060313
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
- Xiaohua Yang, Xin Yi, Fenglin Zhang, Fan Li, Limin Lang, Mingfa Ling, Xumin Lai, Lin Chen, Lulu Quan, Yiming Fu, Shengchun Feng, Gang Shu, Lina Wang, Xiaotong Zhu, Ping Gao, Qingyan Jiang, Songbo Wang. Cytochrome P450 epoxygenase-derived EPA and DHA oxylipins 17,18-epoxyeicosatetraenoic acid and 19,20-epoxydocosapentaenoic acid promote BAT thermogenesis and WAT browning through the GPR120-AMPKα signaling pathway.
Food & function.
2022 Feb; 13(3):1232-1245. doi:
10.1039/d1fo02608a. [PMID: 35019933] - Saeed Alqahtani, Li Xia, Amber Jannasch, Christina Ferreira, Jackeline Franco, Jonathan H Shannahan. Disruption of pulmonary resolution mediators contribute to exacerbated silver nanoparticle-induced acute inflammation in a metabolic syndrome mouse model.
Toxicology and applied pharmacology.
2021 11; 431(?):115730. doi:
10.1016/j.taap.2021.115730. [PMID: 34601004] - Yang Yang, Xinyun Xu, Haoying Wu, Jun Yang, Jiangang Chen, Christophe Morisseau, Bruce D Hammock, Ahmed Bettaieb, Ling Zhao. Differential Effects of 17,18-EEQ and 19,20-EDP Combined with Soluble Epoxide Hydrolase Inhibitor t-TUCB on Diet-Induced Obesity in Mice.
International journal of molecular sciences.
2021 Jul; 22(15):. doi:
10.3390/ijms22158267. [PMID: 34361032] - Kento Sawane, Takahiro Nagatake, Koji Hosomi, So-Ichiro Hirata, Jun Adachi, Yuichi Abe, Junko Isoyama, Hidehiko Suzuki, Ayu Matsunaga, Satoshi Fukumitsu, Kazuhiko Aida, Takeshi Tomonaga, Makoto Arita, Jun Kunisawa. Dietary Omega-3 Fatty Acid Dampens Allergic Rhinitis via Eosinophilic Production of the Anti-Allergic Lipid Mediator 15-Hydroxyeicosapentaenoic Acid in Mice.
Nutrients.
2019 11; 11(12):. doi:
10.3390/nu11122868. [PMID: 31766714] - Takahiro Nagatake, Yumiko Shiogama, Asuka Inoue, Junichi Kikuta, Tetsuya Honda, Prabha Tiwari, Takayuki Kishi, Atsushi Yanagisawa, Yosuke Isobe, Naomi Matsumoto, Michiko Shimojou, Sakiko Morimoto, Hidehiko Suzuki, So-Ichiro Hirata, Pär Steneberg, Helena Edlund, Junken Aoki, Makoto Arita, Hiroshi Kiyono, Yasuhiro Yasutomi, Masaru Ishii, Kenji Kabashima, Jun Kunisawa. The 17,18-epoxyeicosatetraenoic acid-G protein-coupled receptor 40 axis ameliorates contact hypersensitivity by inhibiting neutrophil mobility in mice and cynomolgus macaques.
The Journal of allergy and clinical immunology.
2018 08; 142(2):470-484.e12. doi:
10.1016/j.jaci.2017.09.053. [PMID: 29288079] - Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.
Scientific reports.
2018 07; 8(1):10056. doi:
10.1038/s41598-018-28477-9. [PMID: 29968805] - T Mochimaru, K Fukunaga, J Miyata, M Matsusaka, K Masaki, H Kabata, S Ueda, Y Suzuki, T Goto, D Urabe, M Inoue, Y Isobe, M Arita, T Betsuyaku. 12-OH-17,18-Epoxyeicosatetraenoic acid alleviates eosinophilic airway inflammation in murine lungs.
Allergy.
2018 02; 73(2):369-378. doi:
10.1111/all.13297. [PMID: 28857178] - Yana Y Toporkova, Svetlana S Gorina, Fakhima K Mukhitova, Mats Hamberg, Tatyana M Ilyina, Lucia S Mukhtarova, Alexander N Grechkin. Identification of CYP443D1 (CYP74 clan) of Nematostella vectensis as a first cnidarian epoxyalcohol synthase and insights into its catalytic mechanism.
Biochimica et biophysica acta. Molecular and cell biology of lipids.
2017 Oct; 1862(10 Pt A):1099-1109. doi:
10.1016/j.bbalip.2017.07.015. [PMID: 28774820] - Chunjiong Wang, Wenli Liu, Liu Yao, Xuejiao Zhang, Xu Zhang, Chenji Ye, Hongfeng Jiang, Jinlong He, Yi Zhu, Ding Ai. Hydroxyeicosapentaenoic acids and epoxyeicosatetraenoic acids attenuate early occurrence of nonalcoholic fatty liver disease.
British journal of pharmacology.
2017 Jul; 174(14):2358-2372. doi:
10.1111/bph.13844. [PMID: 28471490] - Rima Chattopadhyay, Alexander Tinnikov, Elena Dyukova, Nikhlesh K Singh, Sivareddy Kotla, James A Mobley, Gadiparthi N Rao. 12/15-Lipoxygenase-dependent ROS production is required for diet-induced endothelial barrier dysfunction.
Journal of lipid research.
2015 Mar; 56(3):562-577. doi:
10.1194/jlr.m055566. [PMID: 25556764] - Ryoji Yanai, Lama Mulki, Eiichi Hasegawa, Kimio Takeuchi, Harry Sweigard, Jun Suzuki, Philipp Gaissert, Demetrios G Vavvas, Koh-Hei Sonoda, Michael Rothe, Wolf-Hagen Schunck, Joan W Miller, Kip M Connor. Cytochrome P450-generated metabolites derived from ω-3 fatty acids attenuate neovascularization.
Proceedings of the National Academy of Sciences of the United States of America.
2014 Jul; 111(26):9603-8. doi:
10.1073/pnas.1401191111. [PMID: 24979774] - Praveen Kumar Sugumaran, Shuang Wang, Shasha Song, Xiaowei Nie, Lei Zhang, Ye Feng, Wenchao Ma, Daling Zhu. 15-oxo-Eicosatetraenoic acid prevents serum deprivation-induced apoptosis of pulmonary arterial smooth muscle cells by activating pro-survival pathway.
Prostaglandins, leukotrienes, and essential fatty acids.
2014 Apr; 90(4):89-98. doi:
10.1016/j.plefa.2014.01.006. [PMID: 24534136] - Charles B Stephensen, Patrice Armstrong, John W Newman, Theresa L Pedersen, Jillian Legault, Gertrud U Schuster, Darshan Kelley, Susanna Vikman, Jaana Hartiala, Rami Nassir, Michael F Seldin, Hooman Allayee. ALOX5 gene variants affect eicosanoid production and response to fish oil supplementation.
Journal of lipid research.
2011 May; 52(5):991-1003. doi:
10.1194/jlr.p012864. [PMID: 21296957] - Nguyen Dang Hung, Mee Ree Kim, Dai-Eun Sok. Mechanisms for anti-inflammatory effects of 1-[15(S)-hydroxyeicosapentaenoyl] lysophosphatidylcholine, administered intraperitoneally, in zymosan A-induced peritonitis.
British journal of pharmacology.
2011 Mar; 162(5):1119-35. doi:
10.1111/j.1476-5381.2010.01117.x. [PMID: 21091644] - Caroline Morin, Marco Sirois, Vincent Echave, Edmond Rizcallah, Eric Rousseau. Relaxing effects of 17(18)-EpETE on arterial and airway smooth muscles in human lung.
American journal of physiology. Lung cellular and molecular physiology.
2009 Jan; 296(1):L130-9. doi:
10.1152/ajplung.90436.2008. [PMID: 18978038] - Hiroyasu Inoue. [Endogenous ligands for PPARs].
Nihon rinsho. Japanese journal of clinical medicine.
2005 Apr; 63(4):578-83. doi:
". [PMID: 15828223] - L M Landino, L J Marnett. Mechanism of hydroperoxide reduction by mangano-prostaglandin endoperoxide synthase.
Biochemistry.
1996 Feb; 35(8):2637-43. doi:
10.1021/bi952546h. [PMID: 8611568] - . .
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. doi:
. [PMID: 17662651] - . .
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. doi:
. [PMID: 11034610]
