12S-HHTrE (BioDeep_00001868670)

Main id: BioDeep_00000004028

 


代谢物信息卡片


12-Hydroxyheptadecatrienoic acid

化学式: C17H28O3 (280.2038338)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCC(C=CC=CCC=CCCCC(=O)O)O
InChI: InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)/b7-5-,8-6+,14-11+/t16-/m0/s1

描述信息

A trienoic fatty acid that consists of (5Z,8E,10E)-heptadeca-5,8,10-trienoic acid bearing an additional 12S-hydroxy substituent.

同义名列表

2 个代谢物同义名

12-Hydroxyheptadecatrienoic acid; 12S-HHTrE



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

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

  • Yiyun Geng, Weichao Li, Nai-Kei Wong, Fuchong Xue, Qing Li, Yang Zhang, Jingyuan Xu, Zhangshuang Deng, Yiqing Zhou. Discovery of Artemisinins as Microsomal Prostaglandins Synthase-2 Inhibitors for the Treatment of Colorectal Cancer via Chemoproteomics. Journal of medicinal chemistry. 2024 Feb; 67(3):2083-2094. doi: 10.1021/acs.jmedchem.3c01989. [PMID: 38287228]
  • Tatsuro Nakamura. The roles of lipid mediators in type I hypersensitivity. Journal of pharmacological sciences. 2021 Sep; 147(1):126-131. doi: 10.1016/j.jphs.2021.06.001. [PMID: 34294363]
  • Toshiaki Okuno, Takehiko Yokomizo. Metabolism and biological functions of 12(S)-hydroxyheptadeca-5Z,8E,10E-trienoic acid. Prostaglandins & other lipid mediators. 2021 02; 152(?):106502. doi: 10.1016/j.prostaglandins.2020.106502. [PMID: 33075476]
  • Malgorzata Cebo, Jörg Schlotterbeck, Meinrad Gawaz, Madhumita Chatterjee, Michael Lämmerhofer. Simultaneous targeted and untargeted UHPLC-ESI-MS/MS method with data-independent acquisition for quantification and profiling of (oxidized) fatty acids released upon platelet activation by thrombin. Analytica chimica acta. 2020 Jan; 1094(?):57-69. doi: 10.1016/j.aca.2019.10.005. [PMID: 31761048]
  • Elba Garreta-Lara, Antonio Checa, David Fuchs, Romà Tauler, Silvia Lacorte, Craig E Wheelock, Carlos Barata. Effect of psychiatric drugs on Daphnia magna oxylipin profiles. The Science of the total environment. 2018 Dec; 644(?):1101-1109. doi: 10.1016/j.scitotenv.2018.06.333. [PMID: 30743823]
  • Kazuko Saeki, Takehiko Yokomizo. Identification, signaling, and functions of LTB4 receptors. Seminars in immunology. 2017 10; 33(?):30-36. doi: 10.1016/j.smim.2017.07.010. [PMID: 29042026]
  • Yumiko Ishii, Kazuko Saeki, Min Liu, Fumiyuki Sasaki, Tomoaki Koga, Keiko Kitajima, Chikara Meno, Toshiaki Okuno, Takehiko Yokomizo. Leukotriene B4 receptor type 2 (BLT2) enhances skin barrier function by regulating tight junction proteins. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2016 Feb; 30(2):933-47. doi: 10.1096/fj.15-279653. [PMID: 26527063]
  • Toshiaki Okuno. [Identification of the old and new lipid mediator, 12-HHT and the role in skin wound healing]. Seikagaku. The Journal of Japanese Biochemical Society. 2015 Feb; 87(1):125-8. doi: . [PMID: 26571566]
  • Min Liu, Kazuko Saeki, Takehiko Matsunobu, Toshiaki Okuno, Tomoaki Koga, Yukihiko Sugimoto, Chieko Yokoyama, Satoshi Nakamizo, Kenji Kabashima, Shuh Narumiya, Takao Shimizu, Takehiko Yokomizo. 12-Hydroxyheptadecatrienoic acid promotes epidermal wound healing by accelerating keratinocyte migration via the BLT2 receptor. The Journal of experimental medicine. 2014 Jun; 211(6):1063-78. doi: 10.1084/jem.20132063. [PMID: 24821912]
  • Takehiko Matsunobu, Toshiaki Okuno, Chieko Yokoyama, Takehiko Yokomizo. Thromboxane A synthase-independent production of 12-hydroxyheptadecatrienoic acid, a BLT2 ligand. Journal of lipid research. 2013 Nov; 54(11):2979-87. doi: 10.1194/jlr.m037754. [PMID: 24009185]
  • Yuko Matsunaga, Satoru Fukuyama, Toshiaki Okuno, Fumiyuki Sasaki, Takehiko Matsunobu, Yukari Asai, Koichiro Matsumoto, Kazuko Saeki, Masahiro Oike, Yukari Sadamura, Kentaro Machida, Yoichi Nakanishi, Masato Kubo, Takehiko Yokomizo, Hiromasa Inoue. Leukotriene B4 receptor BLT2 negatively regulates allergic airway eosinophilia. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2013 Aug; 27(8):3306-14. doi: 10.1096/fj.12-217000. [PMID: 23603839]
  • Timo Frömel, Karin Kohlstedt, Rüdiger Popp, Xiaoke Yin, Khader Awwad, Eduardo Barbosa-Sicard, Anita C Thomas, Ralf Lieberz, Manuel Mayr, Ingrid Fleming. Cytochrome P4502S1: a novel monocyte/macrophage fatty acid epoxygenase in human atherosclerotic plaques. Basic research in cardiology. 2013 Jan; 108(1):319. doi: 10.1007/s00395-012-0319-8. [PMID: 23224081]
  • Si-Yang Fan, Hua-Wu Zeng, Yue-Hu Pei, Li Li, Ji Ye, Yue-Xin Pan, Ji-Gang Zhang, Xing Yuan, Wei-Dong Zhang. The anti-inflammatory activities of an extract and compounds isolated from Platycladus orientalis (Linnaeus) Franco in vitro and ex vivo. Journal of ethnopharmacology. 2012 Jun; 141(2):647-52. doi: 10.1016/j.jep.2011.05.019. [PMID: 21619922]
  • Toshiaki Okuno, Yoshiko Iizuka, Hiroshi Okazaki, Takehiko Yokomizo, Ryo Taguchi, Takao Shimizu. 12(S)-Hydroxyheptadeca-5Z, 8E, 10E-trienoic acid is a natural ligand for leukotriene B4 receptor 2. The Journal of experimental medicine. 2008 Apr; 205(4):759-66. doi: 10.1084/jem.20072329. [PMID: 18378794]
  • Taro Yamada, Fusao Takusagawa. PGH2 degradation pathway catalyzed by GSH-heme complex bound microsomal prostaglandin E2 synthase type 2: the first example of a dual-function enzyme. Biochemistry. 2007 Jul; 46(28):8414-24. doi: 10.1021/bi700605m. [PMID: 17585783]
  • C E Espada, M A Berra, M J Martinez, A R Eynard, M E Pasqualini. Effect of Chia oil (Salvia Hispanica) rich in omega-3 fatty acids on the eicosanoid release, apoptosis and T-lymphocyte tumor infiltration in a murine mammary gland adenocarcinoma. Prostaglandins, leukotrienes, and essential fatty acids. 2007 Jul; 77(1):21-8. doi: 10.1016/j.plefa.2007.05.005. [PMID: 17618100]
  • Taro Yamada, Junichi Komoto, Kikuko Watanabe, Yoshihiro Ohmiya, Fusao Takusagawa. Crystal structure and possible catalytic mechanism of microsomal prostaglandin E synthase type 2 (mPGES-2). Journal of molecular biology. 2005 May; 348(5):1163-76. doi: 10.1016/j.jmb.2005.03.035. [PMID: 15854652]
  • Ingrid Beck-Speier, Niru Dayal, Claudio Denzlinger, Christopher Haberl, Konrad L Maier, Axel Ziesenis, Joachim Heyder. Sulfur-related air pollutants induce the generation of platelet-activating factor, 5-lipoxygenase- and cyclooxygenase-products in canine alveolar macrophages via activation of phospholipases A2. Prostaglandins & other lipid mediators. 2003 Jul; 71(3-4):217-34. doi: 10.1016/s1098-8823(03)00041-8. [PMID: 14518563]
  • Ana M Vecino, José L Teruel, José L Navarro, Jesús M Cesar. Phospholipase A2 activity in platelets of patients with uremia. Platelets. 2002 Nov; 13(7):415-8. doi: 10.1080/0953710021000024000. [PMID: 12487789]
  • I Beck-Speier, N Dayal, E Karg, K L Maier, C Roth, A Ziesenis, J Heyder. Agglomerates of ultrafine particles of elemental carbon and TiO2 induce generation of lipid mediators in alveolar macrophages. Environmental health perspectives. 2001 Aug; 109 Suppl 4(?):613-8. doi: 10.1289/ehp.01109s4613. [PMID: 11544173]
  • H John, K Cammann, W Schlegel. Development and review of radioimmunoassay of 12-S-hydroxyheptadecatrienoic acid. Prostaglandins & other lipid mediators. 1998 Jun; 56(2-3):53-76. doi: 10.1016/s0090-6980(98)00043-4. [PMID: 9785378]
  • S Sakuma, Y Fujimoto, M Tsunomori, S Tagano, H Nishida, K Baba, T Fujita. Effects of daphnodorin A, B and C, new flavans isolated from traditional Chinese medicine, on the 12-lipoxygenase and cyclooxygenase metabolism of arachidonic acid in rabbit platelets. Prostaglandins, leukotrienes, and essential fatty acids. 1998 Feb; 58(2):143-6. doi: 10.1016/s0952-3278(98)90154-5. [PMID: 9578153]
  • C Calzada, E Vericel, M Lagarde. Low concentrations of lipid hydroperoxides prime human platelet aggregation specifically via cyclo-oxygenase activation. The Biochemical journal. 1997 Jul; 325 ( Pt 2)(?):495-500. doi: 10.1042/bj3250495. [PMID: 9230133]
  • B Kis, Z Mezei, A Gecse, G Telegdy. The effect of substance P on the arachidonate cascade of rat platelets. Acta physiologica Hungarica. 1997 199; 85(2):89-97. doi: NULL. [PMID: 9706302]
  • O Berdeaux, J M Chardigny, J L Sébédio, T Mairot, D Poullain, J M Vatèle, J P Noël. Effects of a trans isomer of arachidonic acid on rat platelet aggregation and eicosanoid production. Journal of lipid research. 1996 Oct; 37(10):2244-50. doi: . [PMID: 8906600]
  • Y Kimura, H Okuda, M Kubo. Effects of stilbenes isolated from medicinal plants on arachidonate metabolism and degranulation in human polymorphonuclear leukocytes. Journal of ethnopharmacology. 1995 Feb; 45(2):131-9. doi: 10.1016/0378-8741(94)01206-f. [PMID: 7776662]
  • E Teissier, P Shirali, M H Hannothiaux, T Marez, J M Haguenoer. Interactions of alpha Ni3S2 with guinea pig alveolar macrophages and liberation of inflammatory mediators. Journal of applied toxicology : JAT. 1994 May; 14(3):167-71. doi: 10.1002/jat.2550140304. [PMID: 8083477]
  • Y Fujimoto, T Sumiya, M Tsunomori, H Nishida, S Sakuma, T Fujita. Effect of 13-hydroperoxy-9,11-octadecadienoic acid (13-HPODE) on arachidonic acid metabolism in rabbit platelets. The International journal of biochemistry. 1994 Jan; 26(1):127-31. doi: 10.1016/0020-711x(94)90205-4. [PMID: 8138040]
  • T Fujita, S Sakuma, T Sumiya, H Nishida, Y Fujimoto, K Baba, M Kozawa. The effects of xanthoangelol E on arachidonic acid metabolism in the gastric antral mucosa and platelet of the rabbit. Research communications in chemical pathology and pharmacology. 1992 Aug; 77(2):227-40. doi: ". [PMID: 1439191]
  • F Engels, B F Renirie, B A Hart, R P Labadie, F P Nijkamp. Effects of apocynin, a drug isolated from the roots of Picrorhiza kurroa, on arachidonic acid metabolism. FEBS letters. 1992 Jul; 305(3):254-6. doi: 10.1016/0014-5793(92)80680-f. [PMID: 1299626]
  • B P O'Sullivan, S Mong, B Votta, D V Schidlow. Reduction of eicosanoid production by essential fatty acid depletion does not attenuate the inflammatory response induced by Pseudomonas aeruginosa pneumonia in rat lung. Prostaglandins, leukotrienes, and essential fatty acids. 1992 Jul; 46(3):203-10. doi: 10.1016/0952-3278(92)90071-p. [PMID: 1324504]
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  • U Hofmann, S Seefried, C O Meese, T Mettang, E Hübel, U Kuhlmann. Measurement of 12(S)-hydroxy-5Z,8E,10E-heptadecatrienoic acid and its metabolite 12-oxo-5Z,8E,10E-heptadecatrienoic acid in human plasma by gas chromatography/negative ion chemical ionization mass spectrometry. Analytical biochemistry. 1990 Sep; 189(2):244-8. doi: 10.1016/0003-2697(90)90115-p. [PMID: 2281869]
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