Aacocf3 (BioDeep_00000004682)
代谢物信息卡片
1,1,1-trifluoro-6Z,9Z,12Z,15Z-heneicosatetraen-2-one
化学式: C21H31F3O (356.2327)
中文名称: AACOCF3(花生四烯酸三氟甲基酮)
谱图信息:
最多检出来源 Mentha canadensis(plant) 55.17%
分子结构信息
SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)C(F)(F)F
InChI: InChI=1S/C21H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(25)21(22,23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3/b7-6-,10-9-,13-12-,16-15-
描述信息
D004791 - Enzyme Inhibitors
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:2341
- KEGG: C01397
- PubChem: 5280436
- PubChem: 2224
- Metlin: METLIN63007
- ChEMBL: CHEMBL281211
- CAS: 149301-79-1
- PMhub: MS000017234
- PubChem: 4587
- NIKKAJI: J746.027I
- KNApSAcK: 2341
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)
0 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
- Guoyan Zhang, Shiliang Gui, Weiqun Wang, Dexin Meng, Qingmin Meng, Haiyan Luan, Rixin Zhao, Jiatian Zhang, Hongyu Sui. Acute stimulatory effect of tumor necrosis factor on the basolateral 50 pS K channels in the thick ascending limb of the rat kidney.
Molecular medicine reports.
2018 Nov; 18(5):4733-4738. doi:
10.3892/mmr.2018.9475. [PMID: 30221721] - Hiroshi Kuwata, Chihiro Yuzurihara, Natsumi Kinoshita, Yuki Taki, Yuki Ikegami, Sana Washio, Yushi Hirakawa, Emiko Yoda, Toshihiro Aiuchi, Hiroyuki Itabe, Yoshihito Nakatani, Shuntaro Hara. The group VIA calcium-independent phospholipase A2 and NFATc4 pathway mediates IL-1β-induced expression of chemokines CCL2 and CXCL10 in rat fibroblasts.
The FEBS journal.
2018 06; 285(11):2056-2070. doi:
10.1111/febs.14462. [PMID: 29637744] - Debarshi Roy, Susmita Mondal, Ashwani Khurana, Deok-Beom Jung, Robert Hoffmann, Xiaoping He, Eleftheria Kalogera, Thomas Dierks, Edward Hammond, Keith Dredge, Viji Shridhar. Loss of HSulf-1: The Missing Link between Autophagy and Lipid Droplets in Ovarian Cancer.
Scientific reports.
2017 02; 7(?):41977. doi:
10.1038/srep41977. [PMID: 28169314] - Haiyan Luan, Peng Wu, Mingxiao Wang, Hongyu Sui, Lili Fan, Ruimin Gu. Effects of adenosine stimulation on the mRNA expression of CLCNKB in the basolateral medullary thick ascending limb of the rat kidney.
Molecular medicine reports.
2016 Nov; 14(5):4391-4398. doi:
10.3892/mmr.2016.5781. [PMID: 27748841] - Mushfiquddin Khan, Anandakumar Shunmugavel, Tajinder S Dhammu, Fumiyo Matsuda, Avtar K Singh, Inderjit Singh. Oral administration of cytosolic PLA2 inhibitor arachidonyl trifluoromethyl ketone ameliorates cauda equina compression injury in rats.
Journal of neuroinflammation.
2015 May; 12(?):94. doi:
10.1186/s12974-015-0311-y. [PMID: 25971887] - Laurent Guillemot, Mathieu Medina, Erwan Pernet, Dominique Leduc, Michel Chignard, Lhousseine Touqui, Yongzheng Wu. Cytosolic phospholipase A2α enhances mouse mortality induced by Pseudomonas aeruginosa pulmonary infection via interleukin 6.
Biochimie.
2014 Dec; 107 Pt A(?):95-104. doi:
10.1016/j.biochi.2014.08.018. [PMID: 25201511] - Khairat B Y Elbaradie, Yun Wang, Barbara D Boyan, Zvi Schwartz. Sex-specific response of rat costochondral cartilage growth plate chondrocytes to 17β-estradiol involves differential regulation of plasma membrane associated estrogen receptors.
Biochimica et biophysica acta.
2013 May; 1833(5):1165-72. doi:
10.1016/j.bbamcr.2012.12.022. [PMID: 23305904] - Hong-Yu Sui, Hai-Yan Luan, Yu-Jie Liu. Involvement of protein kinase A activation and phospholipase A(2) inhibition in the adenosine-activated basolateral 50 pS K(+) channels in the thick ascending limb of the rat kidney.
Sheng li xue bao : [Acta physiologica Sinica].
2012 Aug; 64(4):449-54. doi:
. [PMID: 22907306] - Shumin Kong, Chengbiao Zhang, Wennan Li, Lijun Wang, Haiyan Luan, Wen-Hui Wang, Ruimin Gu. Stimulation of Ca2+-sensing receptor inhibits the basolateral 50-pS K channels in the thick ascending limb of rat kidney.
Biochimica et biophysica acta.
2012 Feb; 1823(2):273-81. doi:
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Lipids.
2011 Feb; 46(2):131-42. doi:
10.1007/s11745-010-3502-4. [PMID: 21181286] - Shiro Kurusu, Noriaki Tokunaga, Tomohiro Yonezawa, Mitsumori Kawaminami. Group IVA phospholipase A(2) activity may mediate prostaglandin F(2alpha)-induced luteal regression in pseudopregnant rats.
Prostaglandins & other lipid mediators.
2009 Dec; 90(3-4):55-62. doi:
10.1016/j.prostaglandins.2009.08.003. [PMID: 19703580] - Letizia Palomba, Liana Cerioni, Orazio Cantoni. Arachidonic acid: a key molecule for astrocyte survival to peroxynitrite.
Glia.
2009 Nov; 57(15):1672-9. doi:
10.1002/glia.20879. [PMID: 19455584] - Li Zhang, Ning-Li Wang, Wei Zhang, Zhi-Jie Chang. [Suppression of cell proliferation by inhibitors to redox signaling in human lens epithelial cells].
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2008 Jul; 44(7):622-8. doi:
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Cardiovascular research.
2008 Jun; 78(3):515-22. doi:
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International journal of toxicology.
2007 Nov; 26(6):553-69. doi:
10.1080/10915810701707759. [PMID: 18066971] - Shiro Kurusu, Shinya Sakaguchi, Mitsumori Kawaminami. Regulation of luteal prostaglandin F(2 alpha) production and its relevance to cell death: an in vitro study using rat dispersed luteal cells.
Prostaglandins & other lipid mediators.
2007 Jun; 83(4):250-6. doi:
10.1016/j.prostaglandins.2006.12.003. [PMID: 17499744] - Shiro Kurusu, Mina Ohkawa, Mitsumori Kawaminami. Effects of arachidonate metabolism inhibitors on basal and human chorionic gonadotropin-stimulated progesterone secretion by rat corpus luteum cells in vitro.
Prostaglandins & other lipid mediators.
2007 Feb; 83(1-2):139-45. doi:
10.1016/j.prostaglandins.2006.10.008. [PMID: 17259080] - Akm A Sattar, Reazul Haque. Cytosolic PLA2 in zymogen granule fusion and amylase release: inhibition of GTP-induced fusion by arachidonyl trifluoromethyl ketone points to cPLA2 in G-protein-mediated secretory vesicle fusion.
Journal of biochemistry.
2007 Jan; 141(1):77-84. doi:
10.1093/jb/mvm007. [PMID: 17148545] - Nambi Aiyar, Jyoti Disa, Zhaohui Ao, Haisong Ju, Sandhya Nerurkar, Robert N Willette, Colin H Macphee, Douglas G Johns, Stephen A Douglas. Lysophosphatidylcholine induces inflammatory activation of human coronary artery smooth muscle cells.
Molecular and cellular biochemistry.
2007 Jan; 295(1-2):113-20. doi:
10.1007/s11010-006-9280-x. [PMID: 16896535] - N Flamand, S Picard, L Lemieux, M Pouliot, S G Bourgoin, P Borgeat. Effects of pyrrophenone, an inhibitor of group IVA phospholipase A2, on eicosanoid and PAF biosynthesis in human neutrophils.
British journal of pharmacology.
2006 Oct; 149(4):385-92. doi:
10.1038/sj.bjp.0706879. [PMID: 16967052] - Yury A Bellido-Reyes, Hideki Akamatsu, Katsuo Kojima, Hirokuni Arai, Hiroyuki Tanaka, Makoto Sunamori. Cytosolic phospholipase A2 inhibition attenuates ischemia-reperfusion injury in an isolated rat lung model.
Transplantation.
2006 Jun; 81(12):1700-7. doi:
10.1097/01.tp.0000226065.82066.21. [PMID: 16794537] - Juan Ren, Yi-jin Xiao, Lisam Shanjukumar Singh, Xiaoxian Zhao, Zhenwen Zhao, Li Feng, Tyler M Rose, Glenn D Prestwich, Yan Xu. Lysophosphatidic acid is constitutively produced by human peritoneal mesothelial cells and enhances adhesion, migration, and invasion of ovarian cancer cells.
Cancer research.
2006 Mar; 66(6):3006-14. doi:
10.1158/0008-5472.can-05-1292. [PMID: 16540649] - Rocío Sancho, Laureano de la Vega, Antonio Macho, Giovanni Appendino, Vincenzo Di Marzo, Eduardo Muñoz. Mechanisms of HIV-1 inhibition by the lipid mediator N-arachidonoyldopamine.
Journal of immunology (Baltimore, Md. : 1950).
2005 Sep; 175(6):3990-9. doi:
10.4049/jimmunol.175.6.3990. [PMID: 16148147] - Hiroshi Kuwata, Shinji Yamamoto, Akiko Takekura, Makoto Murakami, Ichiro Kudo. Group IIA secretory phospholipase A2 is a unique 12/15-lipoxygenase-regulated gene in cytokine-stimulated rat fibroblastic 3Y1 cells.
Biochimica et biophysica acta.
2004 Nov; 1686(1-2):15-23. doi:
10.1016/j.bbalip.2004.07.002. [PMID: 15522818] - Lu-Cheng Cao, Thomas W Honeyman, Rachel Cooney, Lori Kennington, Cheryl R Scheid, Julie A Jonassen. Mitochondrial dysfunction is a primary event in renal cell oxalate toxicity.
Kidney international.
2004 Nov; 66(5):1890-900. doi:
10.1111/j.1523-1755.2004.00963.x. [PMID: 15496160] - Sara Fiorini, Maria E Ferretti, Carla Biondi, Barbara Pavan, Laura Lunghi, Guglielmo Paganetto, Luigi Abelli. 17Beta-eEstradiol stimulates arachidonate release from human amnion-like WISH cells through a rapid mechanism involving a membrane receptor.
Endocrinology.
2003 Aug; 144(8):3359-67. doi:
10.1210/en.2002-221106. [PMID: 12865314] - F Martini, S Riondino, P Pignatelli, P P Gazzaniga, P Ferroni, L Lenti. Involvement of GD3 in platelet activation. A novel association with Fcgamma receptor.
Biochimica et biophysica acta.
2002 Aug; 1583(3):297-304. doi:
10.1016/s1388-1981(02)00250-0. [PMID: 12176397] - Alfred N Fonteh. Differential effects of arachidonoyl trifluoromethyl ketone on arachidonic acid release and lipid mediator biosynthesis by human neutrophils. Evidence for different arachidonate pools.
European journal of biochemistry.
2002 Aug; 269(15):3760-70. doi:
10.1046/j.1432-1033.2002.03070.x. [PMID: 12153573] - Ho Jan Han, Soo Hyun Park, Jang Hern Lee, Byeong Cheol Yoon, Kwon Moo Park, Woong Chon Mar, Hye Jung Lee, Sung Keel Kang. Involvement of oxidative stress in bee venom-induced inhibition of Na+/glucose cotransporter in renal proximal tubule cells.
Clinical and experimental pharmacology & physiology.
2002 Jul; 29(7):564-8. doi:
10.1046/j.1440-1681.2002.03685.x. [PMID: 12060098] - Stephen Connolly, Colin Bennion, Sarah Botterell, Pamela J Croshaw, Catherine Hallam, Kim Hardy, Paul Hartopp, Clive G Jackson, Sarah J King, Louise Lawrence, Antonio Mete, David Murray, David H Robinson, Gillian M Smith, Linda Stein, Iain Walters, Edward Wells, W John Withnall. Design and synthesis of a novel and potent series of inhibitors of cytosolic phospholipase A(2) based on a 1,3-disubstituted propan-2-one skeleton.
Journal of medicinal chemistry.
2002 Mar; 45(6):1348-62. doi:
10.1021/jm011050x. [PMID: 11882004] - S R Panini, L Yang, A E Rusinol, M S Sinensky, J V Bonventre, C C Leslie. Arachidonate metabolism and the signaling pathway of induction of apoptosis by oxidized LDL/oxysterol.
Journal of lipid research.
2001 Oct; 42(10):1678-86. doi:
10.1016/s0022-2275(20)32223-9. [PMID: 11590225] - M Schwemmer, O Sommer, E Bassenge. Angiotensin receptor blocker losartan suppresses platelet activity by interfering with thromboxane signaling.
Cardiovascular drugs and therapy.
2001 Jul; 15(4):301-7. doi:
10.1023/a:1012750430056. [PMID: 11800413] - R Manchanda, J M Kim, B K Tsang. Role of prostaglandins in the suppression of apoptosis in hen granulosa cells by transforming growth factor alpha.
Reproduction (Cambridge, England).
2001 Jul; 122(1):91-101. doi:
. [PMID: 11425333] - M E Handlogten, C Huang, N Shiraishi, H Awata, R T Miller. The Ca2+-sensing receptor activates cytosolic phospholipase A2 via a Gqalpha -dependent ERK-independent pathway.
The Journal of biological chemistry.
2001 Apr; 276(17):13941-8. doi:
10.1074/jbc.m007306200. [PMID: 11278341] - P T Bozza, P F Weller. Arachidonyl trifluoromethyl ketone induces lipid body formation in leukocytes.
Prostaglandins, leukotrienes, and essential fatty acids.
2001 Apr; 64(4-5):227-30. doi:
10.1054/plef.2001.0264. [PMID: 11418016] - T Miyahara, H Tonoyama, M Watanabe, A Okajima, S Miyajima, T Sakuma, N Nemoto, K Takayama. Stimulative effect of cadmium on prostaglandin E2 production in primary mouse osteoblastic cells.
Calcified tissue international.
2001 Mar; 68(3):185-91. doi:
10.1007/s002230001216. [PMID: 11351503] - A K Roshak, E A Capper, C Stevenson, C Eichman, L A Marshall. Human calcium-independent phospholipase A2 mediates lymphocyte proliferation.
The Journal of biological chemistry.
2000 Nov; 275(46):35692-8. doi:
10.1074/jbc.m002273200. [PMID: 10964913] - C H Woo, Y W Eom, M H Yoo, H J You, H J Han, W K Song, Y J Yoo, J S Chun, J H Kim. Tumor necrosis factor-alpha generates reactive oxygen species via a cytosolic phospholipase A2-linked cascade.
The Journal of biological chemistry.
2000 Oct; 275(41):32357-62. doi:
10.1074/jbc.m005638200. [PMID: 10934206] - Y Kohjimoto, T W Honeyman, J Jonassen, K Gravel, L Kennington, C R Scheid. Phospholipase A2 mediates immediate early genes in cultured renal epithelial cells: possible role of lysophospholipid.
Kidney international.
2000 Aug; 58(2):638-46. doi:
10.1046/j.1523-1755.2000.00210.x. [PMID: 10916087] - S S Kang, T Li, D Xu, P S Reinach, L Lu. Inhibitory effect of PGE2 on EGF-induced MAP kinase activity and rabbit corneal epithelial proliferation.
Investigative ophthalmology & visual science.
2000 Jul; 41(8):2164-9. doi:
. [PMID: 10892858] - H J Han, H J Choi, S H Park. High glucose-induced inhibition of alpha-methyl-D-glucopyranoside uptake is mediated by protein kinase C-dependent activation of arachidonic acid release in primary cultured rabbit renal proximal tubule cells.
Journal of cellular physiology.
2000 Jun; 183(3):355-63. doi:
10.1002/(sici)1097-4652(200006)183:3<355::aid-jcp8>3.0.co;2-y. [PMID: 10797310] - M Liang, F G Knox. Nitric oxide activates PKCalpha and inhibits Na+-K+-ATPase in opossum kidney cells.
The American journal of physiology.
1999 12; 277(6):F859-65. doi:
10.1152/ajprenal.1999.277.6.f859. [PMID: 10600932] - Y Kohjimoto, L Kennington, C R Scheid, T W Honeyman. Role of phospholipase A2 in the cytotoxic effects of oxalate in cultured renal epithelial cells.
Kidney international.
1999 Oct; 56(4):1432-41. doi:
10.1046/j.1523-1755.1999.00683.x. [PMID: 10504495] - L S Golfman, N J Haughey, J T Wong, J Y Jiang, D Lee, J D Geiger, P C Choy. Lysophosphatidylcholine induces arachidonic acid release and calcium overload in cardiac myoblastic H9c2 cells.
Journal of lipid research.
1999 Oct; 40(10):1818-26. doi:
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Journal of vascular research.
1999 May; 36(3):235-44. doi:
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Brain research.
1999 Apr; 826(1):104-11. doi:
10.1016/s0006-8993(99)01267-6. [PMID: 10216201] - H Zhang, C D Garlichs, A Mügge, W G Daniel. Role of Ca2+-ATPase inhibitors in activation of cytosolic phospholipase A2 in human polymorphonuclear neutrophils.
European journal of pharmacology.
1999 Jan; 364(2-3):229-37. doi:
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Advances in experimental medicine and biology.
1999; 469(?):23-7. doi:
10.1007/978-1-4615-4793-8_4. [PMID: 10667305] - L A Marshall, B Bolognese, A Roshak. Respective roles of the 14 kDa and 85 kDa phospholipase A2 enzymes in human monocyte eicosanoid formation.
Advances in experimental medicine and biology.
1999; 469(?):215-9. doi:
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Zeitschrift fur Naturforschung. C, Journal of biosciences.
1998 Mar; 53(3-4):264-72. doi:
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The American journal of physiology.
1997 12; 273(6):F907-15. doi:
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Journal of lipid mediators and cell signalling.
1997 Sep; 17(1):65-70. doi:
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Experimental cell research.
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