myo-Inositol 1,4,5-trisphosphate (BioDeep_00000014427)

 

Secondary id: BioDeep_00000175474, BioDeep_00001868512

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds


代谢物信息卡片


{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

化学式: C6H15O15P3 (419.96238300000005)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 2.9%

分子结构信息

SMILES: C1(C(C(C(C(C1OP(=O)(O)O)O)OP(=O)(O)O)OP(=O)(O)O)O)O
InChI: InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2+,3+,4-,5-,6-/m1/s1

描述信息

myo-Inositol 1,4,5-trisphosphate (CAS: 20298-95-7), also known as Ins(1,4,5)P3 or InsP3, is an intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane (PMID: 22453946). It is released into the cytoplasm where it releases calcium ions from internal stores within the cells endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin (PMID: 15189149). Its transient accumulation is due both to the enhanced metabolism via the Ca2+-calmodulin-sensitive Ins(1,4,5)P3 kinase, as well as a down-regulation of phosphatidylinositol 4,5-bisphosphate hydrolysis (PMID: 3041962). It is a major regulator of apoptotic signalling driving calcium (Ca2+) transients from the endoplasmic reticulum to mitochondria, thereby establishing a functional and physical link between these organelles. It also regulates autophagy through the interaction with Beclin 1 complex, and in particular, its inhibition/depletion strongly induces macroautophagy (PMID: 19325567). In addition, recent evidence suggests that the penetrating sperm delivers into mammalian eggs a novel isoform of phospholipase C (PLC), which promotes the formation of inositol 1,4,5-trisphosphate (PMID: 15362223).
Intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane. Inositol 1,4,5-trisphosphate is released into the cytoplasm where it releases calcium ions from internal stores within the cells endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin. (PubChem)

同义名列表

29 个代谢物同义名

{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid; D-myo-inositol-1,4,5-tris(hydrogen phosphate), tripotassium salt; D-myo-Inositol-1,4,5-triphosphate (potassium salt); D-myo-Inositol-1,4,5-triphosphate (sodium salt); 1D-Myo-inositol 1,4,5-trisphosphoric acid; D-Myo-inositol 1,4,5-trisphosphoric acid; D-MYO-inositol-1,4,5-triphosphoric acid; 1D-Myo-inositol 1,4,5-trisphosphate; D-Myo-inositol 1,4,5-trisphosphate; Inositol 1,4,5-trisphosphoric acid; D-MYO-inositol-1,4,5-triphosphATE; D-myo-Inositol 1,4,5-triphosphate; myo-Inositol 1,4,5-trisphosphate; myo-Inositol 1,4,5-triphosphate; Myoinositol 1,4,5-triphosphate; Inositol 1,4,5-trisphosphate; Inositol 1,4,5-triphosphate; myo-Inositol trisphosphate; myo-Inositol triphosphate; Inositol trisphosphate; Inositol triphosphate; Triphosphoinositol; Ins(1,4,5)P3; 1,4,5-Insp3; 1,4,5-IP3; InsP3; IP 3; IP3; D-myo-Inositol 1,4,5-trisphosphate



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

366 个相关的代谢反应过程信息。

Reactome(183)

BioCyc(1)

  • phospholipases: H2O + a phosphatidylcholine ⟶ a 1,2-diacyl-sn-glycerol 3-phosphate + choline

WikiPathways(7)

Plant Reactome(0)

INOH(15)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(160)

PharmGKB(0)

2 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

  • Tao Xiong, Zaibao Zhang, Tianyu Fan, Fan Ye, Ziyi Ye. Origin, evolution, and diversification of inositol 1,4,5-trisphosphate 3-kinases in plants and animals. BMC genomics. 2024 Apr; 25(1):350. doi: 10.1186/s12864-024-10257-7. [PMID: 38589807]
  • Filip Vasilev, Yulia Ezhova, Jong Tai Chun. Signaling Enzymes and Ion Channels Being Modulated by the Actin Cytoskeleton at the Plasma Membrane. International journal of molecular sciences. 2021 Sep; 22(19):. doi: 10.3390/ijms221910366. [PMID: 34638705]
  • Hasnat Ali Abid, Asuka Inoue, Caroline M Gorvin. Heterogeneity of G protein activation by the calcium-sensing receptor. Journal of molecular endocrinology. 2021 06; 67(2):41-53. doi: 10.1530/jme-21-0058. [PMID: 34077389]
  • Ching-On Wong, Nicholas E Karagas, Jewon Jung, Qiaochu Wang, Morgan A Rousseau, Yufang Chao, Ryan Insolera, Pushpanjali Soppina, Catherine A Collins, Yong Zhou, John F Hancock, Michael X Zhu, Kartik Venkatachalam. Regulation of longevity by depolarization-induced activation of PLC-β-IP3R signaling in neurons. Proceedings of the National Academy of Sciences of the United States of America. 2021 04; 118(16):. doi: 10.1073/pnas.2004253118. [PMID: 33859040]
  • Zhong-Lin Yang, Jian-Ning Chen, Yu-Yang Lu, Min Lu, Qin-Li Wan, Gui-Sheng Wu, Huai-Rong Luo. Inositol polyphosphate multikinase IPMK-1 regulates development through IP3/calcium signaling in Caenorhabditis elegans. Cell calcium. 2021 01; 93(?):102327. doi: 10.1016/j.ceca.2020.102327. [PMID: 33316585]
  • Ami Oguro, Atsushi Sugitani, Yukino Kobayashi, Rika Sakuma, Susumu Imaoka. Bisphenol A stabilizes Nrf2 via Ca2+ influx by direct activation of the IP3 receptor. The Journal of toxicological sciences. 2021; 46(1):1-10. doi: 10.2131/jts.46.1. [PMID: 33408296]
  • Yi Xiao, Anja Rabien, René Buschow, Vyacheslav Amtislavskiy, Jonas Busch, Ergin Kilic, Sonia L Villegas, Bernd Timmermann, Moritz Schütte, Thorsten Mielke, Marie-Laure Yaspo, Klaus Jung, David Meierhofer. Endocytosis-Mediated Replenishment of Amino Acids Favors Cancer Cell Proliferation and Survival in Chromophobe Renal Cell Carcinoma. Cancer research. 2020 12; 80(24):5491-5501. doi: 10.1158/0008-5472.can-20-1998. [PMID: 33115803]
  • Maya Dia, Ludovic Gomez, Helene Thibault, Nolwenn Tessier, Christelle Leon, Christophe Chouabe, Sylvie Ducreux, Noelle Gallo-Bona, Emily Tubbs, Nadia Bendridi, Stephanie Chanon, Aymeric Leray, Lucid Belmudes, Yohann Couté, Mazen Kurdi, Michel Ovize, Jennifer Rieusset, Melanie Paillard. Reduced reticulum-mitochondria Ca2+ transfer is an early and reversible trigger of mitochondrial dysfunctions in diabetic cardiomyopathy. Basic research in cardiology. 2020 11; 115(6):74. doi: 10.1007/s00395-020-00835-7. [PMID: 33258101]
  • Jingyuan Zhang, Xiaohui Lu, Mei Liu, Hanlu Fan, Han Zheng, Shanshan Zhang, Nafis Rahman, Sławomir Wołczyński, Adam Kretowski, Xiangdong Li. Melatonin inhibits inflammasome-associated activation of endothelium and macrophages attenuating pulmonary arterial hypertension. Cardiovascular research. 2020 11; 116(13):2156-2169. doi: 10.1093/cvr/cvz312. [PMID: 31774487]
  • Ielyaas Cloete, Paula J Bartlett, Vivien Kirk, Andrew P Thomas, James Sneyd. Dual mechanisms of Ca2+ oscillations in hepatocytes. Journal of theoretical biology. 2020 10; 503(?):110390. doi: 10.1016/j.jtbi.2020.110390. [PMID: 32628939]
  • Sana Shabbir, Assad Hafeez, Muhammad Arshad Rafiq, Muhammad Jawad Khan. Estrogen shields women from COVID-19 complications by reducing ER stress. Medical hypotheses. 2020 Oct; 143(?):110148. doi: 10.1016/j.mehy.2020.110148. [PMID: 32759016]
  • Matilda Katan, Shamshad Cockcroft. Phosphatidylinositol(4,5)bisphosphate: diverse functions at the plasma membrane. Essays in biochemistry. 2020 09; 64(3):513-531. doi: 10.1042/ebc20200041. [PMID: 32844214]
  • Syed Islamuddin Shah, Hwei Ling Ong, Angelo Demuro, Ghanim Ullah. PunctaSpecks: A tool for automated detection, tracking, and analysis of multiple types of fluorescently labeled biomolecules. Cell calcium. 2020 07; 89(?):102224. doi: 10.1016/j.ceca.2020.102224. [PMID: 32502904]
  • Caitlin Cridland, Glenda Gillaspy. Inositol Pyrophosphate Pathways and Mechanisms: What Can We Learn from Plants?. Molecules (Basel, Switzerland). 2020 Jun; 25(12):. doi: 10.3390/molecules25122789. [PMID: 32560343]
  • Fulin Xing, Songyue Qu, Junfang Liu, Jianyu Yang, Fen Hu, Irena Drevenšek-Olenik, Leiting Pan, Jingjun Xu. Intercellular Bridge Mediates Ca2+ Signals between Micropatterned Cells via IP3 and Ca2+ Diffusion. Biophysical journal. 2020 03; 118(5):1196-1204. doi: 10.1016/j.bpj.2020.01.006. [PMID: 32023438]
  • Mengyang Xu, Biying Zhu, Xiuye Cao, Shannai Li, Dan Li, Huihao Zhou, Vesa M Olkkonen, Wenbin Zhong, Jun Xu, Daoguang Yan. OSBP-Related Protein 5L Maintains Intracellular IP3/Ca2+ Signaling and Proliferation in T Cells by Facilitating PIP2 Hydrolysis. Journal of immunology (Baltimore, Md. : 1950). 2020 03; 204(5):1134-1145. doi: 10.4049/jimmunol.1900671. [PMID: 31953353]
  • Xin Hui, Peter Lipp. Investigating the InsP3 Receptor in Living Cells by Caged InsP3. Methods in molecular biology (Clifton, N.J.). 2020; 2091(?):121-129. doi: 10.1007/978-1-0716-0167-9_10. [PMID: 31773575]
  • Xiuye Cao, Jianuo Chen, Dan Li, Peipei Xie, Mengyang Xu, Weize Lin, Shiqian Li, Guoping Pan, Yong Tang, Jun Xu, Vesa M Olkkonen, Daoguang Yan, Wenbin Zhong. ORP4L couples IP3 to ITPR1 in control of endoplasmic reticulum calcium release. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2019 12; 33(12):13852-13865. doi: 10.1096/fj.201900933rr. [PMID: 31648575]
  • Xianqiong Huang, Zhaoyang Li, Renshan Sun. High-dose levocetirizine for the treatment of refractory chronic spontaneous urticaria and the effect on the serum inositol triphosphate level. The Journal of international medical research. 2019 Sep; 47(9):4374-4379. doi: 10.1177/0300060519857768. [PMID: 31342821]
  • Caifeng Jiao, Yuquan Duan. The Role of IP3 in NO-Enhanced Chilling Tolerance in Peach Fruit. Journal of agricultural and food chemistry. 2019 Jul; 67(30):8312-8318. doi: 10.1021/acs.jafc.9b02871. [PMID: 31287303]
  • Caifeng Jiao, Yifeng Chai, Yuquan Duan. Inositol 1,4,5-Trisphosphate Mediates Nitric-Oxide-Induced Chilling Tolerance and Defense Response in Postharvest Peach Fruit. Journal of agricultural and food chemistry. 2019 May; 67(17):4764-4773. doi: 10.1021/acs.jafc.9b00153. [PMID: 30966738]
  • David L Prole, Colin W Taylor. Structure and Function of IP3 Receptors. Cold Spring Harbor perspectives in biology. 2019 04; 11(4):. doi: 10.1101/cshperspect.a035063. [PMID: 30745293]
  • Ana M Rossi, Colin W Taylor. IP3 receptors - lessons from analyses ex cellula. Journal of cell science. 2018 12; 132(4):. doi: 10.1242/jcs.222463. [PMID: 30552138]
  • A R Brazhe, D E Postnov, O Sosnovtseva. Astrocyte calcium signaling: Interplay between structural and dynamical patterns. Chaos (Woodbury, N.Y.). 2018 Oct; 28(10):106320. doi: 10.1063/1.5037153. [PMID: 30384660]
  • Ilari Pulli, Taru Lassila, Guoping Pan, Daoguang Yan, Vesa M Olkkonen, Kid Törnquist. Oxysterol-binding protein related-proteins (ORPs) 5 and 8 regulate calcium signaling at specific cell compartments. Cell calcium. 2018 06; 72(?):62-69. doi: 10.1016/j.ceca.2018.03.001. [PMID: 29748134]
  • Karlis Briviba, Margit Schollenberger, Markus Rodehutscord, Ralf Greiner. Dephosphorylation of myo-inositol phosphates in the in vitro intestinal Caco-2 cell model. International journal of food sciences and nutrition. 2018 Feb; 69(1):46-51. doi: 10.1080/09637486.2017.1330404. [PMID: 28554270]
  • Huanchen Wang, Stephen B Shears. Structural features of human inositol phosphate multikinase rationalize its inositol phosphate kinase and phosphoinositide 3-kinase activities. The Journal of biological chemistry. 2017 11; 292(44):18192-18202. doi: 10.1074/jbc.m117.801845. [PMID: 28882892]
  • Michael V Keebler, Colin W Taylor. Endogenous signalling pathways and caged IP3 evoke Ca2+ puffs at the same abundant immobile intracellular sites. Journal of cell science. 2017 Nov; 130(21):3728-3739. doi: 10.1242/jcs.208520. [PMID: 28893841]
  • Mitchell Y Sun, Melissa Geyer, Yulia A Komarova. IP3 receptor signaling and endothelial barrier function. Cellular and molecular life sciences : CMLS. 2017 11; 74(22):4189-4207. doi: 10.1007/s00018-017-2624-8. [PMID: 28803370]
  • Lisza M Bruder, Robert J Gruninger, Colyn P Cleland, Steven C Mosimann. Bacterial PhyA protein-tyrosine phosphatase-like myo-inositol phosphatases in complex with the Ins(1,3,4,5)P4 and Ins(1,4,5)P3 second messengers. The Journal of biological chemistry. 2017 10; 292(42):17302-17311. doi: 10.1074/jbc.m117.787853. [PMID: 28848052]
  • Jian Shi, Francesc Miralles, Jean-Pierre Kinet, Lutz Birnbaumer, William A Large, Anthony P Albert. Evidence that Orai1 does not contribute to store-operated TRPC1 channels in vascular smooth muscle cells. Channels (Austin, Tex.). 2017 Jul; 11(4):329-339. doi: 10.1080/19336950.2017.1303025. [PMID: 28301277]
  • Raphaël Courjaret, Maya Dib, Khaled Machaca. Store-Operated Ca2+ Entry in Oocytes Modulate the Dynamics of IP3 -Dependent Ca2+ Release From Oscillatory to Tonic. Journal of cellular physiology. 2017 05; 232(5):1095-1103. doi: 10.1002/jcp.25513. [PMID: 27504787]
  • Rachel Escue, Kathirvel Kandasamy, Kaushik Parthasarathi. Thrombin Induces Inositol Trisphosphate-Mediated Spatially Extensive Responses in Lung Microvessels. The American journal of pathology. 2017 Apr; 187(4):921-935. doi: 10.1016/j.ajpath.2016.12.014. [PMID: 28188112]
  • Gleb P Tolstykh, Melissa Tarango, Caleb C Roth, Bennett L Ibey. Nanosecond pulsed electric field induced dose dependent phosphatidylinositol-4,5-bisphosphate signaling and intracellular electro-sensitization. Biochimica et biophysica acta. Biomembranes. 2017 03; 1859(3):438-445. doi: 10.1016/j.bbamem.2017.01.003. [PMID: 28064021]
  • Wei Huang, Matthew C Cane, Rajarshi Mukherjee, Peter Szatmary, Xiaoying Zhang, Victoria Elliott, Yulin Ouyang, Michael Chvanov, Diane Latawiec, Li Wen, David M Booth, Andrea C Haynes, Ole H Petersen, Alexei V Tepikin, David N Criddle, Robert Sutton. Caffeine protects against experimental acute pancreatitis by inhibition of inositol 1,4,5-trisphosphate receptor-mediated Ca2+ release. Gut. 2017 02; 66(2):301-313. doi: 10.1136/gutjnl-2015-309363. [PMID: 26642860]
  • Mohammad Alimohammadi, Mohamed Hassen Lahiani, Diamond McGehee, Mariya Khodakovskaya. Polyphenolic extract of InsP 5-ptase expressing tomato plants reduce the proliferation of MCF-7 breast cancer cells. PloS one. 2017; 12(4):e0175778. doi: 10.1371/journal.pone.0175778. [PMID: 28448505]
  • Shamshad Cockcroft, Padinjat Raghu. Topological organisation of the phosphatidylinositol 4,5-bisphosphate-phospholipase C resynthesis cycle: PITPs bridge the ER-PM gap. The Biochemical journal. 2016 Dec; 473(23):4289-4310. doi: 10.1042/bcj20160514c. [PMID: 27888240]
  • László Pecze, Walter Blum, Thomas Henzi, Beat Schwaller. Endogenous TRPV1 stimulation leads to the activation of the inositol phospholipid pathway necessary for sustained Ca2+ oscillations. Biochimica et biophysica acta. 2016 12; 1863(12):2905-2915. doi: 10.1016/j.bbamcr.2016.09.013. [PMID: 27663071]
  • Caifeng Jiao, Pei Wang, Runqiang Yang, Lu Tian, Zhenxin Gu. IP3 Mediates Nitric Oxide-Guanosine 3',5'-Cyclic Monophosphate (NO-cGMP)-Induced Isoflavone Accumulation in Soybean Sprouts under UV-B Radiation. Journal of agricultural and food chemistry. 2016 Nov; 64(44):8282-8288. doi: 10.1021/acs.jafc.6b02633. [PMID: 27768311]
  • Yu-Jia Chu, Xu Chen, Hong-Wei Xue. Ins(1,4,5)P3 Suppresses Protein Degradation in Plant Vacuoles by Regulating SNX-Mediated Protein Sorting. Molecular plant. 2016 10; 9(10):1440-1443. doi: 10.1016/j.molp.2016.07.009. [PMID: 27477682]
  • Ariane Scoumanne, Patricia Molina-Ortiz, Daniel Monteyne, David Perez-Morga, Christophe Erneux, Stéphane Schurmans. Specific expression and function of inositol 1,4,5-trisphosphate 3-kinase C (ITPKC) in wild type and knock-out mice. Advances in biological regulation. 2016 09; 62(?):1-10. doi: 10.1016/j.jbior.2016.03.001. [PMID: 27036498]
  • Jahahreeh Finley. Oocyte activation and latent HIV-1 reactivation: AMPK as a common mechanism of action linking the beginnings of life and the potential eradication of HIV-1. Medical hypotheses. 2016 Aug; 93(?):34-47. doi: 10.1016/j.mehy.2016.05.012. [PMID: 27372854]
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