Aminocaproic acid (BioDeep_00000405481)

Main id: BioDeep_00000001271

 

natural product PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


6-Aminocaproic acid

化学式: C6H13NO2 (131.0946238)
中文名称: 6-氨基己酸, 氨基己酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CCC(=O)O)CCN
InChI: InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)

描述信息

B - Blood and blood forming organs > B02 - Antihemorrhagics > B02A - Antifibrinolytics > B02AA - Amino acids
D006401 - Hematologic Agents > D003029 - Coagulants > D006490 - Hemostatics
C78275 - Agent Affecting Blood or Body Fluid > C78311 - Hemostatic Agent
D050299 - Fibrin Modulating Agents > D000933 - Antifibrinolytic Agents
6-Aminocaproic acid (EACA), a monoamino carboxylic acid, is a potent and orally active inhibitor of plasmin and plasminogen. 6-Aminocaproic acid is a potent antifibrinolytic agent. 6-Aminocaproic acid prevents clot lysis through the competitive binding of lysine residues on plasminogen, inhibiting plasmin formation and reducing fibrinolysis. 6-Aminocaproic acid can be used for the research of bleeding disorders[1][2].

同义名列表

7 个代谢物同义名

6-Aminocaproic acid; Aminocaproic acid; EACA; Epsilon-Amino-n-caproic Acid; 6-Aminohexanoic acid; 6-Aminohexanoate; Aminocaproic acid



数据库引用编号

24 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

15 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

  • Fasika A Woreta, Kristina B Lindsley, Almutez Gharaibeh, Sueko M Ng, Roberta W Scherer, Morton F Goldberg. Medical interventions for traumatic hyphema. The Cochrane database of systematic reviews. 2023 03; 3(?):CD005431. doi: 10.1002/14651858.cd005431.pub5. [PMID: 36912744]
  • Dong-Wan Kang, Bong Geun Cha, Jee Hoon Lee, Wookjin Yang, Seul Ki Ki, Ju Hee Han, Ha Yoon Cho, Eunchae Park, Sohyun Jeon, Seung-Hoon Lee. Ultrasmall polymer-coated cerium oxide nanoparticles as a traumatic brain injury therapy. Nanomedicine : nanotechnology, biology, and medicine. 2022 09; 45(?):102586. doi: 10.1016/j.nano.2022.102586. [PMID: 35868519]
  • Taylor E Wallen, Kathleen E Singer, Matthew R Baucom, Lisa G England, Rebecca M Schuster, Timothy A Pritts, Michael D Goodman. Effects of antifibrinolytics on systemic and cerebral inflammation after traumatic brain injury. The journal of trauma and acute care surgery. 2022 07; 93(1):30-37. doi: 10.1097/ta.0000000000003607. [PMID: 35319541]
  • Xiao-Long Fan. Comment on article by Zhong et al.: Local administration of epsilon-aminocaproic acid reduces post-operative blood loss from surgery for closed, Sanders III-IV calcaneal fractures. International orthopaedics. 2022 06; 46(6):1427-1428. doi: 10.1007/s00264-022-05355-8. [PMID: 35262758]
  • Aleksandr Shamanaev, Ivan Ivanov, Mao-Fu Sun, Maxim Litvak, Priyanka Srivastava, Bassem M Mohammed, Rabia Shaban, Ashoka Maddur, Ingrid M Verhamme, Owen J T McCarty, Ruby H P Law, David Gailani. Model for surface-dependent factor XII activation: the roles of factor XII heavy chain domains. Blood advances. 2022 05; 6(10):3142-3154. doi: 10.1182/bloodadvances.2021005976. [PMID: 35086137]
  • Philip C Spinella, Julie C Leonard, Barbara A Gaines, James F Luther, Stephen R Wisniewski, Cassandra D Josephson, Christine M Leeper. Use of Antifibrinolytics in Pediatric Life-Threatening Hemorrhage: A Prospective Observational Multicenter Study. Critical care medicine. 2022 04; 50(4):e382-e392. doi: 10.1097/ccm.0000000000005383. [PMID: 34661553]
  • Ebtehal F Anwer, Deena A M Nour El-Deen, Sayed M Derayea, Mahmoud A Omar. Benzofurazan -based fluorophore for the spectrofluorimetric determination of 6-Aminocaproic acid: Application to spiked human plasma and urine. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 Mar; 268(?):120723. doi: 10.1016/j.saa.2021.120723. [PMID: 34915229]
  • Ruchi Sharma, Aman George, Malika Nimmagadda, Davide Ortolan, Barbosa-Sabanero Karla, Zoya Qureshy, Devika Bose, Roba Dejene, Genqing Liang, Qin Wan, Justin Chang, Balendu Shekhar Jha, Omar Memon, Kiyoharu Joshua Miyagishima, Aaron Rising, Madhu Lal, Eric Hanson, Rebecca King, Mercedes Maria Campos, Marc Ferrer, Juan Amaral, David McGaughey, Kapil Bharti. Epithelial phenotype restoring drugs suppress macular degeneration phenotypes in an iPSC model. Nature communications. 2021 12; 12(1):7293. doi: 10.1038/s41467-021-27488-x. [PMID: 34911940]
  • Ebtehal F Anwer, Deena A M Nour El-Deen, Mahmoud A Omar. An innovational validated spectrofluorimetric technique for determination of 6-Aminocaproic acid in pure form and its tablet: Application to spiked human plasma and urine. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2021 Nov; 261(?):119984. doi: 10.1016/j.saa.2021.119984. [PMID: 34087772]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Madison Coleman, Joel Davis, Kevin O Maher, Shriprasad R Deshpande. Clinical and Hematological Outcomes of Aminocaproic Acid Use During Pediatric Cardiac ECMO. The journal of extra-corporeal technology. 2021 Mar; 53(1):40-45. doi: 10.1182/ject-2000032. [PMID: 33814604]
  • Erik R Strauss, Elyes Dahmane, Miranda Judd, Dong Guo, Brittney Williams, Michael Meyer, James S Gammie, Bradley Taylor, Michael A Mazzeffi, Jogarao V S Gobburu, Kenichi A Tanaka. A Pharmacokinetic and Pharmacodynamic Investigation of an ε-Aminocaproic Acid Regimen Designed for Cardiac Surgery With Cardiopulmonary Bypass. Journal of cardiothoracic and vascular anesthesia. 2021 Feb; 35(2):406-417. doi: 10.1053/j.jvca.2020.07.048. [PMID: 32811752]
  • Raffi Tachdjian, Karin E Johnson, Deborah Casso, Susan A Oliveria, Giovanna Devercelli, Gagan Jain. Real-world cohort study of adult and pediatric patients treated for hereditary angioedema in the United States. Allergy and asthma proceedings. 2020 05; 41(3):172-182. doi: 10.2500/aap.2020.41.200011. [PMID: 32375961]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Keita Hayashi, Kazutoshi Morimoto, Toshiyuki Kamei, Eiko Mieda, Sosaku Ichikawa, Takashi Kuroiwa, Sakiko Fujita, Hidemi Nakamura, Hiroshi Umakoshi. Effect of dehydrocholic acid conjugated with a hydrocarbon on a lipid bilayer composed of 1,2-dioleoyl-sn-glycero-3-phosphocholine. Colloids and surfaces. B, Biointerfaces. 2019 Sep; 181(?):58-65. doi: 10.1016/j.colsurfb.2019.05.009. [PMID: 31121382]
  • Nadia Sabbah, Stéphane Jaisson, Roselyne Garnotel, Eduardo Anglés-Cano, Philippe Gillery. Small size apolipoprotein(a) isoforms enhance inflammatory and proteolytic potential of collagen-primed monocytes. Lipids in health and disease. 2019 Aug; 18(1):166. doi: 10.1186/s12944-019-1106-4. [PMID: 31470857]
  • Shana A Shaya, Dhulfiha Muzafar Gani, Jeffrey I Weitz, Paul Y Kim, Peter L Gross. Factor XIII Prevents Pulmonary Emboli in Mice by Stabilizing Deep Vein Thrombi. Thrombosis and haemostasis. 2019 Jun; 119(6):992-999. doi: 10.1055/s-0039-1685141. [PMID: 31005064]
  • Jian Jing, Zhenhuan Du, Songyang Ji, Keqiang Han. Urinary proteome analysis of acute hypercoagulable state in rat model induced by ε-aminocaproic acid. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Feb; 110(?):275-284. doi: 10.1016/j.biopha.2018.11.148. [PMID: 30513505]
  • Almutez Gharaibeh, Howard I Savage, Roberta W Scherer, Morton F Goldberg, Kristina Lindsley. Medical interventions for traumatic hyphema. The Cochrane database of systematic reviews. 2019 01; 1(?):CD005431. doi: 10.1002/14651858.cd005431.pub4. [PMID: 30640411]
  • Vance G Nielsen, Paul M Ford. The ratio of concentrations of aminocaproic acid and tranexamic acid that prevent plasmin activation of platelets does not provide equivalent inhibition of plasmatic fibrinolysis. Journal of thrombosis and thrombolysis. 2018 Oct; 46(3):365-370. doi: 10.1007/s11239-018-1705-3. [PMID: 29926296]
  • Ranran Zhao, Xiaolong Liang, Bo Zhao, Min Chen, Renfa Liu, Sujuan Sun, Xiuli Yue, Shumin Wang. Ultrasound assisted gene and photodynamic synergistic therapy with multifunctional FOXA1-siRNA loaded porphyrin microbubbles for enhancing therapeutic efficacy for breast cancer. Biomaterials. 2018 08; 173(?):58-70. doi: 10.1016/j.biomaterials.2018.04.054. [PMID: 29758547]
  • Alexandre Le Joncour, Laurent Mesnard, Alexandre Hertig, Thomas Robert. Red urine, updated for the nephrologist: a case report. BMC nephrology. 2018 06; 19(1):133. doi: 10.1186/s12882-018-0939-9. [PMID: 29884120]
  • Rustam Al-Shahi Salman, Zhe Kang Law, Philip M Bath, Thorsten Steiner, Nikola Sprigg. Haemostatic therapies for acute spontaneous intracerebral haemorrhage. The Cochrane database of systematic reviews. 2018 04; 4(?):CD005951. doi: 10.1002/14651858.cd005951.pub4. [PMID: 29664991]
  • Michael G Fitzsimons, Rebecca Karp Leaf, Johnathan Mack, Pavan K Bendapudi, Tao Shen, Duke E Cameron. Perioperative management of a redo aortic root replacement in a patient with severe factor XI deficiency. Journal of cardiac surgery. 2018 Feb; 33(2):86-89. doi: 10.1111/jocs.13526. [PMID: 29399875]
  • Clifford Kent Boese, Leslie Centeno, Ryan W Walters. Blood Conservation Using Tranexamic Acid Is Not Superior to Epsilon-Aminocaproic Acid After Total Knee Arthroplasty. The Journal of bone and joint surgery. American volume. 2017 Oct; 99(19):1621-1628. doi: 10.2106/jbjs.16.00738. [PMID: 28976426]
  • Huiyoung Kwon, In Ho Jung, Ji Hyun Yi, Jae Hoon Kim, Jung Hoon Park, Seungheon Lee, Ji Wook Jung, Young Choon Lee, Jong Hoon Ryu, Dong Hyun Kim. The Seed of Zizyphus jujuba var. spinosa Attenuates Alzheimer's Disease-Associated Hippocampal Synaptic Deficits through BDNF/TrkB Signaling. Biological & pharmaceutical bulletin. 2017; 40(12):2096-2104. doi: 10.1248/bpb.b17-00378. [PMID: 29199234]
  • Steven de Maat, Jenny Björkqvist, Chiara Suffritti, Chantal P Wiesenekker, Willem Nagtegaal, Arnold Koekman, Sanne van Dooremalen, Gerard Pasterkamp, Philip G de Groot, Marco Cicardi, Thomas Renné, Coen Maas. Plasmin is a natural trigger for bradykinin production in patients with hereditary angioedema with factor XII mutations. The Journal of allergy and clinical immunology. 2016 11; 138(5):1414-1423.e9. doi: 10.1016/j.jaci.2016.02.021. [PMID: 27130860]
  • Jamie C Brown, Benjamin M Brainard, Daniel J Fletcher, Ben Nie, Robert D Arnold, Chad W Schmiedt. Effect of aminocaproic acid on clot strength and clot lysis of canine blood determined by use of an in vitro model of hyperfibrinolysis. American journal of veterinary research. 2016 Nov; 77(11):1258-1265. doi: 10.2460/ajvr.77.11.1258. [PMID: 27805439]
  • Seung H Yoo, Emilee Venn, Lauren A Sullivan, Christine S Olver. Thromboelastographic evidence of inhibition of fibrinolysis after ε-aminocaproic acid administration in a dog with suspected acute traumatic coagulopathy. Journal of veterinary emergency and critical care (San Antonio, Tex. : 2001). 2016 Sep; 26(5):737-42. doi: 10.1111/vec.12467. [PMID: 26990227]
  • Ramona Nicolau-Raducu, Timothy C Ku, Donald R Ganier, Brian M Evans, Joseph Koveleskie, William J Daly, Brian Fish, Ari J Cohen, Trevor W Reichman, Humberto E Bohorquez, David S Bruce, Ian C Carmody, George E Loss, Marina Gitman, Thomas Marshall, Bobby D Nossaman. Epsilon-Aminocaproic Acid Has No Association With Thromboembolic Complications, Renal Failure, or Mortality After Liver Transplantation. Journal of cardiothoracic and vascular anesthesia. 2016 Aug; 30(4):917-23. doi: 10.1053/j.jvca.2015.12.003. [PMID: 27020101]
  • Alex Soroceanu, Jonathan H Oren, Justin S Smith, Richard Hostin, Christopher I Shaffrey, Gregory M Mundis, Christopher P Ames, Douglas C Burton, Shay Bess, Munish C Gupta, Vedat Deviren, Frank J Schwab, Virginie Lafage, Thomas J Errico. Effect of Antifibrinolytic Therapy on Complications, Thromboembolic Events, Blood Product Utilization, and Fusion in Adult Spinal Deformity Surgery. Spine. 2016 Jul; 41(14):E879-E886. doi: 10.1097/brs.0000000000001454. [PMID: 27398796]
  • Ning Wan, Yi-Yang Jia, Yi-Lin Hou, Xi-Xi Ma, Yong-Sheng He, Chen Li, Si-Yuan Zhou, Bang-Le Zhang. Preparation, Physicochemical Properties, and Transfection Activities of Tartaric Acid-Based Cationic Lipids as Effective Nonviral Gene Delivery Vectors. Biological & pharmaceutical bulletin. 2016 Jul; 39(7):1112-20. doi: 10.1248/bpb.b16-00007. [PMID: 27118165]
  • Sarrah Kaye, Noha Abou-Madi, Daniel J Fletcher. EFFECT OF ε-AMINOCAPROIC ACID ON FIBRINOLYSIS IN PLASMA OF ASIAN ELEPHANTS (ELEPHAS MAXIMUS). Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2016 Jun; 47(2):397-404. doi: 10.1638/2015-0255.1. [PMID: 27468009]
  • Sarrah Kaye, Shawn Johnson, Robert D Arnold, Ben Nie, Joshua T Davis, Frances Gulland, Noha Abou-Madi, Daniel J Fletcher. PHARMACOKINETIC STUDY OF ORAL ε-AMINOCAPROIC ACID IN THE NORTHERN ELEPHANT SEAL (MIROUNGA ANGUSTIROSTRIS). Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2016 Jun; 47(2):438-46. doi: 10.1638/2015-0138.1. [PMID: 27468014]
  • Patricia A Ford, Shakira J Grant, Rosemarie Mick, Gina Keck. Autologous Stem-Cell Transplantation Without Hematopoietic Support for the Treatment of Hematologic Malignancies in Jehovah's Witnesses. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 2015 May; 33(15):1674-9. doi: 10.1200/jco.2014.57.9912. [PMID: 25870085]
  • Michael P Eaton, George M Alfieris, Dawn M Sweeney, Ronald E Angona, Jill M Cholette, Charles Venuto, Brian Anderson. Pharmacokinetics of ε-Aminocaproic Acid in Neonates Undergoing Cardiac Surgery with Cardiopulmonary Bypass. Anesthesiology. 2015 May; 122(5):1002-9. doi: 10.1097/aln.0000000000000616. [PMID: 25723765]
  • P A Stricker, M R Gastonguay, D Singh, J E Fiadjoe, E M Sussman, E Y Pruitt, T K Goebel, A F Zuppa. Population pharmacokinetics of ϵ-aminocaproic acid in adolescents undergoing posterior spinal fusion surgery. British journal of anaesthesia. 2015 Apr; 114(4):689-99. doi: 10.1093/bja/aeu459. [PMID: 25586726]
  • M Stalnaker, P Esquivel. Managing menorrhagia in a familial case of factor V deficiency. Journal of pediatric and adolescent gynecology. 2015 Feb; 28(1):e9-e12. doi: 10.1016/j.jpag.2014.03.007. [PMID: 25256869]
  • Jun Lu, Haoyu Meng, Zhaoyi Meng, Ying Sun, John P Pribis, Chunyan Zhu, Quan Li. Epsilon aminocaproic acid reduces blood transfusion and improves the coagulation test after pediatric open-heart surgery: a meta-analysis of 5 clinical trials. International journal of clinical and experimental pathology. 2015; 8(7):7978-87. doi: . [PMID: 26339364]
  • Daniel J Fletcher, Kelly J Blackstock, Kira Epstein, Benjamin M Brainard. Evaluation of tranexamic acid and ε-aminocaproic acid concentrations required to inhibit fibrinolysis in plasma of dogs and humans. American journal of veterinary research. 2014 Aug; 75(8):731-8. doi: 10.2460/ajvr.75.8.731. [PMID: 25061704]
  • R S Mangus, S B Kinsella, J A Fridell, C A Kubal, P Lahsaei, L O Mark, A J Tector. Aminocaproic Acid (amicar) as an alternative to aprotinin (trasylol) in liver transplantation. Transplantation proceedings. 2014 Jun; 46(5):1393-9. doi: 10.1016/j.transproceed.2014.04.006. [PMID: 24935303]
  • Leifeng Cheng, Daniel Pettersen, Bengt Ohlsson, Peter Schell, Michael Karle, Emma Evertsson, Sara Pahlén, Maria Jonforsen, Alleyn T Plowright, Jonas Boström, Tomas Fex, Anders Thelin, Constanze Hilgendorf, Yafeng Xue, Göran Wahlund, Walter Lindberg, Lars-Olof Larsson, David Gustafsson. Discovery of the Fibrinolysis Inhibitor AZD6564, Acting via Interference of a Protein-Protein Interaction. ACS medicinal chemistry letters. 2014 May; 5(5):538-43. doi: 10.1021/ml400526d. [PMID: 24900876]
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  • H Y Kong, X H Wen, S Q Huang, S M Zhu. Epsilon-aminocaproic acid improves postrecirculation hemodynamics by reducing intraliver activated protein C consumption in orthotopic liver transplantation. World journal of surgery. 2014 Jan; 38(1):177-85. doi: 10.1007/s00268-013-2282-4. [PMID: 24142329]
  • Almutez Gharaibeh, Howard I Savage, Roberta W Scherer, Morton F Goldberg, Kristina Lindsley. Medical interventions for traumatic hyphema. The Cochrane database of systematic reviews. 2013 Dec; ?(12):CD005431. doi: 10.1002/14651858.cd005431.pub3. [PMID: 24302299]
  • D J Fletcher, B M Brainard, K Epstein, R Radcliffe, T Divers. Therapeutic plasma concentrations of epsilon aminocaproic acid and tranexamic acid in horses. Journal of veterinary internal medicine. 2013 Nov; 27(6):1589-95. doi: 10.1111/jvim.12202. [PMID: 24118238]
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  • Anju Sarupria, Neeti Makhija, Ramakrishnan Lakshmy, Usha Kiran. Comparison of different doses of ε-aminocaproic acid in children for tetralogy of Fallot surgery: clinical efficacy and safety. Journal of cardiothoracic and vascular anesthesia. 2013 Feb; 27(1):23-9. doi: 10.1053/j.jvca.2012.07.001. [PMID: 22995453]
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