Adenosine monophosphate (BioDeep_00000001261)

 

Secondary id: BioDeep_00001867750

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Chemicals and Drugs BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

化学式: C10H14N5O7P (347.0630824)
中文名称: 單磷酸腺苷, 一磷酸腺苷, 单磷酸腺苷酸, 腺苷-5'-单磷酸 二钠盐, 5-腺苷酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.58%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Adenosine monophosphate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/adenosine_monophosphate (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000001261). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)

描述信息

Adenosine monophosphate, also known as adenylic acid or amp, is a member of the class of compounds known as purine ribonucleoside monophosphates. Purine ribonucleoside monophosphates are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenosine monophosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Adenosine monophosphate can be found in a number of food items such as kiwi, taro, alaska wild rhubarb, and skunk currant, which makes adenosine monophosphate a potential biomarker for the consumption of these food products. Adenosine monophosphate can be found primarily in most biofluids, including blood, feces, cerebrospinal fluid (CSF), and urine, as well as throughout all human tissues. Adenosine monophosphate exists in all living species, ranging from bacteria to humans. In humans, adenosine monophosphate is involved in several metabolic pathways, some of which include josamycin action pathway, methacycline action pathway, nevirapine action pathway, and aspartate metabolism. Adenosine monophosphate is also involved in several metabolic disorders, some of which include hyperornithinemia-hyperammonemia-homocitrullinuria [hhh-syndrome], molybdenum cofactor deficiency, xanthinuria type I, and mitochondrial DNA depletion syndrome. Adenosine monophosphate is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalanc.
Adenosine monophosphate, also known as 5-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a Bitter Blocker additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem sweeter. This potentially makes lower calorie food products more palatable.
[Spectral] AMP (exact mass = 347.06308) and Guanine (exact mass = 151.04941) and 3,4-Dihydroxy-L-phenylalanine (exact mass = 197.06881) and Glutathione disulfide (exact mass = 612.15196) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.
[Spectral] AMP (exact mass = 347.06308) and Glutathione disulfide (exact mass = 612.15196) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.
[Spectral] AMP (exact mass = 347.06308) and Adenine (exact mass = 135.0545) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.

Adenosine monophosphate. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=67583-85-1 (retrieved 2024-07-01) (CAS RN: 61-19-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Adenosine monophosphate is a key cellular metabolite regulating energy homeostasis and signal transduction.
Adenosine monophosphate is a key cellular metabolite regulating energy homeostasis and signal transduction.
Adenosine monophosphate is a key cellular metabolite regulating energy homeostasis and signal transduction.

同义名列表

70 个代谢物同义名

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid; [5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate; Adenosine 5-(dihydrogen phosphoric acid); Adenosine-5-monophosphate sodium salt; Adenosine 5-(dihydrogen phosphate); Dipotassium, adenosine phosphate; Phosphate dipotassium, adenosine; Adenosine-5-monophosphoric acid; 5-Adenosine monophosphoric acid; Adenosine phosphate dipotassium; Adenosine 5-monophosphoric acid; Adenosine monophosphoric acid; Disodium, adenosine phosphate; Phosphate disodium, adenosine; Adenosine phosphate disodium; Adenosine 5-phosphoric acid; Adenosine-5-monophosphorate; Phosphoric acid dadenosine; monoPhosphate, 2-adenosine; Adenosine-5-monophosphate; Adenosine phosphoric acid; 2 Adenosine monophosphate; 5-Adenosine monophosphate; 2-Adenosine monophosphate; Adenosine 5-monophosphate; Adenosine-monophosphate; Adenosine 5-phosphorate; Adenosine monophosphate; 5-Phosphate, adenosine; 5-O-Phosphonoadenosine; Adenosine 2 phosphate; Adenosine 2-phosphate; Adenosine 3 phosphate; Adenosine 3-phosphate; Adenosine 5 phosphate; Adenosine 5-phosphate; Fosfato de adenosina; Muscle adenylic acid; Phosphate dadenosine; Adenosine-phosphate; Adenosine phosphate; Adenosini phosphas; Acid, 5-adenylic; Acid, 2-adenylic; Muscle adenylate; 5 Adenylic acid; 2-Adenylic acid; 5-Adenylic acid; 2 Adenylic acid; Phosphentaside; Adenylic acid; Adenosine-5p; 5-Adenylate; My-beta-den; Cardiomone; Phosphaden; Adenovite; Adenylate; Phosaden; My-b-den; Lycedan; Adenyl; Ado5p; 2-AMP; 5-AMP; PAdo; AMP; pA; Adenosine monophosphate (AMP); AMP



数据库引用编号

61 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(7)

BioCyc(34)

PlantCyc(0)

代谢反应

2783 个相关的代谢反应过程信息。

Reactome(281)

BioCyc(74)

WikiPathways(7)

Plant Reactome(1771)

INOH(20)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(629)

PharmGKB(0)

161 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

  • Jiajia Yang, Jun Liu, Weiyang Kuang, Yuqi Lin, Saiyi Zhong, Supaluck Kraithong, Xiaoyong Zhang, Io Nam Wong, Riming Huang. Structural characterization and ferroptosis-related immunomodulatory of a novel exopolysaccharide isolated from marine fungus Aspergillus medius. International journal of biological macromolecules. 2024 Apr; 265(Pt 1):130703. doi: 10.1016/j.ijbiomac.2024.130703. [PMID: 38458279]
  • Jing-Wen Xu, Si-Qi Tang, Jie Lin, Yu-Jia Li, Dan Shen, Guang-Hong Ding, Xue-Yong Shen, Li-Na Wang. NTPDase1-ATP-P2Y2Rs axis in the sciatic nerve contributes to acupuncture at 'Zusanli' (ST36)-induced analgesia in ankle arthritis rats. Brain research bulletin. 2024 Apr; 209(?):110909. doi: 10.1016/j.brainresbull.2024.110909. [PMID: 38402994]
  • Xuemeng Zhao, Wen Li, Xiliu Li, Zhenhua Jia, Shuishan Song, Qian Zhao. The Effect of Bacterial AHL on the Cyclic Adenosine Monophosphate Content in Plants According to High-Performance Liquid Chromatography. Molecules (Basel, Switzerland). 2024 Feb; 29(5):. doi: 10.3390/molecules29051074. [PMID: 38474586]
  • Al Zahraa G Al Ashmawy, Gehan F Balata. Formulation and in vitro characterization of nanoemulsions containing remdesivir or licorice extract: A potential subcutaneous injection for coronavirus treatment. Colloids and surfaces. B, Biointerfaces. 2024 Feb; 234(?):113703. doi: 10.1016/j.colsurfb.2023.113703. [PMID: 38096607]
  • Pranav Bharadwaj, Sachin M Shet, Meena Bisht, Dheeraj Kumar Sarkar, Gregory Franklin, Nataraj Sanna Kotrappanavar, Dibyendu Mondal. Suitability of Adenosine Derivatives in Improving the Activity and Stability of Cytochrome c under Stress: Insights into the Effect of Phosphate Groups. The journal of physical chemistry. B. 2024 Jan; 128(1):86-95. doi: 10.1021/acs.jpcb.3c05996. [PMID: 38127495]
  • Hong Gil Lee, Seo Young Jang, Eun Yee Jie, Seung Hee Choi, Ok-Sun Park, Soon Hyung Bae, Hyun-Soon Kim, Suk Weon Kim, Geum-Sook Hwang, Pil Joon Seo. Adenosine monophosphate enhances callus regeneration competence for de novo plant organogenesis. Molecular plant. 2023 12; 16(12):1867-1870. doi: 10.1016/j.molp.2023.10.004. [PMID: 37817411]
  • Liu Bingbing, L I Jieru, S I Jianchao, Chen Qi, Yang Shengchang, J I Ensheng. Ginsenoside Rb1 alleviates chronic intermittent hypoxia-induced diabetic cardiomyopathy in db/db mice by regulating the adenosine monophosphate-activated protein kinase/Nrf2/heme oxygenase-1 signaling pathway. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2023 10; 43(5):906-914. doi: 10.19852/j.cnki.jtcm.20221206.004. [PMID: 37679978]
  • Chao Yang, Xibao Li, Jun Zhou, Caiji Gao. Autophagy contributes to positive feedback regulation of SnRK1 signaling in plants. Autophagy. 2023 Aug; ?(?):1-3. doi: 10.1080/15548627.2023.2247741. [PMID: 37584544]
  • Haiyan Yang, Qiang Wang, Yuemei Xi, Wei Yu, De Xie, Hiroko Morisaki, Takayuki Morisaki, Jidong Cheng. AMPD2 plays important roles in regulating hepatic glucose and lipid metabolism. Molecular and cellular endocrinology. 2023 Aug; ?(?):112039. doi: 10.1016/j.mce.2023.112039. [PMID: 37567359]
  • Mengrong Yan, Mengyuan Ma, Rong Chen, Yangzi Cao, Wei Zhang, Xiang Liu. Structural basis for the development of potential inhibitors targeting FadD23 from Mycobacterium tuberculosis. Acta crystallographica. Section F, Structural biology communications. 2023 Aug; 79(Pt 8):208-216. doi: 10.1107/s2053230x23005836. [PMID: 37522751]
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  • Ling Lin, Shumin Han, Zhihua Gong, Furong Ding, Zhonghua Liu, Wenjun Xiao. L-Theanine attenuates heat stress-induced proteotoxicity and alterations in carbohydrate and lipid metabolism via heat shock factor 1. Food & function. 2023 Jun; ?(?):. doi: 10.1039/d3fo01001e. [PMID: 37338809]
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  • Xuefeng Wang, Li He, Zhiyuan Huang, Qiong Zhao, Jiangping Fan, Yang Tian, Aixiang Huang. Isolation, identification and characterization of a novel antimicrobial peptide from Moringa oleifera seeds based on affinity adsorption. Food chemistry. 2023 Jan; 398(?):133923. doi: 10.1016/j.foodchem.2022.133923. [PMID: 35987005]
  • Michelle Y Jaeckstein, Isabell Schulze, Michael Wolfgang Zajac, Markus Heine, Oliver Mann, Alexander Pfeifer, Joerg Heeren. CD73-dependent generation of extracellular adenosine by vascular endothelial cells modulates de novo lipogenesis in adipose tissue. Frontiers in immunology. 2023; 14(?):1308456. doi: 10.3389/fimmu.2023.1308456. [PMID: 38264660]
  • Aniqua Tasnim Chowdhury, Md Nazmul Hasan, Fahmid H Bhuiyan, Md Qamrul Islam, Md Rakib Wazed Nayon, Md Mashiur Rahaman, Hammadul Hoque, Nurnabi Azad Jewel, Md Ashrafuzzaman, Shamsul H Prodhan. Identification, characterization of Apyrase (APY) gene family in rice (Oryza sativa) and analysis of the expression pattern under various stress conditions. PloS one. 2023; 18(5):e0273592. doi: 10.1371/journal.pone.0273592. [PMID: 37163561]
  • Leszek A Kleczkowski, Abir U Igamberdiev. Magnesium and cell energetics: At the junction of metabolism of adenylate and non-adenylate nucleotides. Journal of plant physiology. 2023 Jan; 280(?):153901. doi: 10.1016/j.jplph.2022.153901. [PMID: 36549033]
  • Yunda Huang, Lily Zhang, Amanda Eaton, Nonhlanhla N Mkhize, Lindsay N Carpp, Erika Rudnicki, Allan DeCamp, Michal Juraska, April Randhawa, Adrian McDermott, Julie Ledgerwood, Philip Andrew, Shelly Karuna, Srilatha Edupuganti, Nyaradzo Mgodi, Myron Cohen, Lawrence Corey, John Mascola, Peter B Gilbert, Lynn Morris, David C Montefiori. Prediction of serum HIV-1 neutralization titers of VRC01 in HIV-uninfected Antibody Mediated Prevention (AMP) trial participants. Human vaccines & immunotherapeutics. 2022 12; 18(1):1908030. doi: 10.1080/21645515.2021.1908030. [PMID: 34213402]
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  • Lindsey Garnick, Christopher Bates, Andrey Massarsky, Pamela Spencer, Priyanka Sura, Andrew D Monnot, Andrew Maier. Dose and exposure route analyses inform relationships between liver steatosis and 2-amino-2-methyl-1-propanol: Implications for hazard characterization. Journal of applied toxicology : JAT. 2022 12; 42(12):1873-1889. doi: 10.1002/jat.4308. [PMID: 35199353]
  • Shuhua Shen, Kungen Wang, Yihui Zhi, Yue Dong. Gypenosides counteract hepatic steatosis and intestinal barrier injury in rats with metabolic associated fatty liver disease by modulating the adenosine monophosphate activated protein kinase and Toll-like receptor 4/nuclear factor kappa B pathways. Pharmaceutical biology. 2022 Dec; 60(1):1949-1959. doi: 10.1080/13880209.2022.2126503. [PMID: 36205541]
  • Xu-Dong Wen, Yao-Lei Zhang, Ling Yang, Zhen Ye, Guo-Chuan Fu, Yong-He Hu, Tao Pan, Qiao-Bo Ye. Angelica sinensis Polysaccharide and Astragalus membranaceus Polysaccharide Accelerate Liver Regeneration by Enhanced Glycolysis via Activation of JAK2/STAT3/HK2 Pathway. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227890. [PMID: 36431990]
  • Zhijun Zhou, Yu Ren, Jingxuan Yang, Mingyang Liu, Xiuhui Shi, Wenyi Luo, Kar-Ming Fung, Chao Xu, Michael S Bronze, Yuqing Zhang, Courtney W Houchen, Min Li. Acetyl-Coenzyme A Synthetase 2 Potentiates Macropinocytosis and Muscle Wasting Through Metabolic Reprogramming in Pancreatic Cancer. Gastroenterology. 2022 11; 163(5):1281-1293.e1. doi: 10.1053/j.gastro.2022.06.058. [PMID: 35777482]
  • Yuwei Liu, Shen Shen, Zhimin Hao, Qing Wang, Yumei Zhang, Yulan Zhao, Yameng Tong, Fanli Zeng, Jingao Dong. Protein kinase A participates in hyphal and appressorial development by targeting Efg1-mediated transcription of a Rab GTPase in Setosphaeria turcica. Molecular plant pathology. 2022 11; 23(11):1608-1619. doi: 10.1111/mpp.13253. [PMID: 35929228]
  • Ping-An Yao, Ke-Zhao Wei, Jia-Hua Feng, Xiao-Ning Liu, Xu Xu, Hong-Yan Cui, Xiao-Chen Zhang, Jian-Ping Gao. Sodium houttuyfonate protects against cardiac injury by regulating cardiac energy metabolism in diabetic rats. European journal of pharmacology. 2022 Oct; 932(?):175236. doi: 10.1016/j.ejphar.2022.175236. [PMID: 36044971]
  • Lu Wang, Yuwei Zhang, Yafeng Ren, Xue Yang, Haijing Ben, Fulan Zhao, Sijin Yang, Li Wang, Jie Qing. Pharmacological targeting of cGAS/STING-YAP axis suppresses pathological angiogenesis and ameliorates organ fibrosis. European journal of pharmacology. 2022 Oct; 932(?):175241. doi: 10.1016/j.ejphar.2022.175241. [PMID: 36058291]
  • Juanjuan Cheng, Lieqiang Xu, Qiuxia Yu, Guoshu Lin, Xingdong Ma, Mengyao Li, Fengkun Guan, Yuhong Liu, Xiaoqi Huang, Jianhui Xie, Jiannan Chen, Ziren Su, Yucui Li. Metformin alleviates long-term high-fructose diet-induced skeletal muscle insulin resistance in rats by regulating purine nucleotide cycle. European journal of pharmacology. 2022 Oct; 933(?):175234. doi: 10.1016/j.ejphar.2022.175234. [PMID: 36058289]
  • Atsuko Kitano, Toshio Norikura, Isao Matsui-Yuasa, Hiromi Shimakawa, Makoto Kamezawa, Akiko Kojima-Yuasa. Black carrot extract protects against hepatic injury through epigenetic modifications. Journal of food biochemistry. 2022 10; 46(10):e14292. doi: 10.1111/jfbc.14292. [PMID: 35762419]
  • Xue Mei Fang, Ying Liu, Ji Wang, Xin Zhang, Lei Wang, Li Zhang, Hong Ping Zhang, Lei Liu, Dan Huang, Dan Liu, Ke Deng, Feng Ming Luo, Hua Jing Wan, Wei Min Li, Gang Wang, Brian G Oliver. Endogenous Adenosine 5'-Monophosphate, But Not Acetylcholine or Histamine, is Associated with Asthma Control, Quality of Life, and Exacerbations. Lung. 2022 10; 200(5):579-589. doi: 10.1007/s00408-022-00570-x. [PMID: 36156139]
  • Xiao Chang, Yanhong He, Ling Wang, Chuanjin Luo, Yuntao Liu, Rong Li. Puerarin Alleviates LPS-Induced H9C2 Cell Injury by Inducing Mitochondrial Autophagy. Journal of cardiovascular pharmacology. 2022 10; 80(4):600-608. doi: 10.1097/fjc.0000000000001315. [PMID: 35881898]
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  • Qing Lu, Anaxi Houbaert, Qian Ma, Jingjing Huang, Lieven Sterck, Cheng Zhang, René Benjamins, Frederik Coppens, Frank Van Breusegem, Eugenia Russinova. Adenosine monophosphate deaminase modulates BIN2 activity through hydrogen peroxide-induced oligomerization. The Plant cell. 2022 09; 34(10):3844-3859. doi: 10.1093/plcell/koac203. [PMID: 35876813]
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  • Hidetoshi Urakawa, Michael A Kratz, Taylor L Hancock, Rick A Armstrong. QT-AMP: Sequencing PCR amplicons from Quanti-Tray wells to analyze enterococci communities. The Science of the total environment. 2022 Sep; 839(?):156188. doi: 10.1016/j.scitotenv.2022.156188. [PMID: 35618132]
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  • Marta Colaneri, Nicolò Amarasinghe, Leonardo Rezzonico, Teresa Chiara Pieri, Emilio Segalini, Margherita Sambo, Silvia Roda, Federica Meloni, Marilena Gregorini, Teresa Rampino, Stefano Pelenghi, Alessandra Ricciardi, Raffaele Bruno. Early remdesivir to prevent severe COVID-19 in recipients of solid organ transplant: a real-life study from Northern Italy. International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases. 2022 Aug; 121(?):157-160. doi: 10.1016/j.ijid.2022.05.001. [PMID: 35533831]
  • Marko Lucijanic, Tomislav Cikara, Petra Bistrovic, Ivan Papic, Maja Ortner Hadziabdic, Nikolina Busic, Marina Lackovic, Natalia Cesar, Valentina Koscak, Josko Mitrovic, Bruno Barsic, Tomo Lucijanic. Remdesivir use in COVID-19 patients might predispose bacteremia, matched case-control analysis. The Journal of infection. 2022 Aug; 85(2):174-211. doi: 10.1016/j.jinf.2022.04.045. [PMID: 35513188]
  • Natalia Krisanova, Natalia Pozdnyakova, Artem Pastukhov, Marina Dudarenko, Oleg Shatursky, Olena Gnatyuk, Uliana Afonina, Kyrylo Pyrshev, Galina Dovbeshko, Semen Yesylevskyy, Tatiana Borisova. Amphiphilic anti-SARS-CoV-2 drug remdesivir incorporates into the lipid bilayer and nerve terminal membranes influencing excitatory and inhibitory neurotransmission. Biochimica et biophysica acta. Biomembranes. 2022 08; 1864(8):183945. doi: 10.1016/j.bbamem.2022.183945. [PMID: 35461828]
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  • Kevin Baudry, Félix Barbut, Séverine Domenichini, Damien Guillaumot, Mai Pham Thy, Hélène Vanacker, Wojciech Majeran, Anja Krieger-Liszkay, Emmanuelle Issakidis-Bourguet, Claire Lurin. Adenylates regulate Arabidopsis plastidial thioredoxin activities through the binding of a CBS domain protein. Plant physiology. 2022 08; 189(4):2298-2314. doi: 10.1093/plphys/kiac199. [PMID: 35736508]
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