N-Acetyl-D-galactosamine (BioDeep_00000015342)

Main id: BioDeep_00000014327

Secondary id: BioDeep_00000014849, BioDeep_00000405219, BioDeep_00000412705, BioDeep_00001868525, BioDeep_00001892208

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


2-acetamido-2-deoxy-alpha-D-galactopyranose

化学式: C8H15NO6 (221.089933)
中文名称: N-乙酰-D-半乳糖胺,水合, N-乙酰-D-半乳糖胺, N-乙酰基-D-半乳糖胺
谱图信息: 最多检出来源 Homo sapiens(feces) 0.19%

分子结构信息

SMILES: CC(=O)NC1C(C(C(OC1O)CO)O)O
InChI: InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1

描述信息

The D-enantiomer of N-acetylgalactosamine.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
D-N-Acetylgalactosamine is an endogenous metabolite.

同义名列表

5 个代谢物同义名

2-acetamido-2-deoxy-alpha-D-galactopyranose; N-Acetyl-D-galactosamine; 2-Acetamido-2-deoxyhexopyranose; D-N-Acetylgalactosamine; N-Acetyl-D-galactosamine



数据库引用编号

30 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(9)

BioCyc(0)

PlantCyc(0)

代谢反应

152 个相关的代谢反应过程信息。

Reactome(151)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(0)

PharmGKB(0)

4 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

  • Vasant Jadhav, Akshay Vaishnaw, Kevin Fitzgerald, Martin A Maier. RNA interference in the era of nucleic acid therapeutics. Nature biotechnology. 2024 Mar; 42(3):394-405. doi: 10.1038/s41587-023-02105-y. [PMID: 38409587]
  • Jin-Ichi Inokuchi, Shinji Go, Yoshio Hirabayashi. Synthesis of O-Linked Glycoconjugates in the Nervous System. Advances in neurobiology. 2023; 29(?):95-116. doi: 10.1007/978-3-031-12390-0_4. [PMID: 36255673]
  • Robin McDougall, Diane Ramsden, Sagar Agarwal, Saket Agarwal, Krishna Aluri, Michael Arciprete, Christopher Brown, Elena Castellanos-Rizaldos, Klaus Charisse, Saeho Chong, Joseph Cichocki, Kevin Fitzgerald, Varun Goel, Yongli Gu, Dale Guenther, Bahru Habtemariam, Vasant Jadhav, Maja Janas, Muthusamy Jayaraman, Jeffrey Kurz, Jing Li, Ju Liu, Xiumin Liu, Steven Liou, Chris Maclauchlin, Martin Maier, Muthiah Manoharan, Jayaprakash K Nair, Gabriel Robbie, Karyn Schmidt, Peter Smith, Christopher Theile, Akshay Vaishnaw, Scott Waldron, Yuanxin Xu, Xuemei Zhang, Ivan Zlatev, Jing-Tao Wu. The Nonclinical Disposition and Pharmacokinetic/Pharmacodynamic Properties of N-Acetylgalactosamine-Conjugated Small Interfering RNA Are Highly Predictable and Build Confidence in Translation to Human. Drug metabolism and disposition: the biological fate of chemicals. 2022 Jun; 50(6):781-797. doi: 10.1124/dmd.121.000428. [PMID: 34154993]
  • Antoine Poli, Caroline Schmitt, Boualem Moulouel, Arienne Mirmiran, Neila Talbi, Sophie Rivière, Diane Cerutti, Isabelle Bouchoule, Anthony Faivre, Vincent Grobost, Claire Douillard, Francis Duchêne, Valeria Fiorentino, Thierry Dupré, Hana Manceau, Katell Peoc'h, Hervé Puy, Thibaud Lefebvre, Laurent Gouya. Givosiran in acute intermittent porphyria: A personalized medicine approach. Molecular genetics and metabolism. 2022 03; 135(3):206-214. doi: 10.1016/j.ymgme.2022.01.002. [PMID: 35058124]
  • Tetsuya Hirata, Atsushi Kobayashi, Tamio Furuse, Ikuko Yamada, Masaru Tamura, Hiroyuki Tomita, Yuko Tokoro, Akinori Ninomiya, Yoshitaka Fujihara, Masahito Ikawa, Yusuke Maeda, Yoshiko Murakami, Yasuhiko Kizuka, Taroh Kinoshita. Loss of the N-acetylgalactosamine side chain of the GPI-anchor impairs bone formation and brain functions and accelerates the prion disease pathology. The Journal of biological chemistry. 2022 03; 298(3):101720. doi: 10.1016/j.jbc.2022.101720. [PMID: 35151686]
  • David J Harvey, Anna-Janina Behrens, Max Crispin, Weston B Struwe. Identification of N-glycans with GalNAc-containing antennae from recombinant HIV trimers by ion mobility and negative ion fragmentation. Analytical and bioanalytical chemistry. 2021 Dec; 413(29):7229-7240. doi: 10.1007/s00216-021-03477-3. [PMID: 34327564]
  • Erik A L Biessen, Theo J C Van Berkel. N-Acetyl Galactosamine Targeting: Paving the Way for Clinical Application of Nucleotide Medicines in Cardiovascular Diseases. Arteriosclerosis, thrombosis, and vascular biology. 2021 12; 41(12):2855-2865. doi: 10.1161/atvbaha.121.316290. [PMID: 34645280]
  • Vivaswath S Ayyar, Dawei Song, Songmao Zheng, Thomas Carpenter, Donald L Heald. Minimal Physiologically Based Pharmacokinetic-Pharmacodynamic (mPBPK-PD) Model of N-Acetylgalactosamine-Conjugated Small Interfering RNA Disposition and Gene Silencing in Preclinical Species and Humans. The Journal of pharmacology and experimental therapeutics. 2021 11; 379(2):134-146. doi: 10.1124/jpet.121.000805. [PMID: 34413198]
  • Edward Gane, Man-Fung Yuen, Dong Joon Kim, Henry Lik-Yuen Chan, Bernadette Surujbally, Vedran Pavlovic, Sudip Das, Miriam Triyatni, Remi Kazma, Joseph F Grippo, Simon Buatois, Annabelle Lemenuel-Diot, Ben-Fillippo Krippendorff, Henrik Mueller, Yuchen Zhang, Hyung Joon Kim, Apinya Leerapun, Tien Huey Lim, Young-Suk Lim, Tawesak Tanwandee, Won Kim, Wendy Cheng, Tsung-Hui Hu, Cynthia Wat. Clinical Study of Single-Stranded Oligonucleotide RO7062931 in Healthy Volunteers and Patients With Chronic Hepatitis B. Hepatology (Baltimore, Md.). 2021 10; 74(4):1795-1808. doi: 10.1002/hep.31920. [PMID: 34037271]
  • Fernando Romero-Palomo, Matthias Festag, Barbara Lenz, Simone Schadt, Andreas Brink, Anja Kipar, Bernd Steinhuber, Christophe Husser, Erich Koller, Sabine Sewing, Yann Tessier, Pawel Dzygiel, Guy Fischer, Michael Winter, Udo Hetzel, Michael J Mihatsch, Annamaria Braendli-Baiocco. Safety, Tissue Distribution, and Metabolism of LNA-Containing Antisense Oligonucleotides in Rats. Toxicologic pathology. 2021 08; 49(6):1174-1192. doi: 10.1177/01926233211011615. [PMID: 34060347]
  • Ulrich Stölzel, Detlef Schuppan. [New therapeutic option for acute hepatic porphyrias]. Deutsche medizinische Wochenschrift (1946). 2021 08; 146(15):955-958. doi: 10.1055/a-1282-1156. [PMID: 34344029]
  • Saket Agarwal, Ruth Allard, Justin Darcy, Samantha Chigas, Yongli Gu, Tuyen Nguyen, Sarah Bond, Saeho Chong, Jing-Tao Wu, Maja M Janas. Impact of Serum Proteins on the Uptake and RNAi Activity of GalNAc-Conjugated siRNAs. Nucleic acid therapeutics. 2021 08; 31(4):309-315. doi: 10.1089/nat.2020.0919. [PMID: 33861634]
  • Justyna Szczykutowicz, Joanna Tkaczuk-Włach, Mirosława Ferens-Sieczkowska. Glycoproteins Presenting Galactose and N-Acetylgalactosamine in Human Seminal Plasma as Potential Players Involved in Immune Modulation in the Fertilization Process. International journal of molecular sciences. 2021 Jul; 22(14):. doi: 10.3390/ijms22147331. [PMID: 34298952]
  • Jordi To-Figueras, Robin Wijngaard, Judit García-Villoria, Aasne K Aarsand, Paula Aguilera, Ramon Deulofeu, Mercè Brunet, Àlex Gómez-Gómez, Oscar J Pozo, Sverre Sandberg. Dysregulation of homocysteine homeostasis in acute intermittent porphyria patients receiving heme arginate or givosiran. Journal of inherited metabolic disease. 2021 07; 44(4):961-971. doi: 10.1002/jimd.12391. [PMID: 33861472]
  • Petro E Petrides, Michael Klein, Elfriede Schuhmann, Heike Torkler, Brigitte Molitor, Christian Loehr, Zahra Obermeier, Maria K Beykirch. Severe homocysteinemia in two givosiran-treated porphyria patients: is free heme deficiency the culprit?. Annals of hematology. 2021 Jul; 100(7):1685-1693. doi: 10.1007/s00277-021-04547-3. [PMID: 34050373]
  • Jing Li, Ju Liu, Xuemei Zhang, Valerie Clausen, Chris Tran, Michael Arciprete, Qianfan Wang, Carrie Rocca, Li-Hua Guan, Guodong Zhang, Diana Najarian, Yuanxin Xu, Peter Smith, Jing-Tao Wu, Saeho Chong. Nonclinical Pharmacokinetics and Absorption, Distribution, Metabolism, and Excretion of Givosiran, the First Approved N-Acetylgalactosamine-Conjugated RNA Interference Therapeutic. Drug metabolism and disposition: the biological fate of chemicals. 2021 07; 49(7):572-580. doi: 10.1124/dmd.121.000381. [PMID: 33941543]
  • Imtiaj Hasan, Sharif Nasibur Rahman, Md Mahenur Islam, Sourov Kumar Ghosh, Mizanur Rahman Mamun, Md Belal Uddin, Ranajit Kumar Shaha, Syed Rashel Kabir. A N-acetyl-D-galactosamine-binding lectin from Amaranthus gangeticus seeds inhibits biofilm formation and Ehrlich ascites carcinoma cell growth in vivo in mice. International journal of biological macromolecules. 2021 Jun; 181(?):928-936. doi: 10.1016/j.ijbiomac.2021.04.052. [PMID: 33878355]
  • Jayesh A Kulkarni, Dominik Witzigmann, Sarah B Thomson, Sam Chen, Blair R Leavitt, Pieter R Cullis, Roy van der Meel. The current landscape of nucleic acid therapeutics. Nature nanotechnology. 2021 06; 16(6):630-643. doi: 10.1038/s41565-021-00898-0. [PMID: 34059811]
  • Yahiya Y Syed. Givosiran: A Review in Acute Hepatic Porphyria. Drugs. 2021 May; 81(7):841-848. doi: 10.1007/s40265-021-01511-3. [PMID: 33871817]
  • Ilona Dudka, Angelika Chachaj, Agata Sebastian, Wojciech Tański, Hans Stenlund, Gerhard Gröbner, Andrzej Szuba. Metabolomic profiling reveals plasma GlycA and GlycB as a potential biomarkers for treatment efficiency in rheumatoid arthritis. Journal of pharmaceutical and biomedical analysis. 2021 Apr; 197(?):113971. doi: 10.1016/j.jpba.2021.113971. [PMID: 33639525]
  • Bahru A Habtemariam, Verena Karsten, Husain Attarwala, Varun Goel, Megan Melch, Valerie A Clausen, Pushkal Garg, Akshay K Vaishnaw, Marianne T Sweetser, Gabriel J Robbie, John Vest. Single-Dose Pharmacokinetics and Pharmacodynamics of Transthyretin Targeting N-acetylgalactosamine-Small Interfering Ribonucleic Acid Conjugate, Vutrisiran, in Healthy Subjects. Clinical pharmacology and therapeutics. 2021 02; 109(2):372-382. doi: 10.1002/cpt.1974. [PMID: 32599652]
  • Cuiwen He, Michael T Migawa, Kai Chen, Thomas A Weston, Michael Tanowitz, Wenxin Song, Paul Guagliardo, K Swaminathan Iyer, C Frank Bennett, Loren G Fong, Punit P Seth, Stephen G Young, Haibo Jiang. High-resolution visualization and quantification of nucleic acid-based therapeutics in cells and tissues using Nanoscale secondary ion mass spectrometry (NanoSIMS). Nucleic acids research. 2021 01; 49(1):1-14. doi: 10.1093/nar/gkaa1112. [PMID: 33275144]
  • Laura Gauthier, Mireille Chevallet, Francois Bulteau, Michel Thépaut, Pascale Delangle, Franck Fieschi, Corinne Vivès, Isabelle Texier, Aurélien Deniaud, Christelle Gateau. Lectin recognition and hepatocyte endocytosis of GalNAc-decorated nanostructured lipid carriers. Journal of drug targeting. 2021 01; 29(1):99-107. doi: 10.1080/1061186x.2020.1806286. [PMID: 32936032]
  • Anja Holm, Marianne Bengtson Løvendorf, Sakari Kauppinen. Development of siRNA Therapeutics for the Treatment of Liver Diseases. Methods in molecular biology (Clifton, N.J.). 2021; 2282(?):57-75. doi: 10.1007/978-1-0716-1298-9_5. [PMID: 33928570]
  • Samantha Pasca, Ezio Zanon. Light and shadows of the new therapies for haemophilia treatment in the COVID-19 era. Blood transfusion = Trasfusione del sangue. 2021 01; 19(1):73-76. doi: 10.2450/2020.0241-20. [PMID: 32955428]
  • Christopher R Brown, Swati Gupta, June Qin, Timothy Racie, Guo He, Scott Lentini, Ryan Malone, Mikyung Yu, Shigeo Matsuda, Svetlana Shulga-Morskaya, Anil V Nair, Christopher S Theile, Karyn Schmidt, Azar Shahraz, Varun Goel, Rubina G Parmar, Ivan Zlatev, Mark K Schlegel, Jayaprakash K Nair, Muthusamy Jayaraman, Muthiah Manoharan, Dennis Brown, Martin A Maier, Vasant Jadhav. Investigating the pharmacodynamic durability of GalNAc-siRNA conjugates. Nucleic acids research. 2020 12; 48(21):11827-11844. doi: 10.1093/nar/gkaa670. [PMID: 32808038]
  • Anna Gratacós-Mulleras, Adrià Duran, Akram Asadi Shehni, Montserrat Ferrer-Batallé, Manel Ramírez, Josep Comet, Rafael de Llorens, Radka Saldova, Esther Llop, Rosa Peracaula. Characterisation of the main PSA glycoforms in aggressive prostate cancer. Scientific reports. 2020 11; 10(1):18974. doi: 10.1038/s41598-020-75526-3. [PMID: 33149259]
  • Júlia Carmona-Maurici, Núria Amigó, Elena Cuello, Marcelino Bermúdez, Juan Antonio Baena-Fustegueras, Julia Peinado-Onsurbe, Eva Pardina. Bariatric surgery decreases oxidative stress and protein glycosylation in patients with morbid obesity. European journal of clinical investigation. 2020 Nov; 50(11):e13320. doi: 10.1111/eci.13320. [PMID: 32535887]
  • Sagar Agarwal, Amy R Simon, Varun Goel, Bahru A Habtemariam, Valerie A Clausen, Jae B Kim, Gabriel J Robbie. Pharmacokinetics and Pharmacodynamics of the Small Interfering Ribonucleic Acid, Givosiran, in Patients With Acute Hepatic Porphyria. Clinical pharmacology and therapeutics. 2020 07; 108(1):63-72. doi: 10.1002/cpt.1802. [PMID: 31994716]
  • Yanli Deng, Fiona Campbell, Kelong Han, Dickens Theodore, Mark Deeg, Michael Huang, Robert Hamatake, Soumi Lahiri, Shuguang Chen, Gabor Horvath, Spilios Manolakopoulos, George N Dalekos, George Papatheodoridis, Ioannis Goulis, Tivadar Banyai, Bernd Jilma, Martin Leivers. Randomized clinical trials towards a single-visit cure for chronic hepatitis C: Oral GSK2878175 and injectable RG-101 in chronic hepatitis C patients and long-acting injectable GSK2878175 in healthy participants. Journal of viral hepatitis. 2020 07; 27(7):699-708. doi: 10.1111/jvh.13282. [PMID: 32096313]
  • Manisha Balwani, Eliane Sardh, Paolo Ventura, Paula Aguilera Peiró, David C Rees, Ulrich Stölzel, D Montgomery Bissell, Herbert L Bonkovsky, Jerzy Windyga, Karl E Anderson, Charles Parker, Samuel M Silver, Siobán B Keel, Jiaan-Der Wang, Penelope E Stein, Pauline Harper, Daphne Vassiliou, Bruce Wang, John Phillips, Aneta Ivanova, Janneke G Langendonk, Raili Kauppinen, Elisabeth Minder, Yutaka Horie, Craig Penz, Jihong Chen, Shangbin Liu, John J Ko, Marianne T Sweetser, Pushkal Garg, Akshay Vaishnaw, Jae B Kim, Amy R Simon, Laurent Gouya. Phase 3 Trial of RNAi Therapeutic Givosiran for Acute Intermittent Porphyria. The New England journal of medicine. 2020 06; 382(24):2289-2301. doi: 10.1056/nejmoa1913147. [PMID: 32521132]
  • Yusuke Sato, Yoshiyuki Kinami, Kazuki Hashiba, Hideyoshi Harashima. Different kinetics for the hepatic uptake of lipid nanoparticles between the apolipoprotein E/low density lipoprotein receptor and the N-acetyl-d-galactosamine/asialoglycoprotein receptor pathway. Journal of controlled release : official journal of the Controlled Release Society. 2020 06; 322(?):217-226. doi: 10.1016/j.jconrel.2020.03.006. [PMID: 32145269]
  • Agnieszka J Pietrzyk-Brzezinska, Anna Bujacz. H-type lectins - Structural characteristics and their applications in diagnostics, analytics and drug delivery. International journal of biological macromolecules. 2020 Jun; 152(?):735-747. doi: 10.1016/j.ijbiomac.2020.02.320. [PMID: 32119947]
  • Xiaohua Hao, Meixin Gao, Lingling He, Xiaohui Ye, Junru Yang, Fuyang Zhang, Ran Liu, Hongshan Wei. Deficiency of O-linked-glycosylation regulates activation of T cells and aggravates Concanavalin A-induced liver injury. Toxicology. 2020 03; 433-434(?):152411. doi: 10.1016/j.tox.2020.152411. [PMID: 32081641]
  • Sarah M Cheal, Mitesh Patel, Guangbin Yang, Darren Veach, Hong Xu, Hong-Fen Guo, Pat B Zanzonico, Donald B Axworthy, Nai-Kong V Cheung, Ouathek Ouerfelli, Steven M Larson. An N-Acetylgalactosamino Dendron-Clearing Agent for High-Therapeutic-Index DOTA-Hapten Pretargeted Radioimmunotherapy. Bioconjugate chemistry. 2020 03; 31(3):501-506. doi: 10.1021/acs.bioconjchem.9b00736. [PMID: 31891487]
  • Brenda H Welter, Heather A Walters, Lesly A Temesvari. Reduced expression of a rhomboid protease, EhROM1, correlates with changes in the submembrane distribution and size of the Gal/GalNAc lectin subunits in the human protozoan parasite, Entamoeba histolytica. PloS one. 2020; 15(3):e0219870. doi: 10.1371/journal.pone.0219870. [PMID: 32134930]
  • Sara C Humphreys, Mai B Thayer, Julie M Lade, Bin Wu, Kelvin Sham, Babak Basiri, Yue Hao, Xin Huang, Richard Smith, Brooke M Rock. Plasma and Liver Protein Binding of N-Acetylgalactosamine-Conjugated Small Interfering RNA. Drug metabolism and disposition: the biological fate of chemicals. 2019 10; 47(10):1174-1182. doi: 10.1124/dmd.119.086967. [PMID: 31097425]
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