Nicholin (BioDeep_00000400312)
Main id: BioDeep_00000000744
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C14H26N4O11P2 (488.1073)
中文名称: 胞磷胆碱
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C[N+](C)(C)CCOP(=O)(O)OP(=O)([O-])OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O
InChI: InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1
描述信息
N - Nervous system > N06 - Psychoanaleptics > N06B - Psychostimulants, agents used for adhd and nootropics
D002491 - Central Nervous System Agents > D018697 - Nootropic Agents
Citicoline (Cytidine diphosphate-choline) is an intermediate in the synthesis of phosphatidylcholine, a component of cell membranes. Citicoline exerts neuroprotective effects.
Citicoline (Cytidine diphosphate-choline) is an intermediate in the synthesis of phosphatidylcholine, a component of cell membranes. Citicoline exerts neuroprotective effects.
同义名列表
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:16436
- PubChem: 11583971
- ChEMBL: CHEMBL1231700
- MeSH: Cytidine Diphosphate Choline
- CAS: 987-78-0
- MoNA: PT107070
- medchemexpress: HY-B0739
- KEGG: C00307
- PubChem: 3601
- KNApSAcK: 16436
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。
亚细胞结构定位 | 关联基因列表 |
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文献列表
- Zhenhua Wang, Meng Yang, Yufan Yang, Yonglin He, Hongwu Qian. Structural basis for catalysis of human choline/ethanolamine phosphotransferase 1.
Nature communications.
2023 May; 14(1):2529. doi:
10.1038/s41467-023-38290-2
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2023 Jan; 48(2):507-516. doi:
10.19540/j.cnki.cjcmm.20220913.702
. [PMID: 36725240] - Cheng Zheng, Mingjin Qu, Yingmiao Liu, Junzhi Wang, Hanjie Ying. Design and optimizing a new CDP-choline in vitro multienzyme producing process starts from d-ribose.
Biotechnology and applied biochemistry.
2022 Jun; 69(3):1029-1035. doi:
10.1002/bab.2173
. [PMID: 33885187] - Hussein M Eid, Adel A Ali, Ahmed M Abdelhaleem Ali, Essam M Eissa, Randa M Hassan, Fatma I Abo El-Ela, Amira H Hassan. Potential Use of Tailored Citicoline Chitosan-Coated Liposomes for Effective Wound Healing in Diabetic Rat Model.
International journal of nanomedicine.
2022; 17(?):555-575. doi:
10.2147/ijn.s342504
. [PMID: 35153481] - Cheng Zheng, Rongxin Miao, Yingmiao Liu, Yang Cao, Dong Liu, Junzhi Wang, Hanjie Ying. A Procedure to Design One-Pot Multi-enzyme System for Industrial CDP-Choline Production.
Applied biochemistry and biotechnology.
2021 Sep; 193(9):2769-2780. doi:
10.1007/s12010-021-03564-2
. [PMID: 34117628] - Lucia E Rosas, Lauren M Doolittle, Lisa M Joseph, Hasan El-Musa, Michael V Novotny, Judy M Hickman-Davis, R Duncan Hite, Ian C Davis. Postexposure Liponucleotide Prophylaxis and Treatment Attenuates Acute Respiratory Distress Syndrome in Influenza-infected Mice.
American journal of respiratory cell and molecular biology.
2021 06; 64(6):677-686. doi:
10.1165/rcmb.2020-0465oc
. [PMID: 33606602] - O A Gromova, I Yu Torshin, T R Grishina, V I Demidov, T E Bogacheva. [Molecular and clinical aspects of the effect of cytidyndiphosphocholine on cognitive functions].
Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova.
2021; 121(5):88-97. doi:
10.17116/jnevro202112105188
. [PMID: 34184483] - Annagrazia Adornetto, Laura Rombolà, Luigi Antonio Morrone, Carlo Nucci, Maria Tiziana Corasaniti, Giacinto Bagetta, Rossella Russo. Natural Products: Evidence for Neuroprotection to Be Exploited in Glaucoma.
Nutrients.
2020 Oct; 12(10):. doi:
10.3390/nu12103158
. [PMID: 33081127] - Xiguang Feng, Yi Chen, Min Zhang, Miaojie Fang, Cuimei Xiao, Junzhu Chen. Protective effect of citicoline on random flap survival in a rat mode.
International immunopharmacology.
2020 Jun; 83(?):106448. doi:
10.1016/j.intimp.2020.106448
. [PMID: 32247268] - Azadeh Aminzadeh, Ayda Salarinejad. Citicoline protects against lead-induced oxidative injury in neuronal PC12 cells.
Biochemistry and cell biology = Biochimie et biologie cellulaire.
2019 12; 97(6):715-721. doi:
10.1139/bcb-2018-0218
. [PMID: 30925221] - Kamil Synoradzki, Paweł Grieb. Citicoline: A Superior Form of Choline?.
Nutrients.
2019 Jul; 11(7):. doi:
10.3390/nu11071569
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Molecules (Basel, Switzerland).
2019 May; 24(9):. doi:
10.3390/molecules24091722
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Clinical rehabilitation.
2019 Apr; 33(4):642-652. doi:
10.1177/0269215518819050
. [PMID: 30672317] - Su Myat Phyu, Chih-Chung Tseng, Tim Andrew Davies Smith. CDP-choline accumulation in breast and colorectal cancer cells treated with a GSK-3-targeting inhibitor.
Magma (New York, N.Y.).
2019 Apr; 32(2):227-235. doi:
10.1007/s10334-018-0719-3
. [PMID: 30446846] - Cheng Zheng, Zhenjian Li, Haifeng Yang, Tianyi Zhang, Huanqing Niu, Dong Liu, Junzhi Wang, Hanjie Ying. Computation-aided rational design of a halophilic choline kinase for cytidine diphosphate choline production in high-salt condition.
Journal of biotechnology.
2019 Jan; 290(?):59-66. doi:
10.1016/j.jbiotec.2018.11.008
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Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society.
2018 08; 24(8):1070-1083. doi:
10.1002/lt.25179
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Revista de neurologia.
2018 07; 67(1):40. doi:
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Drug and chemical toxicology.
2018 Jan; 41(1):62-71. doi:
10.1080/01480545.2017.1293087
. [PMID: 28440093] - Yixiong Chen, Bing Li, Kai Cen, Yuzhen Lu, Siwei Zhang, Chengshu Wang. Diverse effect of phosphatidylcholine biosynthetic genes on phospholipid homeostasis, cell autophagy and fungal developments in Metarhizium robertsii.
Environmental microbiology.
2018 01; 20(1):293-304. doi:
10.1111/1462-2920.13998
. [PMID: 29159973] - Ahmed O Abdel-Zaher, Mostafa M Hamdy, Mahran S Abdel-Rahman, Doaa H Abd El-Hamid. Protective effect of citicoline against aluminum-induced cognitive impairments in rats.
Toxicology and industrial health.
2017 Apr; 33(4):308-317. doi:
10.1177/0748233716641869
. [PMID: 27178312] - Yingmiao Liu, Junzhi Wang, Chongmao Xu, Yong Chen, Junjie Yang, Dong Liu, Huanqing Niu, Yu Jiang, Sheng Yang, Hanjie Ying. Efficient multi-enzyme-catalyzed CDP-choline production driven by an ATP donor module.
Applied microbiology and biotechnology.
2017 Feb; 101(4):1409-1417. doi:
10.1007/s00253-016-7874-0
. [PMID: 27738720] - Parker S Woods, Lauren M Doolittle, Lucia E Rosas, Lisa M Joseph, Edward P Calomeni, Ian C Davis. Lethal H1N1 influenza A virus infection alters the murine alveolar type II cell surfactant lipidome.
American journal of physiology. Lung cellular and molecular physiology.
2016 12; 311(6):L1160-L1169. doi:
10.1152/ajplung.00339.2016
. [PMID: 27836900] - L V Kuznetsova, M N Karpova, K A Zinkovski, N Yu Klishina. Аnticonvulsant effects of citicoline and diazepam at their combined application on model of the acute generalized convulsions induced by pentylenetetrazole in Wistar rats.
Patologicheskaia fiziologiia i eksperimental'naia terapiia.
2016 Oct; 60(4):20-3. doi:
"
. [PMID: 29244918] - E Yu Solovieva, K I Farrahova, A N Karneev, D T Chipova. [Phospholipids metabolism disorders in acute stroke].
Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova.
2016; 116(1):104-112. doi:
10.17116/jnevro201611611104-112
. [PMID: 27045147] - Alicia Contet, Emilie Pihan, Marina Lavigne, Kai Wengelnik, Sweta Maheshwari, Henri Vial, Dominique Douguet, Rachel Cerdan. Plasmodium falciparum CTP:phosphocholine cytidylyltransferase possesses two functional catalytic domains and is inhibited by a CDP-choline analog selected from a virtual screening.
FEBS letters.
2015 Apr; 589(9):992-1000. doi:
10.1016/j.febslet.2015.03.003
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PloS one.
2015; 10(9):e0136957. doi:
10.1371/journal.pone.0136957
. [PMID: 26327557] - Vid V Flis, Ariane Fankl, Claudia Ramprecht, Günther Zellnig, Erich Leitner, Albin Hermetter, Günther Daum. Phosphatidylcholine Supply to Peroxisomes of the Yeast Saccharomyces cerevisiae.
PloS one.
2015; 10(8):e0135084. doi:
10.1371/journal.pone.0135084
. [PMID: 26241051] - Craig C Morton, Adam J Aitchison, Karsten Gehrig, Neale D Ridgway. A mechanism for suppression of the CDP-choline pathway during apoptosis.
Journal of lipid research.
2013 Dec; 54(12):3373-84. doi:
10.1194/jlr.m041434
. [PMID: 24136823] - Gergely N Nagy, Lívia Marton, Balázs Krámos, Julianna Oláh, Ágnes Révész, Károly Vékey, Frédéric Delsuc, Éva Hunyadi-Gulyás, Katalin F Medzihradszky, Marina Lavigne, Henri Vial, Rachel Cerdan, Beáta G Vértessy. Evolutionary and mechanistic insights into substrate and product accommodation of CTP:phosphocholine cytidylyltransferase from Plasmodium falciparum.
The FEBS journal.
2013 Jul; 280(13):3132-48. doi:
10.1111/febs.12282
. [PMID: 23578277] - Paolo Fagone, Suzanne Jackowski. Phosphatidylcholine and the CDP-choline cycle.
Biochimica et biophysica acta.
2013 Mar; 1831(3):523-32. doi:
10.1016/j.bbalip.2012.09.009
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Journal of medicinal chemistry.
2012 Jan; 55(1):153-68. doi:
10.1021/jm201105a
. [PMID: 22126405] - Lorissa J Niebergall, René L Jacobs, Todd Chaba, Dennis E Vance. Phosphatidylcholine protects against steatosis in mice but not non-alcoholic steatohepatitis.
Biochimica et biophysica acta.
2011 Dec; 1811(12):1177-85. doi:
10.1016/j.bbalip.2011.06.021
. [PMID: 21745592] - Ozge Guldali, Vahide Savci, Kansu Buyukafsar. CDP-choline-induced contractions in the mouse gastric fundus through purinoceptors and Rho/Rho-kinase signalling.
Life sciences.
2011 Mar; 88(11-12):473-9. doi:
10.1016/j.lfs.2011.01.002
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Journal of lipid research.
2011 Feb; 52(2):399-407. doi:
10.1194/jlr.d011916
. [PMID: 21068006] - S Ghosh, N Das, A K Mandal, S R Dungdung, S Sarkar. Mannosylated liposomal cytidine 5' diphosphocholine prevent age related global moderate cerebral ischemia reperfusion induced mitochondrial cytochrome c release in aged rat brain.
Neuroscience.
2010 Dec; 171(4):1287-99. doi:
10.1016/j.neuroscience.2010.09.049
. [PMID: 20883746] - Ahmet Menku, Mustafa Ogden, Recep Saraymen. The protective effects of propofol and citicoline combination in experimental head injury in rats.
Turkish neurosurgery.
2010 Jan; 20(1):57-62. doi:
. [PMID: 20066623]
- Yesim Ozarda Ilcol, Zeki Yilmaz, Mehmet Cansev, Ismail H Ulus. Choline or CDP-choline alters serum lipid responses to endotoxin in dogs and rats: involvement of the peripheral nicotinic acetylcholine receptors.
Shock (Augusta, Ga.).
2009 Sep; 32(3):286-94. doi:
10.1097/shk.0b013e3181971b02
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Journal of cell science.
2009 May; 122(Pt 10):1626-36. doi:
10.1242/jcs.045625
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Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics.
2009 Jan; 6(1):43-52. doi:
10.1016/j.nurt.2008.10.032
. [PMID: 19110198] - Ya Liu, Ning Li, Xing-Wu Ran. [Clinical effect of ligustrazine combined with citicoline for treatment of diabetic peripheral neuropathy].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2008 Jul; 28(7):606-9. doi:
"
. [PMID: 18822909] - O Hurtado, J M Pradillo, D Fernández-López, J R Morales, T Sobrino, J Castillo, E Alborch, M A Moro, I Lizasoain. Delayed post-ischemic administration of CDP-choline increases EAAT2 association to lipid rafts and affords neuroprotection in experimental stroke.
Neurobiology of disease.
2008 Jan; 29(1):123-31. doi:
10.1016/j.nbd.2007.08.004
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Eukaryotic cell.
2007 Sep; 6(9):1618-24. doi:
10.1128/ec.00229-07
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The Journal of biological chemistry.
2006 Jul; 281(30):21305-21311. doi:
10.1074/jbc.m603260200
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Neurochemical research.
2006 Jun; 31(6):767-75. doi:
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The British journal of nutrition.
2006 Mar; 95(3):448-54. doi:
10.1079/bjn20051529
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Journal of drug targeting.
2006 Jan; 14(1):13-9. doi:
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Clinical interventions in aging.
2006; 1(3):247-51. doi:
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Journal of clinical neuroscience : official journal of the Neurosurgical Society of Australasia.
2005 Nov; 12(8):923-6. doi:
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Neurochemical research.
2005 Aug; 30(8):1067-73. doi:
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Chinese journal of integrative medicine.
2005 Jun; 11(2):128-31. doi:
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Neurochemical research.
2005 Jan; 30(1):15-23. doi:
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Annals of transplantation.
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. [PMID: 17037081] - Howard M Jernigan, Penny S Blum, Ipsit Chakrabarti, Yin Su, J Samuel Zigler. Effects of cataractogenesis on the CDP-choline pathway: increased phospholipid synthesis in lenses from galactosemic rats and 13/N guinea pigs.
Ophthalmic research.
2005 Jan; 37(1):7-12. doi:
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Biochimica et biophysica acta.
2004 Jul; 1683(1-3):78-88. doi:
10.1016/j.bbalip.2004.04.008
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Biochemistry and cell biology = Biochimie et biologie cellulaire.
2004 Feb; 82(1):18-26. doi:
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Molecular microbiology.
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Antioxidants & redox signaling.
2003 Oct; 5(5):647-54. doi:
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Journal of neuroscience research.
2003 Aug; 73(3):308-15. doi:
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The Biochemical journal.
2003 Jun; 372(Pt 3):811-9. doi:
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Biochemistry.
2003 Mar; 42(10):3054-9. doi:
10.1021/bi026801r
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Journal of neuroscience research.
2002 Oct; 70(2):133-9. doi:
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Journal of neurochemistry.
2002 Jan; 80(1):12-23. doi:
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The Journal of biological chemistry.
2001 Mar; 276(11):8492-9. doi:
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Journal of neurochemistry.
2000 Dec; 75(6):2528-35. doi:
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Neurochemical research.
2000 Aug; 25(8):1073-82. doi:
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