Glycerylphosphorylcholine (BioDeep_00000179533)
Main id: BioDeep_00000018617
human metabolite PANOMIX_OTCML-2023 blood metabolite BioNovoGene_Lab2019
代谢物信息卡片
{2-[(2,3-dihydroxypropyl phosphono)oxy]ethyl}trimethylazanium
化学式: C8H20NO6P (257.102819)
中文名称: 甘油磷酸胆碱, 甘磷酸胆碱
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-])OCC(CO)O
InChI: InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3
描述信息
Glycerophosphorylcholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also one of the four major organic osmolytes in renal medullary cells, changing their intracellular osmolyte concentration in parallel with extracellular tonicity during cellular osmoadaptation. As an osmolyte, Glycerophosphorylcholine counteracts the effects of urea on enzymes and other macromolecules. Kidneys (especially medullar cells), which are exposed under normal physiological conditions to widely fluctuating extracellular solute concentrations, respond to hypertonic stress by accumulating the organic osmolytes glycerophosphorylcholine (GPC), betaine, myo-inositol, sorbitol and free amino acids. Increased intracellular contents of these osmolytes are achieved by a combination of increased uptake (myo-inositol and betaine) and synthesis (sorbitol, GPC), decreased degradation (GPC) and reduced osmolyte release. [HMDB]
D013501 - Surface-Active Agents > D054709 - Lecithins
sn-Glycero-3-phosphocholine (Choline Alfoscerate) is a precursor in the biosynthesis of brain phospholipids and increases the bioavailability of choline in nervous tissue. sn-Glycero-3-phosphocholine (Choline Alfoscerate) has significant effects on cognitive function with a good safety profile and tolerability, and is effective in the treatment of Alzheimer's disease and dementia[1][2].
同义名列表
18 个代谢物同义名
{2-[(2,3-dihydroxypropyl phosphono)oxy]ethyl}trimethylazanium; L alpha Glycerylphosphorylcholine; L-alpha-Glycerylphosphorylcholine; 3-Phosphocholine, glycerol; Glycerol 3 phosphocholine; Glycerylphosphorylcholine; Glycerol 3-phosphocholine; Glycerophosphate, choline; Glycerophosphorylcholine; CHOLINE GLYCEROPHOSPHATE; Choline alfosceric acid; Alphoscerate, choline; Alfoscerate, choline; Choline alphoscerate; Choline alfoscerate; Alpha-GPC; L-α-GPC; sn-Glycero-3-phosphocholine
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:135063
- PubChem: 11234
- HMDB: HMDB0252858
- Wikipedia: Alpha-GPC
- MeSH: Glycerylphosphorylcholine
- foodb: FDB021802
- CAS: 28319-77-9
- CAS: 4217-84-9
- CAS: 563-24-6
- medchemexpress: HY-17552
- LOTUS: LTS0002115
- wikidata: Q60476027
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-359
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)
1 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
- Ryohei Tanaka-Kanegae, Hiroyuki Kimura, Koichiro Hamada. Pharmacokinetics of soy-derived lysophosphatidylcholine compared with that of glycerophosphocholine: a randomized controlled trial.
Bioscience, biotechnology, and biochemistry.
2024 May; 88(6):648-655. doi:
10.1093/bbb/zbae031. [PMID: 38490741] - Mai Yotsumoto, Risa Fujita, Muneyuki Matsuo, Shinobu Nakanishi, Mitsuhiro Denda, Satoshi Nakata. Effects of the Molecular Structure of Malodor Substances and Their Masking on 1,2-Dioleoyl-sn-glycero-3-phosphocholine Molecular Layers.
Langmuir : the ACS journal of surfaces and colloids.
2024 Apr; 40(13):6878-6883. doi:
10.1021/acs.langmuir.3c03796. [PMID: 38501274] - Yuka Sakuma, Nana Kayamori, Julia Tanaka, Kenya Haga, Masayuki Imai, Toshihiro Kawakatsu. Effects of grafted polymers on the lipid membrane fluidity.
Biophysical journal.
2024 Feb; 123(4):489-501. doi:
10.1016/j.bpj.2024.01.014. [PMID: 38243595] - William R King, Justin Singer, Mitchell Warman, Duncan Wilson, Bernard Hube, Ida Lager, Jana Patton-Vogt. The glycerophosphocholine acyltransferase Gpc1 contributes to phosphatidylcholine biosynthesis, long-term viability, and embedded hyphal growth in Candida albicans.
The Journal of biological chemistry.
2024 Jan; 300(1):105543. doi:
10.1016/j.jbc.2023.105543. [PMID: 38072057] - Denis S Baranov, Anna S Kashnik, Anastasiya N Atnyukova, Sergei A Dzuba. Spin-Labeled Diclofenac: Synthesis and Interaction with Lipid Membranes.
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2023 Aug; 28(16):. doi:
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Clinical nutrition (Edinburgh, Scotland).
2023 Jul; 42(9):1647-1656. doi:
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American journal of physiology. Endocrinology and metabolism.
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10.1152/ajpendo.00286.2022. [PMID: 36791322] - Kenji Nakayama, Xin Li, Koji Shimizu, Shusuke Akamatsu, Takahiro Inoue, Takashi Kobayashi, Osamu Ogawa, Takayuki Goto. qShot MALDI analysis: A rapid, simple, convenient, and reliable quantitative phospholipidomics approach using MALDI-TOF/MS.
Talanta.
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CNS & neurological disorders drug targets.
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