LysoPC(14:0/0:0) (BioDeep_00000019437)
Secondary id: BioDeep_00000632288, BioDeep_00001871864
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite LipidSearch
代谢物信息卡片
化学式: C22H46NO7P (467.3011736)
中文名称: 1-肉豆蔻基-2-羟基-sn-甘油-3-磷酸胆碱, 1-肉豆蔻酰-2-羟基-sn-甘油-3-磷脂酰胆碱
谱图信息:
最多检出来源 Homo sapiens(lipidomics) 0.29%
Last reviewed on 2024-09-13.
Cite this Page
LysoPC(14:0/0:0). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/lysopc(14:0_0:0) (retrieved
2024-11-22) (BioDeep RN: BioDeep_00000019437). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
InChI: InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/t21-/m1/s1
描述信息
LysoPC(14:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(14:0), in particular, consists of one chain of myristic acid at the C-1 position. The myristic acid moiety is derived from nutmeg and butter. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-Rs are members of the G protein-coupled receptor family of integral membrane proteins. [HMDB]
LysoPC(14:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(14:0/0:0), in particular, consists of one chain of myristic acid at the C-1 position. The myristic acid moiety is derived from nutmeg and butter. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-Rs are members of the G protein-coupled receptor family of integral membrane proteins.
LysoPC(14:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(14:0/0:0) has potent antispasmodic effect[1].
同义名列表
24 个代谢物同义名
(2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium; 1-Tetradecanoyl-sn-glycero-3-phosphocholine betaine; 1-Myristoyl-sn-glycero-3-phosphocholine betaine; 1-tetradecanoyl-sn-glycero-3-phosphocholine; Glycerol 1-tetradecanoate 3-phosphocholine; 1-tetradecanoyl-glycero-3-phosphocholine; 1-Myristoyl-sn-glycero-3-phosphocholine; 1-C14:0-Lysophosphatidylcholine betaine; 1-Myristoyl-glycero-3-phosphocholine; 1-Tetradecanoylglycerophosphocholine; 1-Myristoyl-lysophosphatidylcholine; Lysophosphatidylcholine(14:0/0:0); 1-Myristoylglycerophosphocholine; Lysophosphatidylcholine(14:0); LysoPC(14:0/0:0); 1-Myristoyl-GPC; LyPC(14:0/0:0); GPC(14:0/0:0); LPC(14:0/0:0); PC(14:0/0:0); LysoPC(14:0); LyPC(14:0); LPC(14:0); GPC(14:0)
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:64489
- PubChem: 460604
- HMDB: HMDB0010379
- ChEMBL: CHEMBL462723
- foodb: FDB027530
- chemspider: 405289
- CAS: 20559-16-4
- PMhub: MS000016461
- PANOMIX LipidSearch: LIPID38
- medchemexpress: HY-113123
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
54 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(54)
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Leukotriene C4 Synthesis Deficiency:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Piroxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Acetylsalicylic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Etodolac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Ketoprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Ibuprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Rofecoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Diclofenac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Sulindac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Celecoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Ketorolac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Suprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Bromfenac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Indomethacin Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Mefenamic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Oxaprozin Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Nabumetone Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Naproxen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Diflunisal Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Meloxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Valdecoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Antipyrine Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Antrafenine Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Carprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Etoricoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Fenoprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Flurbiprofen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Magnesium Salicylate Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Lumiracoxib Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Lornoxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Phenylbutazone Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Nepafenac Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Trisalicylate-Choline Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Tolmetin Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Tiaprofenic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Tenoxicam Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Salsalate Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Salicylate-Sodium Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Salicylic Acid Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Acetaminophen Action Pathway:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Leukotriene C4 Synthesis Deficiency:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Arachidonic Acid Metabolism:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Leukotriene C4 Synthesis Deficiency:
Glutathione + Leukotriene A4 ⟶ Leukotriene C4
- Lysolipid Incorporation into Mitochondria:
Adenosine triphosphate + LysoPC(14:0/0:0) + Water ⟶ Adenosine diphosphate + LysoPC(14:0/0:0) + Phosphate
- Lysolipid Incorporation into ER:
Glycerophosphocholine + Water ⟶ Choline + Glycerol 3-phosphate + Hydrogen Ion
- Lysolipid Incorporation into ER PC(14:0/14:0):
Glycerophosphocholine + Water ⟶ Choline + Glycerol 3-phosphate + Hydrogen Ion
- Lysolipid Incorporation into ER PC(16:1(11Z)/16:1(11Z)):
Glycerophosphocholine + Water ⟶ Choline + Glycerol 3-phosphate + Hydrogen Ion
- Lysolipid Incorporation into ER PC(18:2(9Z,11Z)/18:2(9Z,11Z)):
Glycerophosphocholine + Water ⟶ Choline + Glycerol 3-phosphate + Hydrogen Ion
- Lysolipid incorporation into Mitochondria PC(14:0/14:0):
Adenosine triphosphate + LysoPC(14:0/0:0) + Water ⟶ Adenosine diphosphate + LysoPC(14:0/0:0) + Phosphate
- Lysolipid incorporation into Mitochondria PC(16:1(11Z)/16:1(11Z)):
Adenosine triphosphate + LysoPC(14:0/0:0) + Water ⟶ Adenosine diphosphate + LysoPC(14:0/0:0) + Phosphate
- Lysolipid incorporation into Mitochondria PC(18:2(9Z,11Z)/18:2(9Z,11Z)):
Adenosine triphosphate + LysoPC(14:0/0:0) + Water ⟶ Adenosine diphosphate + LysoPC(14:0/0:0) + Phosphate
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-015-0840-5
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
- Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.
Scientific reports.
2018 07; 8(1):10056. doi:
10.1038/s41598-018-28477-9
. [PMID: 29968805] - S Günther-Ausborn, T Stegmann. How lysophosphatidylcholine inhibits cell-cell fusion mediated by the envelope glycoprotein of human immunodeficiency virus.
Virology.
1997 Sep; 235(2):201-8. doi:
10.1006/viro.1997.8699
. [PMID: 9281499]