PC(14:0/16:0) (BioDeep_00000018524)
human metabolite Endogenous blood metabolite
代谢物信息卡片
化学式: C38H76NO8P (705.5308266)
中文名称: 1-肉豆蔻酰基-2-棕榈酰基-sn-甘油-3-磷酸胆碱
谱图信息:
最多检出来源 Homo sapiens(blood) 23.81%
分子结构信息
SMILES: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
InChI: InChI=1S/C38H76NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1
描述信息
PC(14:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/16:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.
PC(16:1(9Z)/24:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-tetracosenoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.
同义名列表
17 个代谢物同义名
(2-{[(2R)-2-(hexadecanoyloxy)-3-(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium; 1-tetradecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine; 1-myristoyl-2-palmitoyl-sn-glycero-3-phosphocholine; 1-Tetradecanoyl-2-hexadecanoylphosphatidylcholine; 1-Myristoyl-2-palmitoylphosphatidylcholine; 1-Myristoyl-2-palmitoyl-GPC (14:0/16:0); Phosphatidylcholine(14:0/16:0); Phosphatidylcholine 14:0-16:0; 1-Myristoyl-2-palmitoyl-GPC; Phosphatidylcholine(30:0); GPCho(14:0/16:0); GPC(14:0/16:0); PC(14:0/16:0); GPCho(30:0); PC(30:0); Lecithin; MPPC
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:75062
- PubChem: 10169024
- PubChem: 129657
- HMDB: HMDB0007869
- foodb: FDB025061
- CAS: 69525-80-0
- PMhub: MS000008821
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
11 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(11)
- Phosphatidylcholine biosynthesis PC(14:0/16:0):
PE(14:0/16:0) + S-Adenosylmethionine ⟶ Hydrogen Ion + PE-NMe(14:0/16:0) + S-Adenosylhomocysteine
- Phosphatidylcholine Biosynthesis PC(14:0/16:0):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylethanolamine Biosynthesis PE(14:0/16:0):
L-Serine + PC(14:0/16:0) ⟶ Choline + PS(14:0/16:0)
- Phosphatidylcholine Biosynthesis PC(14:0/16:0):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylethanolamine Biosynthesis PE(14:0/16:0):
L-Serine + PC(14:0/16:0) ⟶ Choline + PS(14:0/16:0)
- Phosphatidylcholine Biosynthesis PC(14:0/16:0):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylethanolamine Biosynthesis PE(14:0/16:0):
L-Serine + PC(14:0/16:0) ⟶ Choline + PS(14:0/16:0)
- Phosphatidylcholine Biosynthesis PC(14:0/16:0):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylethanolamine Biosynthesis PE(14:0/16:0):
L-Serine + PC(14:0/16:0) ⟶ Choline + PS(14:0/16:0)
- Array:
L-Serine + PC(14:0/16:0) ⟶ Choline + PS(14:0/16:0)
- Array:
L-Serine + PC(14:0/16:0) ⟶ Choline + PS(14:0/16:0)
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
- 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] - Jinghui Wang, Kai-Wei Liu, Laura Segatori, Sibani Lisa Biswal. Lipid bilayer phase transformations detected using microcantilevers.
The journal of physical chemistry. B.
2014 Jan; 118(1):171-8. doi:
10.1021/jp4095112
. [PMID: 24345294] - Masaki Goto, Agnieszka Wilk, Kosuke Kataoka, Shirish Chodankar, Nobutake Tamai, Makoto Fukui, Joachim Kohlbrecher, Hiro-O Ito, Hitoshi Matsuki. Study on the subgel-phase formation using an asymmetric phospholipid bilayer membrane by high-pressure fluorometry.
Langmuir : the ACS journal of surfaces and colloids.
2012 Aug; 28(33):12191-8. doi:
10.1021/la3020173
. [PMID: 22823885] - Wolfgang Bernhard, Marco Raith, Christopher J Pynn, Christian Gille, Guido Stichtenoth, Dieter Stoll, Erwin Schleicher, Christian F Poets. Increased palmitoyl-myristoyl-phosphatidylcholine in neonatal rat surfactant is lung specific and correlates with oral myristic acid supply.
Journal of applied physiology (Bethesda, Md. : 1985).
2011 Aug; 111(2):449-57. doi:
10.1152/japplphysiol.00766.2010
. [PMID: 21636561] - Nicolas D Winter, Ryan K J Murphy, Thomas V O'Halloran, George C Schatz. Development and modeling of arsenic-trioxide-loaded thermosensitive liposomes for anticancer drug delivery.
Journal of liposome research.
2011 Jun; 21(2):106-15. doi:
10.3109/08982104.2010.483597
. [PMID: 20486887] - Jeffrey K Mills, David Needham. Lysolipid incorporation in dipalmitoylphosphatidylcholine bilayer membranes enhances the ion permeability and drug release rates at the membrane phase transition.
Biochimica et biophysica acta.
2005 Oct; 1716(2):77-96. doi:
10.1016/j.bbamem.2005.08.007
. [PMID: 16216216] - S Tristram-Nagle, Y Isaacson, Y Lyatskaya, Y Liu, K Brummond, J Katsaras, J F Nagle. Polymorphism in myristoylpalmitoylphosphatidylcholine.
Chemistry and physics of lipids.
1999 Jul; 100(1-2):101-13. doi:
10.1016/s0009-3084(99)00041-9
. [PMID: 10640195] - J M Smaby, J M Muderhwa, H L Brockman. Is lateral phase separation required for fatty acid to stimulate lipases in a phosphatidylcholine interface?.
Biochemistry.
1994 Feb; 33(7):1915-22. doi:
10.1021/bi00173a039
. [PMID: 8110796]