PC(18:0/18:2(9Z,12Z)) (BioDeep_00000019220)
human metabolite Endogenous blood metabolite natural product
代谢物信息卡片
化学式: C44H84NO8P (785.5934234)
中文名称: 1-硬脂酰-2-亚油酰-磷脂酰胆碱
谱图信息:
最多检出来源 Mus musculus(blood) 2.99%
Last reviewed on 2024-09-24.
Cite this Page
PC(18:0/18:2(9Z,12Z)). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/pc(18:0_18:2(9z,12z)) (retrieved
2024-11-22) (BioDeep RN: BioDeep_00000019220). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
InChI: InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,42H,6-14,16,18-20,22,24-41H2,1-5H3/b17-15-,23-21-/t42-/m1/s1
描述信息
PC(18:0/18:2(9Z,12Z)) 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(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. 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.
同义名列表
39 个代谢物同义名
trimethyl(2-{[(2R)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-3-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)azanium; 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine; 1-Octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine; 1-Stearoyl-2-linoleoyl-sn-glycero-3-phosphatidylcholine; 1-Stearyl-2-linoleoyl-3-sn-glycerophosphatidylcholine; 1-Stearoyl-2-linoleoyl-sn-glycero-3-phosphorylcholine; 1-Stearoyl-2-linoleoyl-sn-glycero-phosphatidylcholine; 1-Stearoyl-(2-linoleoyl)-sn-glycero-3-phosphocholine; 1-stearoyl-2-linoleoyl-sn-glycero-3-phosphocholine; 1-Stearoyl-2-linoleoylphosphatidylcholine; 1-Stearoyl-2-linoleoyl-GPC (18:0/18:2); Phosphatidylcholine(18:0/18:2(9Z,12Z)); Phosphatidylcholine (1-18:0-2-18:2); 1-18:0-2-18:2-Phosphatidylcholine; Phosphatidylcholine(18:0/18:2n6); Phosphatidylcholine(18:0/18:2w6); Phosphatidylcholine(18:0/18:2); 1-Stearoyl-2-linoleoyllecithin; 1-Stearoyl-2-linoleoyl-GPC; Phosphatidylcholine(36:2); GPCho(18:0/18:2(9Z,12Z)); GPC(18:0/18:2(9Z,12Z)); PC(18:0/18:2(9Z,12Z)); GPCho(18:0/18:2W6); GPCho(18:0/18:2n6); GPC(18:0/18:2n6); GPC(18:0/18:2w6); GPCho(18:0/18:2); PC(18:0/18:2n6); PC(18:0/18:2W6); GPC(18:0/18:2); PC(18:0/18:2); 18:0-18:2-PC; GPCho(36:2); GPC(36:2); PC(36:2); Lecithin; SLPTC; SLPC
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:84822
- PubChem: 25201951
- PubChem: 6441487
- HMDB: HMDB0008039
- MetaCyc: CPD-8279
- chemspider: 4945645
- CAS: 27098-24-4
- PMhub: MS000015341
- LOTUS: LTS0065235
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)
- Phosphatidylethanolamine Biosynthesis PE(18:0/18:2(9Z,12Z)):
L-Serine + PC(18:0/18:2(9Z,12Z)) ⟶ Choline + PS(18:0/18:2(9Z,12Z))
- Phosphatidylethanolamine Biosynthesis PE(18:0/18:2(9Z,12Z)):
L-Serine + PC(18:0/18:2(9Z,12Z)) ⟶ Choline + PS(18:0/18:2(9Z,12Z))
- Phosphatidylethanolamine Biosynthesis PE(18:0/18:2(9Z,12Z)):
L-Serine + PC(18:0/18:2(9Z,12Z)) ⟶ Choline + PS(18:0/18:2(9Z,12Z))
- Phosphatidylethanolamine Biosynthesis PE(18:0/18:2(9Z,12Z)):
L-Serine + PC(18:0/18:2(9Z,12Z)) ⟶ Choline + PS(18:0/18:2(9Z,12Z))
- Array:
L-Serine + PC(18:0/18:2(9Z,12Z)) ⟶ Choline + PS(18:0/18:2(9Z,12Z))
- Array:
L-Serine + PC(18:0/18:2(9Z,12Z)) ⟶ Choline + PS(18:0/18:2(9Z,12Z))
- Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)):
Hydrogen Ion + L-Serine ⟶ Carbon dioxide + Ethanolamine
- Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
- Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)):
Adenosine triphosphate + Choline ⟶ Adenosine diphosphate + Phosphorylcholine
PharmGKB(0)
8 个相关的物种来源信息
- 2 - Bacteria: LTS0065235
- 7227 - Drosophila melanogaster: 10.1038/S41467-019-11933-Z
- 9606 - Homo sapiens: -
- 1883 - Streptomyces: LTS0065235
- 2508722 - Streptomyces roseicoloratus: 10.1099/IJSEM.0.003804
- 2508722 - Streptomyces roseicoloratus: LTS0065235
- 2062 - Streptomycetaceae: LTS0065235
- 29760 - Vitis vinifera: 10.1016/J.DIB.2020.106469
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
- Julien Massiot, Ali Makky, Florent Di Meo, David Chapron, Patrick Trouillas, Véronique Rosilio. Impact of lipid composition and photosensitizer hydrophobicity on the efficiency of light-triggered liposomal release.
Physical chemistry chemical physics : PCCP.
2017 May; 19(18):11460-11473. doi:
10.1039/c7cp00983f
. [PMID: 28425533] - Fu-Gen Wu, Nan-Nan Wang, Ji-Sheng Yu, Jun-Jie Luo, Zhi-Wu Yu. Nonsynchronicity phenomenon observed during the lamellar-micellar phase transitions of 1-stearoyllysophosphatidylcholine dispersed in water.
The journal of physical chemistry. B.
2010 Feb; 114(6):2158-64. doi:
10.1021/jp9107014
. [PMID: 20092268] - P C Mills, Y Chen, Y C Hills, B A Hills. Comparison of surfactant lipids between pleural and pulmonary lining fluids.
Pulmonary pharmacology & therapeutics.
2006; 19(4):292-6. doi:
10.1016/j.pupt.2005.08.001
. [PMID: 16168690] - Ginger L Milne, Jennifer R Seal, Christine M Havrilla, Maikel Wijtmans, Ned A Porter. Identification and analysis of products formed from phospholipids in the free radical oxidation of human low density lipoproteins.
Journal of lipid research.
2005 Feb; 46(2):307-19. doi:
10.1194/jlr.m400311-jlr200
. [PMID: 15547297] - H Zhao, J P Mattila, J M Holopainen, P K Kinnunen. Comparison of the membrane association of two antimicrobial peptides, magainin 2 and indolicidin.
Biophysical journal.
2001 Nov; 81(5):2979-91. doi:
10.1016/s0006-3495(01)75938-3
. [PMID: 11606308] - X Xu, E London. The effect of sterol structure on membrane lipid domains reveals how cholesterol can induce lipid domain formation.
Biochemistry.
2000 Feb; 39(5):843-9. doi:
10.1021/bi992543v
. [PMID: 10653627] - N Başaran, R W Doebler, H Goldston, P W Holloway. Effect of lipid unsaturation on the binding of native and a mutant form of cytochrome b5 to membranes.
Biochemistry.
1999 Nov; 38(46):15245-52. doi:
10.1021/bi991404a
. [PMID: 10563808] - J Ren, J C Sharpe, R J Collier, E London. Membrane translocation of charged residues at the tips of hydrophobic helices in the T domain of diphtheria toxin.
Biochemistry.
1999 Jan; 38(3):976-84. doi:
10.1021/bi981576s
. [PMID: 9893993] - K M Keough, C S Parsons. Differential scanning calorimetry of dispersions of products of oxidation of 1-stearoyl-2-linoleoyl-sn-glycero-3-phosphocholine.
Biochemistry and cell biology = Biochimie et biologie cellulaire.
1990 Jan; 68(1):300-7. doi:
10.1139/o90-041
. [PMID: 2350495]