PE(P-18:0/18:2(9Z,12Z)) (BioDeep_00000031969)
human metabolite Endogenous LipidSearch Marine Natural Products natural product
代谢物信息卡片
化学式: C41H78NO7P (727.5516)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(lipidomics) 86.84%
分子结构信息
SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCCCC)COP(=O)(O)OCCN
InChI: InChI=1S/C41H78NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-46-38-40(39-48-50(44,45)47-37-35-42)49-41(43)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,33,36,40H,3-11,13,15-17,19,21-32,34-35,37-39,42H2,1-2H3,(H,44,45)/b14-12-,20-18-,36-33-/t40-/m1/s1
描述信息
PE(P-18:0/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines 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. PE(P-18:0/18:2(9Z,12Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of linoleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, 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. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.
PE(P-18:0/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines 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. PE(P-18:0/18:2(9Z,12Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of linoleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, 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.
同义名列表
40 个代谢物同义名
(2-aminoethoxy)[(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid; 2-aminoethoxy(2R)-3-[(1Z)-octadec-1-en-1-yloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid; 1-(1Z-octadecenyl)-2-(9Z,12Z-octadecadienoyl)-glycero-3-phosphoethanolamine; 1-(1Z-Octadecenyl)-2-linoleoyl-sn-glycero-phosphatidylethanolamine; 1-(1-Enyl-stearoyl)-2-linoleoyl-sn-glycero-3-phosphoethanolamine; 1-(1Z-Octadecenyl)-2-linoleoyl-sn-glycero-3-phosphoethanolamine; Phosphatidylethanolamine(O-18:1(1Z)/18:2(9Z,12Z)); Phosphatidylethanolamine(p-18:0/18:2(9Z,12Z)); Phosphatidylethanolamine(O-18:1(1Z)/18:2W6); Phosphatidylethanolamine(O-18:1(1Z)/18:2n6); Phosphatidylethanolamine(p-18:0/18:2n6); Phosphatidylethanolamine(p-18:0/18:2W6); Phosphatidylethanolamine(18:1/18:2); 1-(1Z-Octadecenyl)-2-linoleoyl-gpe; Phosphatidylethanolamine(36:3); GPEtn(O-18:1(1Z)/18:2(9Z,12Z)); GPE(O-18:1(1Z)/18:2(9Z,12Z)); PE(O-18:1(1Z)/18:2(9Z,12Z)); GPEtn(p-18:0/18:2(9Z,12Z)); GPEtn(O-18:1(1Z)/18:2W6); GPEtn(O-18:1(1Z)/18:2n6); GPE(p-18:0/18:2(9Z,12Z)); PE(P-18:0/18:2(9Z,12Z)); GPE(O-18:1(1Z)/18:2W6); GPE(O-18:1(1Z)/18:2n6); PE(O-18:1(1Z)/18:2W6); PE(O-18:1(1Z)/18:2N6); GPEtn(p-18:0/18:2n6); GPEtn(p-18:0/18:2W6); GPE(p-18:0/18:2n6); GPE(p-18:0/18:2W6); PE(P-18:0/18:2W6); PE(P-18:0/18:2N6); GPEtn(18:1/18:2); PE p-18:0/18:2; GPE(18:1/18:2); PE(18:1/18:2); GPEtn(36:3); GPE(36:3); PE(36:3)
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:90483
- PubChem: 52925079
- HMDB: HMDB0011376
- foodb: FDB028109
- chemspider: 24769261
- CAS: 205648-90-4
- RefMet: PE P-18:0/18:2
- LOTUS: LTS0108538
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)
9 个相关的物种来源信息
- 27482 - Aphididae: LTS0108538
- 80764 - Aphis: LTS0108538
- 80765 - Aphis gossypii: 10.1038/S41598-017-01546-1
- 80765 - Aphis gossypii: LTS0108538
- 6656 - Arthropoda: LTS0108538
- 2759 - Eukaryota: LTS0108538
- 9606 - Homo sapiens: -
- 50557 - Insecta: LTS0108538
- 33208 - Metazoa: LTS0108538
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
- 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]