1-linoleoyl-GPC (18:2) (BioDeep_00000018722)

Secondary id: BioDeep_00000410080, BioDeep_00000871739

human metabolite Endogenous blood metabolite LipidSearch

代谢物信息卡片

(2-{[(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

化学式: C26H50NO7P (519.332472)
中文名称: 1-亚油酰-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) 4.05%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

1-linoleoyl-GPC (18:2). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/1-linoleoyl-gpc_(18:2) (retrieved 2024-11-26) (BioDeep RN: BioDeep_00000018722). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCCCC=CCC=CCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
InChI: InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/b10-9-,13-12-/t25-/m1/s1

描述信息

LysoPC(18:2(9Z,12Z)) 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(18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position. The linoleic acid moiety is derived from seed oils. 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.

同义名列表

62 个代谢物同义名

数据库引用编号

7 个数据库交叉引用编号

ChEBI: CHEBI:28733
PubChem: 11005824
HMDB: HMDB0010386
MetaCyc: CPD-8347
chemspider: 9181014
CAS: 22252-07-9
PMhub: MS000010525

分类词条

代谢反应

8 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(8)

diacylglycerol and triacylglycerol biosynthesis: a 1-acyl-sn-glycerol 3-phosphate + an acyl-CoA ⟶ a 1,2-diacyl-sn-glycerol 3-phosphate + coenzyme A
phosphatidylcholine acyl editing: a 1-acyl-sn-glycero-3-phosphocholine + an acyl-CoA ⟶ a phosphatidylcholine + coenzyme A
phospholipid remodeling (phosphatidylcholine, yeast): 1-palmitoyl-sn-glycero-3-phosphocholine + palmitoyl-CoA ⟶ 1,2-dipalmitoyl-sn-glycero-3-phosphocholine + coenzyme A
phospholipases: H₂O + a phosphatidylcholine ⟶ H⁺ + a 1,2-diacyl-sn-glycerol 3-phosphate + choline
poly-hydroxy fatty acids biosynthesis: (9Z)-12,13-dihydroxyoctadeca-9-enoate + H⁺ + NADPH + O₂ ⟶ (9Z)-12,13,17-trihydroxyoctadeca-9-enoate + H₂O + NADP⁺
vernolate biosynthesis I: H⁺ + O₂ + a [glycerolipid]-linoleate + a ferrocytochrome b₅ ⟶ H₂O + a [glycerolipid]-vernolate + a ferricytochrome b₅
linoleate biosynthesis I (plants): a glycerolipid + linoleoyl-CoA ⟶ a [glycerolipid]-linoleate + coenzyme A
α-linolenate biosynthesis I (plants and red algae): H⁺ + O₂ + a [glycerolipid]-linoleate + a reduced ferredoxin [iron-sulfur] cluster ⟶ H₂O + a [glycerolipid]-α-linolenate + an oxidized ferredoxin [iron-sulfur] cluster

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

5 个相关的物种来源信息

7227 - Drosophila melanogaster: 10.1038/S41467-019-11933-Z
9606 - Homo sapiens: -
5691 - Trypanosoma brucei: 10.1371/JOURNAL.PNTD.0001618
29760 - Vitis vinifera: 10.1016/J.DIB.2020.106469
569774 - 金线莲: -

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]
Eun Yu Kim, Young Sam Seo, Woo Taek Kim. AtDSEL, an Arabidopsis cytosolic DAD1-like acylhydrolase, is involved in negative regulation of storage oil mobilization during seedling establishment. Journal of plant physiology. 2011 Sep; 168(14):1705-9. doi: 10.1016/j.jplph.2011.03.004. [PMID: 21477884]