Metabolite Card
Formula: C25H52NO7P (509.3481)
SMILES: CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C
Synonyms [en]
1-heptadecanoyl-sn-glycero-3-phosphocholine; PC(17:0/0:0); LPC(17:0); 1-Margaroyl-GPC; 1-margaroyl-GPC (17:0); GPC(17:0)
Last reviewed on 2024-06-28.
Cite this Page
LysoPC(17:0/0:0). 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000025158). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
LysoPC(17:0) 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(17:0), in particular, consists of one chain of margaric acid at the C-1 position. The margaric acid moiety is derived from butter, milk and fat of ruminants. 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-R's are members of the G protein-coupled receptor family of integral membrane proteins.
DBLinks
- CAS Registry Number: 50930-23-9
- PubChem CID: 24779463
- ChEBI: 74340
- HMDB: HMDB0012108
- LipidMaps: LMGP01050024
- KEGG: C04230
- BioCyc: CPD-20404
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 50930-23-9
- PubChem: 24779463
- ChEBI: ChEBI:74340
- HMDB: HMDB0012108
- HMDB: HMDB12108
- LipidMaps: LMGP01050024
- KEGG: C04230
- BioCyc: CPD-20404
- MoNA: RP026201
- MoNA: RP026202
- MoNA: RP026203
- Metlin: METLIN_24068
- Metlin: METLIN_40290
- Metlin: METLIN_40291
- Metlin: METLIN_62785
- Coconut NaturalProduct: CNP0499300.1
- Coconut NaturalProduct: CNP0499300.2
Class / Ontology
- WishartLab ClassyFire: [Glycerophosphocholines] Glycerophosphocholines
- LipidMaps: [Monoacylglycerophosphocholines [GP0105]] Monoacylglycerophosphocholines [GP0105]
- ChEBI: [CHEBI:74340] 1-heptadecanoyl-sn-glycero-3-phosphocholine
- Coconut NaturalProduct: [Glycerophosphocholines] Glycerophosphocholines
| ID | EC Number | Name |
|---|---|---|
| Rhea:RHEA:44521 | 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O => 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H+ | |
| Rhea:RHEA:44522 | 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H+ => 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O | |
| Rhea:RHEA:44523 | 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O <=> 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H+ |