1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
PubChem CID: 16081932
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | 19420-56-5, 1-Oleoyl-sn-glycero-3-phosphocholine, 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine, LPC 18:1, oleoyl-lysophosphatidylcholine, 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine, L-Alpha-Lysophosphatidylcholine,oleoyl, 1-O-Oleoyl-sn-glycero-3-phosphocholine, L-alpha-LYSOPHOSPHATIDYLCHOLINE, OLEOYL, PC(18:1(9Z)/0:0), 18:1 Lyso PC, 1-Oleoyl-sn-glycero-3-phosphorylcholine, lysophosphatidylcholine 18:1, CHEBI:28610, [(2R)-2-hydroxy-3-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate, Choline, phosphate 3-ester with 1-monoolein, L-, PC(18:1/0:0), 1-Oleoylglycerophosphocholine, (R,Z)-2-Hydroxy-3-(oleoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate, Choline, hydroxide, dihydrogen phosphate, inner salt, 3-ester with 1-monoolein, L-, Olein, 1-mono-, 3-(dihydrogen phosphate), monoester with choline hydroxide, inner salt, L-, LPC(18:1/0:0), Oleoyl lysophosphatidylcholine, Oleoyl lysolecithin, 1-18:1-lysoPC, 1-Oleoyllysophosphatidylcholine, Lyso-PC 18:1(9Z), Lysophosphatidylcholine C18:1, FS74G26ZZ4, GTPL3623, CHEMBL3093102, LysoPIC(18:1/0:0), SCHEMBL19821339, YAMUFBLWGFFICM-PTGWMXDISA-N, DTXSID201334331, 1-18:1-2-lysophosphatidylcholine, LMGP01050032, LysoPC(18:1(9Z)/0:0), 1-Oleoyl-2-hydroxy-sn-glycero-3-PC, AKOS024407403, HY-W140439, GPCho(18:1(9Z)/0:0)[rac], BP-29613, FO158106, 1-Oleoyl-sn-glycerol-3-phosphatidylcholine, Choline phosphate 3-ester with 1-monoolein, DB-222738, CS-0199016, NS00074214, Olein-1-mono-3-phosphate ester with choline, D81955, Choline phosphate (ester) 3-ester with 1-monoolein, Q27088173, (R)-2-Hydroxy-3-(oleoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate, 18:1 Lyso PC, 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine, powder, (2R)-2-Hydroxy-3-[(9Z)-9-Octadecenoyloxy]Propyl 2-(Trimethylammonio)Ethyl Phosphate, [(2R)-2-hydroxy-3-[(Z)-octadec-9-enoyl]oxypropyl] 2-trimethylazaniumylethyl phosphate, 1-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine, 1-cis-9-Octadecenoyl-sn-glycero-3-phosphocholine, 1-Oleoyl-2-hydroxy-sn-glycerol-3-phosphocholine, 1-Oleoyl-sn-glycero-3-phosphocholine, 3,5,9-Trioxa-4-phosphaheptacos-18-en-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R,18Z)-, 3,5,9-Trioxa-4-phosphaheptacos-18-en-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, [R-(Z)]-, Choline, hydroxide, 3,5,9-Trioxa-4-phosphaheptacos-18-en-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R,18Z)-, 3,5,9-Trioxa-4-phosphaheptacos-18-en-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, [R-(Z)]- |
|---|---|
| Topological Polar Surface Area | 105.0 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 35.0 |
| Description | Lysophosphatidylcholines (LPC), also called lysolecithins, are a class of chemical compounds which are derived from phosphatidylcholines. They result from partial hydrolysis of phosphatidylcholines, which removes one of the fatty acid groups. The hydrolysis is generally the result of the enzymatic action of phospholipase A2. LPC is present as a minor phospholipid in the cell membrane (<=3%) and in the blood plasma (8-12%). Since LPCs are quickly metabolized by lysophosholypase and LPC-acyltransferase, they last only shortly in vivo. [Wikipedia]. Lysolecithin is found in many foods, some of which are cardamom, cucumber, common buckwheat, and rice. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 584.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Uniprot Id | O75608, Q8NCC3, P39877, Q9BZM2, P47712, P04054, Q9BX93, O15496, Q9NZK7, O95372, O60733, P04180, Q05315, Q9UNK4, Q13093, Q15102, P68402, Q9NZ20, Q99487, O60906, Q6P1A2, Q8NF37, Q7L5N7, Q86U10, Q6P1J6, P0C869 |
| Iupac Name | [(2R)-2-hydroxy-3-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| Nih Violation | False |
| Class | Glycerophospholipids |
| Xlogp | 5.7 |
| Superclass | Lipids and lipid-like molecules |
| Is Pains | False |
| Subclass | Glycerophosphocholines |
| Molecular Formula | C26H52NO7P |
| Inchi Key | YAMUFBLWGFFICM-PTGWMXDISA-N |
| Rotatable Bond Count | 25.0 |
| State | Solid |
| Synonyms | 1-Acyl-2-lyso-phosphatidylcholine, 1-O-Acyl-sn-glycero-3-phosphocholine, 2-Lysolecithin, 2-Lysophosphatidylcholine, alpha-Acylglycerophosphocholine, LPC, Lysolecithins, Lysophosphatidylcholines, 1-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine, 1-Oleoyl-2-hydroxy-sn-glycero-3-phosphocholine, 1-Oleoyl-sn-glycero-3-phosphorylcholine, 1-Oleoylglycerophosphocholine, 3-Oleoyl-rac-glycerol-1-phosphorylcholine, a 1-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine, LPC 18:1, LPC 18:1(9Z)/0:0, LPC(18:1(9Z)/0:0), LysoPC 18:1(9Z)/0:0, Lysophosphatidylcholine 18:1, Lysophosphatidylcholine(18:1(9Z)/0:0), PC 18:1(9Z)/0:0, PC(18:1(9Z)/0:0), 1-Oleoyl-glycero-3-phosphocholine, LysoPC(18:1/0:0), LysoPC(18:1(9Z)), Lysophosphatidylcholine(18:1), LysoPC(18:1), LyPC(18:1/0:0), LyPC(18:1), LPC(18:1/0:0), LPC(18:1), 1-(9Z-Octadecenoyl)-glycero-3-phosphocholine, Lysophosphatidylcholine(18:1/0:0), 1-(9Z)-Octadecenoyl-sn-glycero-3-phosphocholine, 1-Oleoyl-sn-glycero-3-phosphocholine, Choline phosphate (ester) 3-ester with 1-monoolein, Choline phosphate 3-ester with 1-monoolein, Gpcho(18:1(9Z)/0:0)[rac], LPC(18:1n9/0:0), LPC(18:1W9/0:0), LyPC(18:1W9/0:0), LysoPC a C18:1, LysoPC(18:1n9/0:0), LysoPC(18:1W9/0:0), Lysophosphatidylcholine(18:1n9/0:0), Lysophosphatidylcholine(18:1W9/0:0), LysoPIC(18:1/0:0), Olein-1-mono-3-phosphate ester with choline, Oleoyl lysolecithin, Oleoyl lysophosphatidylcholine, 1-(cis-9-Octadecenoyl)-sn-glycero-3-phosphocholine, 1-OGPC, 1-Oleoyl lysophosphatidylcholine, 1-Oleoyl-lysopc, 1-O-Oleoyl-sn-glycero-3-phosphocholine, 1-Oleoyl-2-hydroxy-sn-glycerol-3-phosphocholine, 1-Oleoyl-GPC, 1-Oleoyl-lysophosphatidylcholine, 1-Oleoyl-sn-glycerol-3-phosphatidylcholine, 1-Oleoyl-sn-glycerol-3-phosphorylcholine, GPC(18:1(9Z)), GPC(18:1(9Z)/0:0), GPC(18:1), GPC(18:1n9), GPC(18:1n9/0:0), GPC(18:1W9), GPC(18:1W9/0:0), LPC(18:1(9Z)), LPC(18:1n9), LPC(18:1W9), LysoPC(18:1n9), LysoPC(18:1W9), Lysophosphatidylcholine C18:1, Lysophosphatidylcholine(18:1(9Z)), Lysophosphatidylcholine(18:1n9), Lysophosphatidylcholine(18:1W9), LysoPC(18:1(9Z)/0:0) |
| Compound Name | 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine |
| Kingdom | Organic compounds |
| Exact Mass | 521.348 |
| Formal Charge | 0.0 |
| Brenk Violation | True |
| Monoisotopic Mass | 521.348 |
| Hydrogen Bond Acceptor Count | 7.0 |
| Molecular Weight | 521.7 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 1.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Inchi | InChI=1S/C26H52NO7P/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/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1 |
| Smiles | CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O |
| Defined Bond Stereocenter Count | 1.0 |
| Taxonomy Direct Parent | 1-acyl-sn-glycero-3-phosphocholines |
- 1. Outgoing r'ship
FOUND_INto/from Cucumis Sativus (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Elettaria Cardamomum (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Fagopyrum Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all - 4. Outgoing r'ship
FOUND_INto/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all - 5. Outgoing r'ship
FOUND_INto/from Oryza Sativa (Plant) Rel Props:Source_db:fooddb_chem_all - 6. Outgoing r'ship
FOUND_INto/from Theobroma Cacao (Plant) Rel Props:Source_db:fooddb_chem_all - 7. Outgoing r'ship
FOUND_INto/from Triticum Aestivum (Plant) Rel Props:Source_db:fooddb_chem_all