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1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

PubChem CID: 16081932

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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
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)
Heavy Atom Count 35.0
Compound Name 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Kingdom Organic compounds
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.
Exact Mass 521.348
Formal Charge 0.0
Monoisotopic Mass 521.348
Isotope Atom Count 0.0
Molecular Complexity 584.0
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 521.7
Database Name fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Covalent Unit 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
Defined Atom Stereocenter Count 1.0
Iupac Name [(2R)-2-hydroxy-3-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
Total Atom Stereocenter Count 1.0
Molecular Framework Aliphatic acyclic compounds
Total Bond Stereocenter Count 1.0
Class Glycerophospholipids
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
Xlogp 5.7
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 1.0
Subclass Glycerophosphocholines
Taxonomy Direct Parent 1-acyl-sn-glycero-3-phosphocholines
Molecular Formula C26H52NO7P

  • 1. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Elettaria Cardamomum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Fagopyrum Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Theobroma Cacao (Plant) Rel Props:Source_db:fooddb_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Triticum Aestivum (Plant) Rel Props:Source_db:fooddb_chem_all