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1-Lignoceryl-2-eicsoate

PubChem CID: 53481775

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Compound Synonyms 1-Lignoceryl-2-eicsoate, 1-Lignoceryl-2-eicsoic acid, 1-Lignoceryl-2-eicsoatetraenoyl-sn-glycero-3-phosphocholine
Topological Polar Surface Area 94.1
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 61.0
Description PC(o-24:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines 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. PC(o-24:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Lignoceryl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Lignoceryl alcohol moiety is derived from plant waxes and beeswax, while the eicosatetraenoic acid moiety is derived from fish 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. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 1110.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Enzyme Uniprot Id P04180, O14939, Q8NHU3, Q86VZ5, O95237, Q6P1A2, Q7L5N7, Q8IV08, Q96BZ4
Iupac Name [(2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-tetracosoxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
Prediction Hob 0.0
Xlogp 17.3
Molecular Formula C52H98NO7P
Prediction Swissadme 0.0
Inchi Key AQJDGYZOTXPNFY-ZFRXABNDSA-N
Fcsp3 0.8269230769230769
Logs -1.541
Rotatable Bond Count 48.0
State Solid
Logd 3.293
Synonyms 1-Lignoceryl-2-eicsoate, 1-Lignoceryl-2-eicsoatetraenoyl-sn-glycero-3-ocholine, 1-Lignoceryl-2-eicsoatetraenoyl-sn-glycero-3-phosphocholine, 1-Lignoceryl-2-eicsoic acid
Compound Name 1-Lignoceryl-2-eicsoate
Prediction Hob Swissadme 0.0
Exact Mass 879.708
Formal Charge 0.0
Monoisotopic Mass 879.708
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 880.3
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 4.0
Esol -13.110945999999998
Inchi InChI=1S/C52H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,31,33,37,39,51H,6-14,16,18-20,22,24-30,32,34-36,38,40-50H2,1-5H3/b17-15-,23-21-,33-31-,39-37-/t51-/m1/s1
Smiles CCCCCCCCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
Nring 0.0
Defined Bond Stereocenter Count 4.0

  • 1. Outgoing r'ship FOUND_IN to/from Hordeum Vulgare (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Liriope Spicata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Melia Indica (Plant) Rel Props:Source_db:cmaup_ingredients