Record Information
Version1.0
Creation date2020-04-20 20:19:41 UTC
Update date2020-04-21 18:03:45 UTC
Primary IDFDB112389
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLysoPC(10:0/0:0)
DescriptionLysoPC(10:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(10:0/0:0), in particular, consists of one decanoyl chain. 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(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. 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.
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
1-Capryl-2-lysophosphatidylcholineChEBI
1-Capryl-L-alpha-phosphorylcholineChEBI
1-Capryl-sn-glycero-3-phosphocholineChEBI
1-Decanoyl-sn-glycero-3-phosphocholine betaineChEBI
1-Decanoyl-sn-glycerol-3-phosphorylcholineChEBI
1-DecanoyllysolecithinChEBI
LPC 10:0/0:0ChEBI
LPC(10:0/0:0)ChEBI
LyPC(10:0)ChEBI
LyPC(10:0/0:0)ChEBI
LysoPC(10:0)ChEBI
Lysophosphatidylcholine(10:0)ChEBI
Lysophosphatidylcholine(10:0/0:0)ChEBI
PC(10:0/0:0)ChEBI
1-Capryl-L-a-phosphorylcholineGenerator
1-Capryl-L-α-phosphorylcholineGenerator
1-Decanoyl-GPCHMDB
1-Decanoyl-lysophosphatidylcholineHMDB
1-Decanoyl-sn-glycero-3-phosphocholineHMDB
GPC(10:0)HMDB
GPC(10:0/0:0)HMDB
LPC(10:0)HMDB
LysoPC 10HMDB
LysoPC(10:0/0:0)ChEBI
Predicted Properties
PropertyValueSource
Water Solubility0.0073 g/LALOGPS
logP-0.51ALOGPS
logP-1.5ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area105.12 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity114.67 m³·mol⁻¹ChemAxon
Polarizability45.8 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H38NO7P
IUPAC name(2-{[(2R)-3-(decanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium
InChI IdentifierInChI=1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/t17-/m1/s1
InChI KeySECPDKKEUKDCPG-QGZVFWFLSA-N
Isomeric SMILES[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
Average Molecular Weight411.476
Monoisotopic Molecular Weight411.238589566
Classification
Description Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct Parent1-acyl-sn-glycero-3-phosphocholines
Alternative Parents
Substituents
  • 1-acyl-sn-glycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Alcohol
  • Organic oxygen compound
  • Organopnictogen compound
  • Carbonyl group
  • Organic salt
  • Amine
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSLysoPC(10:0/0:0), non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0f8i-2900100000-df21f3ae5cf3289a7a27Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0001900000-7a0f5e51935f9d0f3614Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dj-0900700000-747c7f7331760a5061deSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0930300000-5efa82546883f1481440Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0001900000-727a2787fbb79c83f84fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-0019600000-b208c88cc18c2a1a97e9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-1697100000-0d2e8bfe1c9966442336Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0100900000-6c7bc43903671397bac2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-906c2dde6084173b3204Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0900000000-59670524d1f24631f2dfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0001900000-50c1957b532d10c59d2bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0b90-0029900000-9ec173bf2dff97cedd63Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kdr-0394000000-a5fc17e28c90a0b17691Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0106900000-b405d6fd9cdfe9fe8672Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-0901500000-646e4f60b2d4e1b28d02Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f8c-0913000000-20f64f236d8e73b2faafSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference