Record Information
Version1.0
Creation date2015-05-07 18:48:19 UTC
Update date2018-01-25 19:46:55 UTC
Primary IDFDB030200
Secondary Accession Numbers
  • FDB019141
Chemical Information
FooDB Name1-16:0-2-18:1-phosphatidylcholine
DescriptionPC(16:0/18:1(9z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/18:1(9z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
1-16:0-2-18:1-PhosphatidylcholineChEBI
1-Hexadecanoyl-2-oleoyl-sn-glycero-3-phosphocholineChEBI
1-Palmitoyl-2-oleoyl-GPCChEBI
1-Palmitoyl-2-oleoyl-GPC (16:0/18:1)ChEBI
1-Palmitoyl-2-oleoyl-lecithinChEBI
1-Palmitoyl-2-oleoylphosphatidylcholineChEBI
1-Palmotoyl-2-oleoylglycero-3-phosphocholineChEBI
1-POPCChEBI
16:0-18:1-PCChEBI
GPC(16:0/18:1)ChEBI
GPCho(16:0/18:1)ChEBI
GPCho(16:0/18:1omega9)ChEBI
GPCho(34:1)ChEBI
LecithinChEBI
PalmitoyloleoylphosphatidylcholineChEBI
PC(16:0/18:1)ChEBI
PC(16:0/18:1omega9)ChEBI
PC(34:1)ChEBI
Phosphatidylcholine(16:0/18:1)ChEBI
Phosphatidylcholine(16:0/18:1omega9)ChEBI
Phosphatidylcholine(34:1)ChEBI
1-Palmitoyl-2-oleoylphosphatidylcholine, (R)-(Z)-isomerHMDB
POPC LipidHMDB
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylcholineHMDB
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholineHMDB
1-Palmitoyl-2-oleoyl-phosphatidylcholineHMDB
alpha-Phosphatidylcholine-beta-oleoyl-gamma-palmitoylHMDB
beta-Oleoyl-gamma-palmitoyl-L-alpha-phosphatidylcholineHMDB
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineHMDB
PC(16:0/18:1(9Z))Lipid Annotator, ChEBI
Predicted Properties
PropertyValueSource
Water Solubility2.1e-05 g/LALOGPS
logP5.59ALOGPS
logP8.64ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area111.19 ŲChemAxon
Rotatable Bond Count41ChemAxon
Refractivity226.18 m³·mol⁻¹ChemAxon
Polarizability94 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC42H82NO8P
IUPAC name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
InChI IdentifierInChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1
InChI KeyWTJKGGKOPKCXLL-VYOBOKEXSA-N
Isomeric SMILESCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC
Average Molecular Weight760.0761
Monoisotopic Molecular Weight759.577805117
Classification
Description belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct ParentPhosphatidylcholines
Alternative Parents
Substituents
  • Diacylglycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic salt
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyShould have ontology for this compound
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
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000900-64875131a83d4fda43e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03e9-0600000900-dfb450caf9537c97446eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fai-1900230300-31ec54e207b217422a2eView in MoNA
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
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