1-16:0-2-18:1-phosphatidylcholine (CHEM041798)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:42:15 UTC
Update Date2016-11-09 01:22:32 UTC
Accession NumberCHEM041798
Identification
Common Name1-16:0-2-18:1-phosphatidylcholine
ClassSmall Molecule
DescriptionA phosphatidylcholine 34:1 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl) respectively.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
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-oleoyl-sn-glycero-3-phosphatidylcholineMeSH
alpha-Phosphatidylcholine-beta-oleoyl-gamma-palmitoylMeSH
1-Palmitoyl-2-oleoyl-phosphatidylcholineMeSH
1-Palmitoyl-2-oleoylphosphatidylcholine, (R)-(Z)-isomerMeSH
POPC LipidMeSH
beta-Oleoyl-gamma-palmitoyl-L-alpha-phosphatidylcholineMeSH
1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholineLipid Annotator, MeSH, HMDB
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineLipid Annotator, HMDB
PC(16:0/18:1(9Z))Lipid Annotator, ChEBI
1-Palmitoyl-2-oleoyl-3-sn-phosphatidylcholineHMDB
1-Palmitoyl-2-oleoyl-L-alpha-lecithinHMDB
1-Palmitoyl-2-oleoyl-L-alpha-phosphatidylcholineHMDB
1-Palmitoyl-2-oleoyl-L-α-lecithinHMDB
1-Palmitoyl-2-oleoyl-L-α-phosphatidylcholineHMDB
1-Palmitoyl-2-oleoyl-sn-3-phosphocholineHMDB
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphorylcholineHMDB
1-Palmitoyl-2-oleoyl-sn-glycero-phosphatidylcholineHMDB
1-Palmitoyl-2-oleoyl-sn-glycero-phosphocholineHMDB
1-Palmitoyl-2-oleoyl-sn-glycerol-3-phosphatidylcholineHMDB
1-Palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholineHMDB
1-Palmitoyl-2-oleoyl-sn-glyceryl-3-phosphorylcholineHMDB
1-Palmitoyl-2-oleoyllecithinHMDB
1-Palmitoyl-2-oleyl-3-sn-phosphatidylcholineHMDB
2-Oleo-1-palmitin phosphate choline esterHMDB
2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholineHMDB
2-Oleoyl-1-palmitoyllecithinHMDB
GPC(16:0/18:1(9Z))HMDB
GPC(16:0/18:1n9)HMDB
GPC(16:0/18:1w9)HMDB
GPC(34:1)HMDB
GPCho(16:0/18:1(9Z))HMDB
GPCho(16:0/18:1n9)HMDB
GPCho(16:0/18:1w9)HMDB
L-1-Palmitoyl-2-oleoylphosphatidylcholineHMDB
L-PalmitoyloleoylphosphatidylcholineHMDB
L-alpha-1-Palmitoyl-2-oleoylphosphatidylcholineHMDB
L-α-1-Palmitoyl-2-oleoylphosphatidylcholineHMDB
PC(16:0/18:1n9)HMDB
PC(16:0/18:1w9)HMDB
POPCHMDB
Phosphatidylcholine(16:0/18:1(9Z))HMDB
Phosphatidylcholine(16:0/18:1n9)HMDB
Phosphatidylcholine(16:0/18:1w9)HMDB
β-Oleoyl-γ-palmitoyl-L-α-phosphatidylcholineHMDB
Chemical FormulaC42H82NO8P
Average Molecular Mass760.076 g/mol
Monoisotopic Mass759.578 g/mol
CAS Registry NumberNot Available
IUPAC Name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
SMILESCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC
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
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
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 FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - QqQ 1V, negativesplash10-000t-0090200800-c8db3c4042d858672ebdSpectrum
LC-MS/MSLC-MS/MS Spectrum - IT 40V, negativesplash10-0006-0020000900-603012fb0ce5ff46f1eaSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 24V, negativesplash10-0udi-0000000190-afc4cd2ac0e64fa39623Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 30V, negativesplash10-0udl-0000000490-09171592a6955e57e163Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 36V, negativesplash10-0f6x-0000000940-3b9edba3cc0cdfff4945Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 42V, negativesplash10-0006-0030000910-e80b4b8f6690eea16c9dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 48V, negativesplash10-000x-0090000700-527aadfe756a5f2ad9a5Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 54V, negativesplash10-053r-0090000200-e27632edecd3a83538a4Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 60V, negativesplash10-053r-0090000000-875a5d38cc2b636df4a1Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 72V, negativesplash10-053r-0090000000-6bdad7ea857755dad8dfSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 91V, negativesplash10-053r-0090000000-a0160ca0a20b8ca408deSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 109V, negativesplash10-053r-0090000000-d2bc446076d9d86bbadfSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 133V, negativesplash10-053r-1090000000-a94d8052959d35d3d25eSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 157V, negativesplash10-057i-5190000000-12de950663c450d5ad7fSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 194V, negativesplash10-004i-9000000000-906a0ebc0dd0220ac288Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 53V, negativesplash10-0006-0000000900-0bfd0ce87b7b119d82fbSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 22V, negativesplash10-0006-0000000900-88f30608c9fd0df934c2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 28V, negativesplash10-0006-0000000900-fb159b53855796db7d35Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0006-0000000900-084480cec1d6930fa834Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 41V, negativesplash10-0006-0020000900-103adeac53f876868122Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 47V, negativesplash10-000x-0090000800-a9198efdf2f4fe5ec5daSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 53V, negativesplash10-053r-0090000200-9df170809bae304c6bc1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000900-64875131a83d4fda43e6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03e9-0600000900-dfb450caf9537c97446eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fai-1900230300-31ec54e207b217422a2eSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0007972
FooDB IDFDB030200
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-8157
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4593686
ChEBI ID73001
PubChem Compound ID5497103
Kegg Compound IDNot Available
YMDB IDYMDB01183
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=24362891
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=29054999
3. A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)