1-palmitoyl-2-linoleoyl-phosphatidylcholine (CHEM041845)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:43:16 UTC
Update Date2016-11-09 01:22:33 UTC
Accession NumberCHEM041845
Identification
Common Name1-palmitoyl-2-linoleoyl-phosphatidylcholine
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Palmitoyl-2-linoleoyl-GPCChEBI
1-Palmitoyl-2-linoleoyl-GPC (16:0/18:2)ChEBI
1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholineChEBI
1-Palmitoyl-2-linoleoyl-sn-glycero-phosphatidylcholineChEBI
1-Palmitoyl-2-linoleoyl-sn-glycerophosphatidylcholineChEBI
1-Palmitoyl-2-linoleoylphosphatidylcholineChEBI
GPC(16:0/18:2)ChEBI
GPCho 16:0/18:2(9Z,12Z)ChEBI
GPCho(16:0/18:2(9Z,12Z))ChEBI
GPCho(16:0/18:2)ChEBI
GPCho(16:0/18:2omega6)ChEBI
LecithinChEBI
PC 16:0/18:2(9Z,12Z)ChEBI
PC(16:0/18:2)ChEBI
PC(16:0/18:2omega6)ChEBI
PC(34:2)ChEBI
Phosphatidylcholine 16:0/18:2(9Z,12Z)ChEBI
Phosphatidylcholine(16:0/18:2(9Z,12Z))ChEBI
Phosphatidylcholine(16:0/18:2)ChEBI
Phosphatidylcholine(16:0/18:2omega6)ChEBI
Gpcho(34:2)HMDB
Phosphatidylcholine(34:2)HMDB
2-Linoleoyl-1-palmitoyl-sn-phosphatidylcholineHMDB
Palmitoyl-linoleoatephosphatidylcholineHMDB
PLPCHMDB
1-Hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineHMDB
1-Palmitoyl-2-linoleoyl-3-phosphatidylcholineHMDB
1-Palmitoyl-2-linoleoyl-3-sn-glycerophosphatidylcholineHMDB
1-Palmitoyl-2-linoleoyl-3-sn-phosphatidylcholineHMDB
1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphatidylcholineHMDB
1-Palmitoyl-2-linoleoyllecithinHMDB
GPC(16:0/18:2(9Z,12Z))HMDB
GPC(16:0/18:2n6)HMDB
GPC(16:0/18:2W6)HMDB
GPC(34:2)HMDB
GPCho(16:0/18:2n6)HMDB
GPCho(16:0/18:2W6)HMDB
L-alpha-1-Palmitoyl-2-linoleoylphosphatidylcholineHMDB
L-Α-1-palmitoyl-2-linoleoylphosphatidylcholineHMDB
PC(16:0/18:2n6)HMDB
PC(16:0/18:2W6)HMDB
Phosphatidylcholine(16:0/18:2n6)HMDB
Phosphatidylcholine(16:0/18:2W6)HMDB
PC(16:0/18:2(9Z,12Z))Lipid Annotator, ChEBI
Chemical FormulaC42H80NO8P
Average Molecular Mass758.060 g/mol
Monoisotopic Mass757.562 g/mol
CAS Registry NumberNot Available
IUPAC Name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
SMILESCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
InChI IdentifierInChI=1S/C42H80NO8P/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/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-/t40-/m1/s1
InChI KeyJLPULHDHAOZNQI-ZTIMHPMXSA-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 Solubility2.5e-05 g/LALOGPS
logP5.48ALOGPS
logP8.28ChemAxon
logS-7.5ALOGPS
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 Count40ChemAxon
Refractivity227.3 m³·mol⁻¹ChemAxon
Polarizability92.66 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 30V, negativesplash10-0udl-0000000490-b7304b809294dbb2ea74Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 36V, negativesplash10-0006-0000000940-6acae25b185d1a864052Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 42V, negativesplash10-0006-0030000910-537e946aca08f069e72bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 48V, negativesplash10-002f-0090000700-ecca901df00a9bff124cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 54V, negativesplash10-004i-0090000200-fa34aef5028ed4787c4cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 60V, negativesplash10-004i-0090000000-d9440bc0e6a9f6cdaf65Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 72V, negativesplash10-004i-0090000000-a5231d807bde53ae849aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 90V, negativesplash10-056r-0090000000-23038428933dc1fcc66dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 109V, negativesplash10-056r-0090000000-ccce70356f7c7b18cbbfSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 133V, negativesplash10-056r-1090000000-32df8fc00b6e170aa02aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 157V, negativesplash10-004i-7190000000-811ed3f1fe9d51baf806Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 193V, negativesplash10-004i-9000000000-4bd8d3812cfdbafe42c7Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 53V, negativesplash10-0006-0000000900-aed1ee56f1886685cef5Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 22V, negativesplash10-0006-0000000900-f70fecaaa4c193d6952dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 28V, negativesplash10-0006-0000000900-40ddf52a50eed646c5c3Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0006-0000000900-79413b6bfab2c2699ebbSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 40V, negativesplash10-0006-0020000900-30d6507c6252bceda2abSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 46V, negativesplash10-002f-0090000800-e35e5d8e6ef65358f1d7Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 53V, negativesplash10-004i-0090000200-d82c61ca09093ce2f75aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 59V, negativesplash10-004i-0090000000-a788f61f6153073cc513Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 71V, negativesplash10-056r-0090000000-5242b45696e3aa936e70Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 89V, negativesplash10-056r-0090000000-23038428933dc1fcc66dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000000900-73b8731f1bdde398585fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-0600000900-37c5a628d36a084e1386Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-003r-1900231200-522c9f77a95c208b08bcSpectrum
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 IDDB02306
HMDB IDHMDB0007973
FooDB IDFDB030253
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDCPL
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID73002
PubChem Compound ID5287971
Kegg Compound IDNot Available
YMDB IDYMDB01845
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)
2. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043.
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11779181