1-18:2-2-18:2-sn-glycerol-3-phosphocholine (CHEM041819)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:42:41 UTC
Update Date2016-11-09 01:22:33 UTC
Accession NumberCHEM041819
Identification
Common Name1-18:2-2-18:2-sn-glycerol-3-phosphocholine
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2R)-2,3-Bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphateChEBI
(2R)-2,3-Bis{[(9Z,12Z)-octadeca-9,12-dienoyl]oxy}propyl 2-(trimethylazaniumyl)ethyl phosphateChEBI
1,2-Di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineChEBI
1,2-Di-O-linoleoyl-sn-glycero-3-phosphocholineChEBI
1,2-Dilinoleoyl-sn-glycero-3-phosphocholineChEBI
DI-linoleoyl-3-sn-phosphatidylcholineChEBI
DilinoleoylphosphatidylcholineChEBI
DL-PCChEBI
DLNPCChEBI
DLPCChEBI
GPCho(18:2/18:2)ChEBI
GPCho(18:2n6/18:2n6)ChEBI
GPCho(18:2W6/18:2W6)ChEBI
L-DilinoleoyllecithinChEBI
PC(18:2/18:2)ChEBI
PC(18:2n6/18:2n6)ChEBI
PC(18:2W6/18:2W6)ChEBI
Phosphatidylcholine(18:2/18:2)ChEBI
Phosphatidylcholine(18:2n6/18:2n6)ChEBI
Phosphatidylcholine(18:2W6/18:2W6)ChEBI
(2R)-2,3-Bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphoric acidGenerator
(2R)-2,3-Bis{[(9Z,12Z)-octadeca-9,12-dienoyl]oxy}propyl 2-(trimethylazaniumyl)ethyl phosphoric acidGenerator
1,2-Linoleoylphosphatidylcholine, 14C-labeled CPD, (R-(all Z))-isomerHMDB
1,2-Dilinoleoyl-3-glycerophosphocholineHMDB
1,2-LinoleoylphosphatidylcholineHMDB
DLPC LipidHMDB
DilinoleoyllecithinHMDB
Dilinoleoyl phosphatidylcholineHMDB
1,2-Linoleoyl-sn-glycero-3-phosphocholineHMDB
1,2-Linoleoylphosphatidylcholine, (R-(all Z))-isomerHMDB
Phosphatidylcholine(36:4)HMDB
LecithinHMDB
PC(36:4)HMDB
1,2-Dilinoleoyl-rac-glycero-3-phosphocholineHMDB
1,2-Di(9Z,12Z-octadecadienoyl)-rac-glycero-3-phosphocholineHMDB
GPCho(36:4)HMDB
1,2-Dilinoleoyl-GPCHMDB
PC(18:2(9Z,12Z)/18:2(9Z,12Z))Lipid Annotator
Chemical FormulaC44H80NO8P
Average Molecular Mass782.082 g/mol
Monoisotopic Mass781.562 g/mol
CAS Registry NumberNot Available
IUPAC Name(2-{[(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
SMILESCCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
InChI IdentifierInChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-/t42-/m1/s1
InChI KeyFVXDQWZBHIXIEJ-LNDKUQBDSA-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 Solubility3.2e-05 g/LALOGPS
logP5.68ALOGPS
logP8.44ChemAxon
logS-7.4ALOGPS
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
Refractivity238.74 m³·mol⁻¹ChemAxon
Polarizability93.58 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 - Orbitrap 21V, positivesplash10-001i-0000000900-bd3ed2ff47d70cb5ac3eSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 32V, positivesplash10-001i-0400000900-d002062176d9e1a58fccSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 43V, positivesplash10-001i-0900000100-1d81bafed34be0680f8bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 54V, positivesplash10-001i-0900000000-b42fac72a675be84234dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 65V, positivesplash10-001i-0900000000-a1756c5f56f420105ec6Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 76V, positivesplash10-001i-0900000000-57ce459f0f2b4ef3b388Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 87V, positivesplash10-001i-1900000000-26d27e14f475fd58e101Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 98V, positivesplash10-001i-2900000000-ee4e32911559ac08e569Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 109V, positivesplash10-001i-3900000000-c96a527426c641063662Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 131V, positivesplash10-003i-7900000000-8fd87469bebc7841cfebSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 164V, positivesplash10-002s-9700000000-805c2bda88ecbe768134Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 196V, positivesplash10-002k-9500000000-739389c73c5b7af69f2bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 240V, positivesplash10-0002-9200000000-d6507de242e2b9f69119Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 286V, positivesplash10-0002-9000000000-747c2f7f10ab5dc686cbSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 351V, positivesplash10-0002-9000000000-e963880e5dd642c7c967Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-0fe0-0000090600-6c4096785e931bdd859aSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-0006-0000900000-d438f5570e710ae02ee6Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-08fr-0934000000-a2858d3a6aed2e863180Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-0udi-0300090000-e353c4c82a0a4a7c7e36Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-000i-9200000000-b6ca8b900ee76df8ea58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000000900-95a10c93ea7d71892a44Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0600000900-da1f205f6fe8475ad9edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900030300-707d383caeedd787dae6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000000900-2534b1e8e0eb889fbec2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-0080020900-5688f54205e1eea312abSpectrum
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 IDDB04372
HMDB IDHMDB0008138
FooDB IDFDB030223
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID42027
PubChem Compound ID5288075
Kegg Compound IDNot Available
YMDB IDYMDB01961
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. 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.
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14561471
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20336709
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24121081
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25063276
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25083573
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25308534