1-18:3-2-18:3-phosphatidylcholine (CHEM041836)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:43:03 UTC
Update Date2016-11-09 01:22:33 UTC
Accession NumberCHEM041836
Identification
Common Name1-18:3-2-18:3-phosphatidylcholine
ClassSmall Molecule
DescriptionPC(18:3(9z,12z,15z)/18:3(9z,12z,15z)) 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(18:3(9z,12z,15z)/18:3(9z,12z,15z)), in particular, consists of two 9Z,12Z,15Z-octadecatrienoyl chains at positions C-1 and C-2. 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.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GPCho(18:3/18:3)ChEBI
GPCho(18:3n3/18:3n3)ChEBI
GPCho(18:3W3/18:3W3)ChEBI
PC(18:3/18:3)ChEBI
PC(18:3n3/18:3n3)ChEBI
PC(18:3W3/18:3W3)ChEBI
Phosphatidylcholine(18:3/18:3)ChEBI
Phosphatidylcholine(18:3n3/18:3n3)ChEBI
Phosphatidylcholine(18:3W3/18:3W3)ChEBI
Phosphatidylcholine(36:6)HMDB
GPCho(36:6)HMDB
LecithinHMDB
PC(36:6)HMDB
1,2-Di(9Z,12Z,15Z-octadeatrienoyl)-rac-glycero-3-phosphocholineHMDB
1,2-Dia-linolenoyl-rac-glycero-3-phosphocholineHMDB
1,2-Dilinolenoyl-sn-glycero-3-phosphatidylcholineHMDB
1,2-DilinolenoylphosphatidylcholineHMDB
DLPC (Linolenoyl) lipidHMDB
PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))Lipid Annotator, ChEBI
1,2-Dialpha-linolenoyl-GPCHMDB
1,2-Dialpha-linolenoyl-sn-glycero-3-phosphocholineHMDB
1,2-Dialpha-linolenoyl-sn-glycero-phosphatidylcholineHMDB
1,2-Dilinolenoyl-GPCHMDB
1,2-Dilinolenoyl-sn-glycero-3-phosphocholineHMDB
Dilinolenoyl lecithinHMDB
DilinolenoylphosphatidylcholineHMDB
GPC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))HMDB
GPC(18:3/18:3)HMDB
GPC(18:3n3/18:3n3)HMDB
GPC(18:3w3/18:3w3)HMDB
GPC(36:6)HMDB
GPCho(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))HMDB
L-Dilinolenoyl lecithinHMDB
L-alpha-Di(cis,cis,cis-9,12,15-octadecatrienoyl) lecithinHMDB
L-alpha-Dilinolenoyl phosphatidylcholineHMDB
L-α-Di(cis,cis,cis-9,12,15-octadecatrienoyl) lecithinHMDB
L-α-Dilinolenoyl phosphatidylcholineHMDB
Phosphatidylcholine(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))HMDB
Chemical FormulaC44H76NO8P
Average Molecular Mass778.050 g/mol
Monoisotopic Mass777.531 g/mol
CAS Registry NumberNot Available
IUPAC Name(2-{[(2R)-2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
SMILESCC\C=C/C\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/C\C=C/CC
InChI IdentifierInChI=1S/C44H76NO8P/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/h8-11,14-17,20-23,42H,6-7,12-13,18-19,24-41H2,1-5H3/b10-8-,11-9-,16-14-,17-15-,22-20-,23-21-/t42-/m1/s1
InChI KeyXXKFQTJOJZELMD-JICBSJGISA-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 Solubility3.6e-05 g/LALOGPS
logP5.34ALOGPS
logP7.72ChemAxon
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 Count38ChemAxon
Refractivity240.97 m³·mol⁻¹ChemAxon
Polarizability91.38 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 - IT 40V, negativesplash10-03di-0030020930-b04a9be78829ff3219a0Spectrum
LC-MS/MSLC-MS/MS Spectrum - IT 30V, positivesplash10-003r-0900010500-c970039605c9f604c652Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 23V, positivesplash10-004i-0000000900-f837314e003c3113eb1fSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 35V, positivesplash10-003r-0900000600-92f5630d60c09ddc321bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 48V, positivesplash10-001i-0900000000-9f98f26880b83576e000Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 59V, positivesplash10-001i-0900000000-4974bb5a3deda8855a56Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 71V, positivesplash10-001i-0900000000-7d7f52656eb8e463d8d7Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 83V, positivesplash10-001i-1900000000-1b646130ad373ee1f327Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 96V, positivesplash10-001i-3900000000-3b5d29ad855bb63e6937Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 108V, positivesplash10-001i-4900000000-b7301a9f30c5899d2693Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 119V, positivesplash10-001r-6900000000-83408e36a7976e7bf701Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 144V, positivesplash10-003i-9800000000-6ba7dbc7bfc88b830d44Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 180V, positivesplash10-002r-9500000000-cc6f65c360783bb9a2a2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 217V, positivesplash10-002s-9300000000-edbc43f25aa0849d3e17Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 265V, positivesplash10-006t-9100000000-35bfcabf3f76210dc62eSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 314V, positivesplash10-0002-9000000000-cde5ee66653888ffbd24Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 387V, positivesplash10-0002-9000000000-f8598eeba460ada3ca58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01p9-9051061400-057fe0081044e2f48e7cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03yr-6395052200-cdf2814236901dca5853Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00li-9057043100-252c59a1d38b47e6b1ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000400-09785e8202c3360f75f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-0090001000-0668f1ba3bed11b37ad8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4090100000-69fe58cd77008d99959eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-e158c1e70dedba30b57eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-0600000900-259bce635b325b3b4835Spectrum
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 IDHMDB0008206
FooDB IDFDB030240
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID24766868
ChEBI ID86161
PubChem Compound ID24778990
Kegg Compound IDNot Available
YMDB IDYMDB02007
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available