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Showing Compound 1-18:2-2-18:2-sn-glycerol-3-phosphocholine (FDB030223)

Record Information
Version1.0
Creation date2015-05-07 18:50:49 UTC
Update date2020-09-17 15:37:08 UTC
Primary IDFDB030223
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1-18:2-2-18:2-sn-glycerol-3-phosphocholine
DescriptionPC(18:2(9Z,12Z)/18:2(9Z,12Z)) 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(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl 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.
CAS Number998-06-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC44H80NO8P
IUPAC name(2-{[(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
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
Isomeric 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
Average Molecular Weight782.0817
Monoisotopic Molecular Weight781.562155053
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
Physiological effect

Organoleptic effect:

Disposition

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Process

Naturally occurring process:

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Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 21V, positivesplash10-001i-0000000900-bd3ed2ff47d70cb5ac3e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 32V, positivesplash10-001i-0400000900-d002062176d9e1a58fcc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 43V, positivesplash10-001i-0900000100-1d81bafed34be0680f8b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 54V, positivesplash10-001i-0900000000-b42fac72a675be84234d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 65V, positivesplash10-001i-0900000000-a1756c5f56f420105ec62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 76V, positivesplash10-001i-0900000000-57ce459f0f2b4ef3b3882020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 87V, positivesplash10-001i-1900000000-26d27e14f475fd58e1012020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 98V, positivesplash10-001i-2900000000-ee4e32911559ac08e5692020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 109V, positivesplash10-001i-3900000000-c96a527426c6410636622020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 131V, positivesplash10-003i-7900000000-8fd87469bebc7841cfeb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 164V, positivesplash10-002s-9700000000-805c2bda88ecbe7681342020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 196V, positivesplash10-002k-9500000000-739389c73c5b7af69f2b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 240V, positivesplash10-0002-9200000000-d6507de242e2b9f691192020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 286V, positivesplash10-0002-9000000000-747c2f7f10ab5dc686cb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 351V, positivesplash10-0002-9000000000-e963880e5dd642c7c9672020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-0fe0-0000090600-6c4096785e931bdd859a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-0006-0000900000-d438f5570e710ae02ee62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-08fr-0934000000-a2858d3a6aed2e8631802020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-0udi-0300090000-e353c4c82a0a4a7c7e362020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 54V, positivesplash10-000i-9200000000-b6ca8b900ee76df8ea582020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000000900-95a10c93ea7d71892a442017-10-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0600000900-da1f205f6fe8475ad9ed2017-10-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900030300-707d383caeedd787dae62017-10-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000000900-2534b1e8e0eb889fbec22021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-0080020900-5688f54205e1eea312ab2021-09-22View Spectrum
NMRNot Available
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
Food Biomarker OntologyNot Available
VMH 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
Processing...
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