PC(22:0/22:0) (CHEM037865)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 11:27:03 UTC
Update Date2016-11-09 01:21:46 UTC
Accession NumberCHEM037865
Identification
Common NamePC(22:0/22:0)
ClassSmall Molecule
DescriptionPC(22:0/22:0), also known as pc(22:0/22:0) or pc(22:0/22:0), 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. Thus, PC(22:0/22:0) is considered to be a glycerophosphocholine lipid molecule. PC(22:0/22:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(22:0/22:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(22:0/22:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(22:0/22:0) through the action of the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(22:0/22:0) can be biosynthesized from CDP-choline and DG(22:0/22:0/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(22:0/22:0) and L-serine can be converted into choline and PS(22:0/22:0) through the action of the enzyme phosphatidylserine synthase. In cattle, PC(22:0/22:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(22:0/22:0) pathway and phosphatidylethanolamine biosynthesis pe(22:0/22:0) pathway.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Phosphatidylcholine(44:0)Lipid Annotator, HMDB
GPCho(44:0)Lipid Annotator, HMDB
Phosphatidylcholine(22:0/22:0)Lipid Annotator, HMDB
PC(44:0)Lipid Annotator, HMDB
LecithinLipid Annotator, HMDB
GPCho(22:0/22:0)Lipid Annotator, HMDB
1,2-dibehenoyl-rac-glycero-3-phosphocholineLipid Annotator, HMDB
1,2-didocosanoyl-rac-glycero-3-phosphocholineLipid Annotator, HMDB
PC(22:0/22:0)Lipid Annotator
Chemical FormulaC52H104NO8P
Average Molecular Mass902.358 g/mol
Monoisotopic Mass901.750 g/mol
CAS Registry NumberNot Available
IUPAC Name(2-{[(2R)-2,3-bis(docosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2,3-bis(docosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
SMILES[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC
InChI IdentifierInChI=1S/C52H104NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h50H,6-49H2,1-5H3/t50-/m1/s1
InChI KeyHRTBOPUWPUXROO-VCZQVZGSSA-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 Solubility1.7e-05 g/LALOGPS
logP6.86ALOGPS
logP13.45ChemAxon
logS-7.7ALOGPS
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 Count52ChemAxon
Refractivity271.08 m³·mol⁻¹ChemAxon
Polarizability116.86 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 39V, positivesplash10-0udi-0200000009-9134a60fce10dece534aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 57V, positivesplash10-001i-0900000001-4dae79f33b1b86e97fe5Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 86V, positivesplash10-001i-0900000000-49beed0c38a396958914Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 115V, positivesplash10-001i-1900000000-3004182194075fa1f8e1Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 146V, positivesplash10-001r-4900000000-85a434de0d18515f9715Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 189V, positivesplash10-0079-9800000000-510c2fd2bb23f79d8c59Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 232V, positivesplash10-0079-9500000000-3070e33286d9a9a5d28cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 277V, positivesplash10-00ds-9400000000-6ce6af778267d263e895Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 321V, positivesplash10-0072-9200000000-4b207be589c6b74f84eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000009-063c6177dd72bd3d6340Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-0600000009-1d7bb145a234ede8f19cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900020121-6b5a3faf04a1b7a81fb9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000009-454318b9a27d7e972307Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f79-0009000115-6eb412ff408ecc355dacSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-2009200100-8befbdc19be1106d83ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000000009-1228be42588be50d3aceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0001000009-a9640f0b1fe218578da6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0009000009-c9862b4147bb29e8bcc1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000009-37b2cc13819ecd4a8edaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-0600000009-903988a30f603ab106e0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900020121-8a2033b3552eed9c1231Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000009-612066ae130dd64e58aaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000019-52b07d396902658b722dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0008-0900031911-142d3c8d8e593d7e4514Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000000009-d4055ba6ec30f755bdc7Spectrum
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 IDHMDB0008545
FooDB IDFDB025735
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID19341427
ChEBI IDNot Available
PubChem Compound ID21308787
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available