Showing metabocard for PC(22:0/16:0) (LMDB01185)

IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-03-18 19:05:51 UTC
Update Date2021-04-30 20:57:46 UTC
LmdbLMDB01185
Secondary Accession NumbersNone
Metabolite Identification
Common NamePC(22:0/16:0)
DescriptionPC(22:0/16:0) 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(22:0/16:0), in particular, consists of one docosanoyl chain to the C-1 atom, and one hexadecanoyl to the C-2 atom. 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.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Behenoyl-2-palmitoyl-sn-glycero-3-phosphocholineChEBI
GPCho(22:0/16:0)ChEBI
Phosphatidylcholine(22:0/16:0)ChEBI
PC(38:0)HMDB
LecithinHMDB
GPCho(38:0)HMDB
1-Docosanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholineHMDB
Phosphatidylcholine(38:0)HMDB
PC(22:0/16:0)Lipid Annotator
Chemical FormulaNot Available
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC Name(2-{[(2R)-3-(docosanoyloxy)-2-(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-(docosanoyloxy)-2-(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
InChI Identifier
Not Available
InChI KeyNot Available
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
Ontology
StatusDetected and Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.14ALOGPS
logP10.78ChemAxon
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 Count46ChemAxon
Refractivity243.47 m³·mol⁻¹ChemAxon
Polarizability104.1 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9064131140-8919fcd59dda74c7d442Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0080-5396011010-552fba795cff87192897Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0019-9076004300-65b51e00beef98f9ece6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00ri-0049000040-f76723c5dd31be7bcf81Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0039000100-b48f4b1898670b96d6b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-5096100000-e633fa540ce19513393eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000090-e6f7d8db426f55091d73Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000190-96494445c96bdd74b3a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00l6-0200498220-c4b43b6463d0c99b1c53Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000090-365911e721a76ffee000Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-0600000090-022d21ba75bc81c0ceedSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900221120-20209e4e19c610a1a583Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000090-ab8d71844e7212b94b6aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0670-1076002390-5f86d3dcc921be04db39Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-3196200000-c9ada96f4bfe5024443eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000090-58f1a7da20ee8f926b70Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000000190-44eaa526f0e6d96d492bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4k-0700159110-0688430e5bb05097b367Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-19973eb720afe4f7d087Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0011000090-41a5e00dbc6cfb991e8eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-14ii-0099000090-b0e3fdf479d235a3dabaSpectrum
Biological Properties
Cellular LocationsNot Available
Biofluid Locations and Tissue Locations
  • Serum
Concentrations
BiofluidStatusValueConditionSpeciesReferenceDetails
SerumDetected and Quantified1.3015 +/- 0.4106 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.0292 +/- 0.2058 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.1189 +/- 0.2512 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.3025 +/- 0.5561 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.0878 +/- 0.2744 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.2023 +/- 0.3916 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.1788 +/- 0.3978 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.0563 +/- 0.2479 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.3514 +/- 0.6565 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.2709 +/- 0.4489 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.2027 +/- 0.5534 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified1.1126 +/- 0.4134 uM
Normal		Ovine
    • Goldansaz et al.,...
 details
SerumDetected and Quantified0.53 +/- 0.23 uMNot AvailableOvine
    • Candidate serum m...
 details
DrugBank IDNot Available
HMDB IDHMDB0008528
FooDB IDFDB025718
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 ID86164
PubChem Compound ID52923443
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available