Showing metabocard for PC(20:0/20:0) (BMDB0008274)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 17:17:36 UTC
Update Date2020-05-20 23:08:44 UTC
BMDB IDBMDB0008274
Secondary Accession Numbers
  • BMDB08274
Metabolite Identification
Common NamePC(20:0/20:0)
DescriptionPC(20:0/20:0), also known as pc(20:0/20:0) or pc(20:0/20:0), 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(20:0/20:0) is considered to be a glycerophosphocholine lipid molecule. PC(20:0/20:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(20:0/20:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(20:0/20:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(20:0/20:0) through its interaction with the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(20:0/20:0) can be biosynthesized from CDP-choline and DG(20:0/20:0/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PC(20:0/20:0) and L-serine can be converted into choline and PS(20:0/20:0); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(20:0/20:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(20:0/20:0) pathway and phosphatidylethanolamine biosynthesis pe(20:0/20:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GPCho(20:0/20:0)Lipid Annotator, HMDB
GPCho(40:0)Lipid Annotator, HMDB
PC(40:0)Lipid Annotator, HMDB
PC(20:0/20:0)Lipid Annotator
LecithinLipid Annotator, HMDB
Phosphatidylcholine(20:0/20:0)Lipid Annotator, HMDB
Phosphatidylcholine(40:0)Lipid Annotator, HMDB
1,2-dieicosanoyl-rac-glycero-3-phosphocholineLipid Annotator, HMDB
1,2-diarachidonyl-rac-glycero-3-phosphocholineLipid Annotator, HMDB
Chemical FormulaC48H96NO8P
Average Molecular Weight846.2515
Monoisotopic Molecular Weight845.687355565
IUPAC Name(2-{[(2R)-2,3-bis(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2,3-bis(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C48H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h46H,6-45H2,1-5H3/t46-/m1/s1
InChI KeyYKIOPDIXYAUOFN-YACUFSJGSA-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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.37ALOGPS
logP11.67ChemAxon
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 Count48ChemAxon
Refractivity252.67 m³·mol⁻¹ChemAxon
Polarizability108.31 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 35V, positivesplash10-0002-0300000090-eaf70710d09b7c295ce6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 38V, positivesplash10-000t-0500000090-49287a922168d4ed55ecView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 50V, positivesplash10-001i-0900000010-596dc6dd37aaa5469668View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 55V, positivesplash10-001i-0900000000-5e13dbd02433608edfdaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 84V, positivesplash10-001i-0900000000-8a5bfa1bf59cbc85c298View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 113V, positivesplash10-001i-3900000000-2058169475c4cf2e6dc2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 142V, positivesplash10-0080-7900000000-4a52e6d837ae13bac2bbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 186V, positivesplash10-0079-9600000000-0543b7f3195f941d1becView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 228V, positivesplash10-007a-9400000000-6de73bdeaa39c4e84525View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 270V, positivesplash10-0072-9200000000-d87dadfb6af184c55473View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 59V, positivesplash10-0ue9-0000092010-0aed9a4246027f5c492eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000090-3f87fd1195050514751fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000t-0600000090-41f3acbe8cfeb017edf7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900021120-6d5187bdeb04d8c9aabcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000000090-dd1722f33195de456789View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0001000090-d8ff89978b0cc765c4fdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03f0-0009000090-94c7cd9c1b4a4b62f140View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000090-48ab5330706d7852d5e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0000000090-f83f4d4b29864847d88aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-0900139030-af72d81e5f2e9fccefa3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000090-a2c04203b149c65f29f0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000t-0600000090-0b885db3f883ee9b5aa2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900021120-ae55d501925127094c2eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000090-d80a2895cf61f7b26457View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ox-0019001260-c96a65a4d2d9d80df8daView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0008274
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB025464
KNApSAcK IDNot Available
Chemspider ID18879817
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound22880141
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available