Showing metabocard for PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) (BMDB0009607)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 17:46:23 UTC
Update Date2020-05-21 16:26:50 UTC
BMDB IDBMDB0009607
Secondary Accession Numbers
  • BMDB09607
Metabolite Identification
Common NamePE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z))
DescriptionPE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)), also known as pe(22:4(7z,10z,13z,16z)/24:1(15z)) or GPEtn(22:4/24:1), belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) is possibly soluble (in water) and a very strong basic compound (based on its pKa). PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) participates in a number of enzymatic reactions, within cattle. In particular, PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) can be biosynthesized from PS(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)); which is catalyzed by the enzyme phosphatidylserine decarboxylase. Furthermore, Cytidine monophosphate and PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) can be biosynthesized from CDP-ethanolamine and DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Furthermore, Cytidine monophosphate and PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) can be biosynthesized from CDP-ethanolamine and DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) can be biosynthesized from PS(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) through its interaction with the enzyme phosphatidylserine decarboxylase. In cattle, PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) is involved in a couple of metabolic pathways, which include phosphatidylethanolamine biosynthesis pe(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) pathway and phosphatidylcholine biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Phophatidylethanolamine(22:4/24:1)HMDB
Phophatidylethanolamine(46:5)HMDB
GPEtn(22:4/24:1)HMDB
1-Adrenoyl-2-nervonoyl-sn-glycero-3-phosphoethanolamineHMDB
PE(22:4/24:1)HMDB
PE(46:5)HMDB
1-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-2-(15Z-tetracosanoyl)-sn-glycero-3-phosphoethanolamineHMDB
GPEtn(46:5)HMDB
PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z))Lipid Annotator
Chemical FormulaC51H92NO8P
Average Molecular Weight878.2518
Monoisotopic Molecular Weight877.656055437
IUPAC Name(2-aminoethoxy)[(2R)-3-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-2-[(15Z)-tetracos-15-enoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-3-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-2-[(15Z)-tetracos-15-enoyloxy]propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C51H92NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-51(54)60-49(48-59-61(55,56)58-46-45-52)47-57-50(53)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,25,27,31,33,49H,3-11,13,15-16,21-24,26,28-30,32,34-48,52H2,1-2H3,(H,55,56)/b14-12-,19-17-,20-18-,27-25-,33-31-/t49-/m1/s1
InChI KeyMSURVKPCUJNUEQ-KVIGXPJASA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct ParentPhosphatidylethanolamines
Alternative Parents
Substituents
  • Diacylglycero-3-phosphoethanolamine
  • Phosphoethanolamine
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Primary amine
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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
logP9.86ALOGPS
logP14.87ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area134.38 ŲChemAxon
Rotatable Bond Count48ChemAxon
Refractivity261 m³·mol⁻¹ChemAxon
Polarizability107.86 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0003000090-0668ce4a1cf4205f4fffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0003000090-0668ce4a1cf4205f4fffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0189-0109030030-e8faa7612e983f2eb325View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000190-91dd7e85ce6a54d9e62aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002r-0001160970-38c3351b89923ddd1322View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0001160930-242d2dd0d44f06049eb1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000109-662596d262202bd51d8bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zfr-0000000229-c43ea224a0f222e9b023View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0100110191-7a380220bedb3d6c24b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000190-ba63b1c5c7c7e72b782cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002r-0001160970-0394263d064e7cb70680View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0001160930-bbb4cd889945bc27a57eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0003000090-25b60180236fc16e06f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0003000090-25b60180236fc16e06f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0189-0109030030-27b184ae42c2fe9d4ecbView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Brain
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0009607
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53479904
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Ethanolaminephosphotransferase 1
General function:
Involved in ethanolaminephosphotransferase activity
Specific function:
Catalyzes phosphatidylethanolamine biosynthesis from CDP-ethanolamine. It thereby plays a central role in the formation and maintenance of vesicular membranes. Involved in the foramtion of phosphatidylethanolamine via 'Kennedy' pathway (By similarity).
Gene Name:
SELENOI
Uniprot ID:
Q17QM4
Molecular weight:
45214.0
Reactions
CDP-Ethanolamine + DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) → Cytidine monophosphate + PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z))details