Showing metabocard for PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) (BMDB0009437)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 17:42:47 UTC
Update Date2020-05-21 16:26:45 UTC
BMDB IDBMDB0009437
Secondary Accession Numbers
  • BMDB09437
Metabolite Identification
Common NamePE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z))
DescriptionPE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)), also known as GPEtn(20:4/22:2) or pe(20:4(8z,11z,14z,17z)/22:2(13z,16z)), 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(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) is possibly soluble (in water) and a very strong basic compound (based on its pKa). PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) participates in a number of enzymatic reactions, within cattle. In particular, PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) can be biosynthesized from PS(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylserine decarboxylase. Furthermore, Cytidine monophosphate and PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-ethanolamine and DG(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Furthermore, Cytidine monophosphate and PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-ethanolamine and DG(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) can be biosynthesized from PS(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylserine decarboxylase. In cattle, PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) is involved in a couple of metabolic pathways, which include phosphatidylethanolamine biosynthesis pe(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) pathway and phosphatidylcholine biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GPEtn(20:4/22:2)HMDB
Phophatidylethanolamine(42:6)HMDB
GPEtn(42:6)HMDB
PE(42:6)HMDB
PE(20:4/22:2)HMDB
1-Eicsoatetraenoyl-2-docosadienoyl-sn-glycero-3-phosphoethanolamineHMDB
1-(8Z,11Z,14Z,17Z-Eicosapentaenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phosphoethanolamineHMDB
Phophatidylethanolamine(20:4/22:2)HMDB
PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z))Lipid Annotator
Chemical FormulaC47H82NO8P
Average Molecular Weight820.1296
Monoisotopic Molecular Weight819.577805117
IUPAC Name(2-aminoethoxy)[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C47H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h6,8,11-14,17-20,25,27,45H,3-5,7,9-10,15-16,21-24,26,28-44,48H2,1-2H3,(H,51,52)/b8-6-,13-11-,14-12-,19-17-,20-18-,27-25-/t45-/m1/s1
InChI KeyFFVDWUOOKSRAKO-HTOUQHFMSA-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
logP9.2ALOGPS
logP12.73ChemAxon
logS-7.2ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area134.38 ŲChemAxon
Rotatable Bond Count43ChemAxon
Refractivity243.71 m³·mol⁻¹ChemAxon
Polarizability98.28 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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0003000090-94164d8a6a9263f2a1beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0003000090-94164d8a6a9263f2a1beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uy0-0109020030-240540efae44c320ddf1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000001090-7719091303a1654047e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00b9-0003149070-13ef0f0f232781404018View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0003149030-224d61713298f6e8706eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000001090-f585f6a5b5bd99b753dfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00b9-0003149070-2705cee8ee543f50eabfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0003149030-10fed3a7a3b538160032View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0003000090-b5763380922ccee47b45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0003000090-b5763380922ccee47b45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uy0-0109020030-b35e20325501548ea40cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000190-262b9d0437e0cc18f706View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000000490-b5fa4c912cce2c6b5c8eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0100200910-b57a3941a012d064ca62View 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 IDHMDB0009437
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB026627
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53479821
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(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)/0:0) → Cytidine monophosphate + PE(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z))details