Showing metabocard for PE(18:1(11Z)/22:2(13Z,16Z)) (BMDB0009041)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 17:34:34 UTC
Update Date2020-05-21 16:26:30 UTC
BMDB IDBMDB0009041
Secondary Accession Numbers
  • BMDB09041
Metabolite Identification
Common NamePE(18:1(11Z)/22:2(13Z,16Z))
DescriptionPE(18:1(11Z)/22:2(13Z,16Z)), also known as pe(18:1(11z)/22:2(13z,16z)) or GPEtn(18:1/22:2), 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(18:1(11Z)/22:2(13Z,16Z)) is possibly soluble (in water) and a very strong basic compound (based on its pKa). PE(18:1(11Z)/22:2(13Z,16Z)) participates in a number of enzymatic reactions, within cattle. In particular, Cytidine monophosphate and PE(18:1(11Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-ethanolamine and DG(18:1(11Z)/22:2(13Z,16Z)/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Furthermore, PE(18:1(11Z)/22:2(13Z,16Z)) can be biosynthesized from PS(18:1(11Z)/22:2(13Z,16Z)) through its interaction with the enzyme phosphatidylserine decarboxylase. Furthermore, PE(18:1(11Z)/22:2(13Z,16Z)) can be biosynthesized from PS(18:1(11Z)/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylserine decarboxylase. Finally, Cytidine monophosphate and PE(18:1(11Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-ethanolamine and DG(18:1(11Z)/22:2(13Z,16Z)/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In cattle, PE(18:1(11Z)/22:2(13Z,16Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(18:1(11Z)/22:2(13Z,16Z)) pathway and phosphatidylethanolamine biosynthesis pe(18:1(11Z)/22:2(13Z,16Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Vaccenoyl-2-docosadienoyl-sn-glycero-3-phosphoethanolamineChEBI
GPEtn(18:1(11Z)/22:2(13Z,16Z))ChEBI
GPEtn(18:1/22:2)ChEBI
GPEtn(40:3)ChEBI
PE(18:1/22:2)ChEBI
PE(18:1OMEGA7/22:2OMEGA6)ChEBI
PE(40:3)ChEBI
Phosphatidylethanolamine(18:1(11Z)/22:2(13Z,16Z))ChEBI
Phosphatidylethanolamine(18:1/22:2)ChEBI
Phosphatidylethanolamine(18:1omega7/22:2omega6)ChEBI
Phosphatidylethanolamine(40:3)ChEBI
Phophatidylethanolamine(18:1/22:2)HMDB
Phophatidylethanolamine(40:3)HMDB
1-(11Z-Octadecenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phosphoethanolamineHMDB
PE(18:1(11Z)/22:2(13Z,16Z))Lipid Annotator, ChEBI
Chemical FormulaC45H84NO8P
Average Molecular Weight798.1241
Monoisotopic Molecular Weight797.593455181
IUPAC Name(2-aminoethoxy)[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(11Z)-octadec-11-enoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(11Z)-octadec-11-enoyloxy]propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C45H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13-14,16-17,19,43H,3-10,12,15,18,20-42,46H2,1-2H3,(H,49,50)/b13-11-,16-14-,19-17-/t43-/m1/s1
InChI KeyCYQKHPZVMRGJPJ-PLUDNLSZSA-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 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
logP9.37ALOGPS
logP12.92ChemAxon
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 Count44ChemAxon
Refractivity231.16 m³·mol⁻¹ChemAxon
Polarizability98.86 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, Negativesplash10-0002-0011000900-00764080e639ae944568View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0011000900-00764080e639ae944568View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001s-0399330600-5bde75a763e65c440331View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000001900-d2a235f0b22fcb6fa87eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5a-0003339700-c60df6f69eae0dd2198eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-0003339300-77b805b5e4719c356254View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000001090-ea72cac65d3a3984b907View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00fr-0000002290-6f6f7699629785f04402View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0100301910-3a1a124554ca6214ba60View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0011000900-1ff30940812b1ba327d7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0011000900-1ff30940812b1ba327d7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001s-0399330600-6be30b881227d010e90dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000001900-05ba6e1bbca4ceb58d0cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a5a-0003339700-4eb0b64934a817734c22View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-0003339300-33e2480af7bd76dde56dView 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 IDHMDB0009041
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 Compound53479639
PDB IDNot Available
ChEBI ID74487
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(18:1(11Z)/22:2(13Z,16Z)/0:0) → Cytidine monophosphate + PE(18:1(11Z)/22:2(13Z,16Z))details