Showing metabocard for PE(18:2(9Z,12Z)/18:2(9Z,12Z)) (BMDB0009093)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-10-03 17:35:36 UTC
Update Date2020-05-21 16:28:15 UTC
BMDB IDBMDB0009093
Secondary Accession Numbers
  • BMDB09093
Metabolite Identification
Common NamePE(18:2(9Z,12Z)/18:2(9Z,12Z))
DescriptionPE(18:2(9Z,12Z)/18:2(9Z,12Z)), also known as GPEtn(18:2/18:2) or pe(18:2(9z,12z)/18:2(9z,12z)), 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. Thus, PE(18:2(9Z,12Z)/18:2(9Z,12Z)) is considered to be a glycerophosphoethanolamine lipid molecule. PE(18:2(9Z,12Z)/18:2(9Z,12Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PE(18:2(9Z,12Z)/18:2(9Z,12Z)) participates in a number of enzymatic reactions, within cattle. In particular, Cytidine monophosphate and PE(18:2(9Z,12Z)/18:2(9Z,12Z)) can be biosynthesized from CDP-ethanolamine and DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Furthermore, PE(18:2(9Z,12Z)/18:2(9Z,12Z)) can be biosynthesized from PS(18:2(9Z,12Z)/18:2(9Z,12Z)); which is mediated by the enzyme phosphatidylserine decarboxylase. Furthermore, PE(18:2(9Z,12Z)/18:2(9Z,12Z)) can be biosynthesized from PS(18:2(9Z,12Z)/18:2(9Z,12Z)); which is catalyzed by the enzyme phosphatidylserine decarboxylase. Finally, Cytidine monophosphate and PE(18:2(9Z,12Z)/18:2(9Z,12Z)) can be biosynthesized from CDP-ethanolamine and DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. In cattle, PE(18:2(9Z,12Z)/18:2(9Z,12Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(18:2(9Z,12Z)/18:2(9Z,12Z)) pathway and phosphatidylethanolamine biosynthesis pe(18:2(9Z,12Z)/18:2(9Z,12Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2-Di-linoleoyl-sn-glycero-3-phosphoethanolamineChEBI
GPEtn(18:2/18:2)ChEBI
GPEtn(18:2n6/18:2n6)ChEBI
GPEtn(18:2W6/18:2W6)ChEBI
PE(18:2/18:2)ChEBI
Phophatidylethanolamine(18:2/18:2)ChEBI
Phophatidylethanolamine(18:2n6/18:2n6)ChEBI
Phophatidylethanolamine(18:2W6/18:2W6)ChEBI
Phophatidylethanolamine(36:4)HMDB
GPEtn(36:4)HMDB
PE(36:4)HMDB
1,2-Dilinoleoyl-rac-glycero-3-phosphoethanolamineHMDB
1,2-Di(9Z,12Z-octadecadienoyl)-rac-glycero-3-phosphoethanolamineHMDB
1,2-Dilinoleoyl-gpeHMDB
PE(18:2(9Z,12Z)/18:2(9Z,12Z))Lipid Annotator
Chemical FormulaC41H74NO8P
Average Molecular Weight740.0019
Monoisotopic Molecular Weight739.515204861
IUPAC Name(2-aminoethoxy)[(2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy((2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C41H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,39H,3-10,15-16,21-38,42H2,1-2H3,(H,45,46)/b13-11-,14-12-,19-17-,20-18-/t39-/m1/s1
InChI KeySSCDRSKJTAQNNB-DWEQTYCFSA-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
logP8.52ALOGPS
logP10.78ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area134.38 ŲChemAxon
Rotatable Bond Count39ChemAxon
Refractivity213.87 m³·mol⁻¹ChemAxon
Polarizability87.82 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 (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9020200200-1c152b13698f111b49f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9021102000-f3f46f3d1efb371a3368View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9035032000-309c5e429f829599b9f9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-1190301300-2dcaa6d8f0ea7bc75d40View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-6390200000-e9ef8b790c91543c220cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01t9-9110000000-12c7a89d469f64287c7fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000010900-430baf43f79ec38a2862View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0005-0001390700-ce16954776313468d7edView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0001390300-8fb015622eee3fa00507View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0010000900-cb6ce517a8f00cd30e6dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0010000900-cb6ce517a8f00cd30e6dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004r-0390300600-632c9f11347262c60e24View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000001900-e8c336bb746e73b15694View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000001900-3c0250af56fb910b1448View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-0100101900-084d4a1a1f182cea8c67View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Brain
  • Placenta
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
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0009093
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB026283
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9546812
PDB IDNot Available
ChEBI ID84846
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(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) → Cytidine monophosphate + PE(18:2(9Z,12Z)/18:2(9Z,12Z))details
Enzyme Details
2. Phosphatidylserine decarboxylase proenzyme, mitochondrial
General function:
Not Available
Specific function:
Catalyzes the formation of phosphatidylethanolamine (PtdEtn) from phosphatidylserine (PtdSer). Plays a central role in phospholipid metabolism and in the interorganelle trafficking of phosphatidylserine.
Gene Name:
PISD
Uniprot ID:
Q58DH2
Molecular weight:
47244.0
Reactions
PS(18:2(9Z,12Z)/18:2(9Z,12Z)) → PE(18:2(9Z,12Z)/18:2(9Z,12Z)) + Carbon dioxidedetails