Showing metabocard for PE(P-16:0e/18:1(9Z)) (BMDB0011157)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:13:48 UTC
Update Date2020-04-22 15:42:59 UTC
BMDB IDBMDB0011157
Secondary Accession Numbers
  • BMDB11157
Metabolite Identification
Common NamePE(P-16:0e/18:1(9Z))
DescriptionPE(O-16:0/18:1(9Z)), also known as gpe(16:0/18:1) or gpe(34:1), belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. Thus, PE(O-16:0/18:1(9Z)) is considered to be a glycerophosphoethanolamine lipid molecule. PE(O-16:0/18:1(9Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(9Z-Octadecanoyl)-1-hexadecyl-sn-glycero-3-phosphoethanolamineHMDB
1-Hexadecyl-2-oleoyl-sn-glycero-3-phosphoethanolamineHMDB
1-Hexadecyl-2-oleoyl-sn-glycero-phosphatidylethanolamineHMDB
GPE(16:0/18:1)HMDB
GPE(16:0/18:1n9)HMDB
GPE(16:0/18:1W9)HMDB
GPE(34:1)HMDB
GPE(O-16:0/18:1(9Z))HMDB
GPEtn(16:0/18:1)HMDB
GPEtn(16:0/18:1n9)HMDB
GPEtn(16:0/18:1W9)HMDB
GPEtn(34:1)HMDB
GPEtn(O-16:0/18:1(9Z))HMDB
PE(16:0/18:1)HMDB
PE(16:0/18:1N9)HMDB
PE(16:0/18:1W9)HMDB
PE(34:1)HMDB
Phosphatidylethanolamine(16:0/18:1)HMDB
Phosphatidylethanolamine(16:0/18:1n9)HMDB
Phosphatidylethanolamine(16:0/18:1W9)HMDB
Phosphatidylethanolamine(34:1)HMDB
Phosphatidylethanolamine(O-16:0/18:1(9Z))HMDB
Chemical FormulaC39H78NO7P
Average Molecular Weight704.0129
Monoisotopic Molecular Weight703.551590367
IUPAC Name(2-aminoethoxy)[(2R)-3-(hexadecyloxy)-2-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy((2R)-3-(hexadecyloxy)-2-[(9Z)-octadec-9-enoyloxy]propoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C39H78NO7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-39(41)47-38(37-46-48(42,43)45-35-33-40)36-44-34-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,38H,3-16,18,20-37,40H2,1-2H3,(H,42,43)/b19-17-/t38-/m1/s1
InChI KeyJJGMGPGKWYLISM-NPBIGWJUSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct Parent1-alkyl,2-acylglycerophosphoethanolamines
Alternative Parents
Substituents
  • 1-alkyl,2-acylglycerophosphoethanolamine
  • Phosphoethanolamine
  • Fatty acid ester
  • Dialkyl phosphate
  • Glycerol ether
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Fatty acyl
  • Alkyl phosphate
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Dialkyl ether
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Carbonyl group
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Primary amine
  • 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
logP8.92ALOGPS
logP11.36ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area117.31 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity201.57 m³·mol⁻¹ChemAxon
Polarizability88.39 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, Positivesplash10-0udi-3100033900-35b036130c9c1b8d7760View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9100085000-1556257950b7d1495ac7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-2923100000-9ebef1dd90f665f5c70dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2400001900-bf57f5693133b450b713View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uml-5631921600-38ddae57383ca181a849View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9631000000-a7f821002b773de2a2efView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0011157
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027932
KNApSAcK IDNot Available
Chemspider ID24769220
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42607455
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available