Showing metabocard for PE(P-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (BMDB0011420)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:18:11 UTC
Update Date2020-06-04 20:50:31 UTC
MCDB ID BMDB0011420
Secondary Accession Numbers
  • BMDB11420
Metabolite Identification
Common NamePE(P-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z))
DescriptionPE(P-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) belongs to the class of organic compounds known as 1-(1z-alkenyl),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 1Z-alkenyl chain attached through an ether linkage at the O1-position. PE(P-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is possibly soluble (in water) and a very strong basic compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2-Aminoethoxy)[(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxy]phosphinateHMDB
1-(1Z,11Z-Octadecadienyl)-2-eicosapentaenoyl-gpeHMDB
1-(1Z,11Z-Octadecadienyl)-2-eicosapentaenoyl-sn-glycero-3-phosphoethanolamineHMDB
1-(1Z,11Z-Octadecadienyl)-2-eicosapentaenoyl-sn-glycero-phosphatidylethanolamineHMDB
GPE(18:2/20:5)HMDB
GPE(38:7)HMDB
GPE(O-18:2(1Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPE(O-18:2(1Z,11Z)/20:5n3)HMDB
GPE(O-18:2(1Z,11Z)/20:5W3)HMDB
GPE(p-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPE(p-18:1(11Z)/20:5n3)HMDB
GPE(p-18:1(11Z)/20:5W3)HMDB
GPEtn(18:2/20:5)HMDB
GPEtn(38:7)HMDB
GPEtn(O-18:2(1Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPEtn(O-18:2(1Z,11Z)/20:5n3)HMDB
GPEtn(O-18:2(1Z,11Z)/20:5W3)HMDB
GPEtn(p-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPEtn(p-18:1(11Z)/20:5n3)HMDB
GPEtn(p-18:1(11Z)/20:5W3)HMDB
PE(18:2/20:5)HMDB
PE(38:7)HMDB
PE(O-18:2(1Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
PE(O-18:2(1Z,11Z)/20:5N3)HMDB
PE(O-18:2(1Z,11Z)/20:5W3)HMDB
PE(P-18:1(11Z)/20:5N3)HMDB
PE(P-18:1(11Z)/20:5W3)HMDB
Phosphatidylethanolamine(18:2/20:5)HMDB
Phosphatidylethanolamine(38:7)HMDB
Phosphatidylethanolamine(O-18:2(1Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
Phosphatidylethanolamine(O-18:2(1Z,11Z)/20:5n3)HMDB
Phosphatidylethanolamine(O-18:2(1Z,11Z)/20:5W3)HMDB
Phosphatidylethanolamine(p-18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
Phosphatidylethanolamine(p-18:1(11Z)/20:5n3)HMDB
Phosphatidylethanolamine(p-18:1(11Z)/20:5W3)HMDB
Chemical FormulaC43H74NO7P
Average Molecular Weight748.0239
Monoisotopic Molecular Weight747.520290239
IUPAC Name(2-aminoethoxy)[(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](CO\C=C/CCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C43H74NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(45)51-42(41-50-52(46,47)49-39-37-44)40-48-38-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19,22,24,28,30,35,38,42H,3-4,6,8-10,12,15,18,20-21,23,25-27,29,31-34,36-37,39-41,44H2,1-2H3,(H,46,47)/b7-5-,13-11-,16-14-,19-17-,24-22-,30-28-,38-35-/t42-/m1/s1
InChI KeyRDLRIZLZWSNORN-FSOAWXQVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-(1z-alkenyl),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 1Z-alkenyl chain attached through an ether linkage at the O1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct Parent1-(1Z-alkenyl),2-acylglycerophosphoethanolamines
Alternative Parents
Substituents
  • 1-(1z-alkenyl),2-acylglycerophosphoethanolamine
  • Glycerol vinyl ether
  • Phosphoethanolamine
  • Fatty acid ester
  • Dialkyl phosphate
  • Fatty acyl
  • Alkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary amine
  • Primary aliphatic amine
  • Organic oxygen compound
  • Amine
  • Carbonyl group
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.97ALOGPS
logP11.34ChemAxon
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 Count38ChemAxon
Refractivity225.65 m³·mol⁻¹ChemAxon
Polarizability87.99 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9021100200-7ac23768785e8ae5ab112016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9021001000-528865017f3115ad299d2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9054011000-5dc5a3edbe57b6fa9fb42016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udm-2384701900-0845fc49fbfde05c89e42016-08-04View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-9661300100-03bc9e9b753e821010312016-08-04View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9110000000-bc94ff42a3537e49f3e32016-08-04View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-3300000900-7ae0dd7d06ff567a2ef92021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00l5-4791800300-fb28d1d1d5a62db7f2dd2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-7911100000-adf716e5ab92330ea23f2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-3000007900-d5a619ba6988cb546ee92021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-5000019200-fdc092b14ceb5fa4e27b2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-3962211000-88b96f3742975ef6559f2021-09-22View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified106 uM details
HMDB IDHMDB0011420
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005556
KNApSAcK IDNot Available
Chemspider ID24769304
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480880
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Bitman J, Wood DL: Changes in milk fat phospholipids during lactation. J Dairy Sci. 1990 May;73(5):1208-16. doi: 10.3168/jds.S0022-0302(90)78784-X. [PubMed:2365882 ]