Showing metabocard for PE-NMe(16:0/16:0) (BMDB0010567)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 18:09:24 UTC
Update Date2020-05-21 16:26:16 UTC
BMDB IDBMDB0010567
Secondary Accession Numbers
  • BMDB10567
Metabolite Identification
Common NamePE-NMe(16:0/16:0)
DescriptionPE-NMe(16:0/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/16:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
alpha-Monomethyl dipalmitoylphosphatidylethanolamineMeSH, HMDB
DP(Me)peMeSH, HMDB
Chemical FormulaC38H76NO8P
Average Molecular Weight705.9857
Monoisotopic Molecular Weight705.530854925
IUPAC Name[(2R)-2,3-bis(hexadecanoyloxy)propoxy][2-(methylamino)ethoxy]phosphinic acid
Traditional Name(2R)-2,3-bis(hexadecanoyloxy)propoxy(2-(methylamino)ethoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C38H76NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h36,39H,4-35H2,1-3H3,(H,42,43)/t36-/m1/s1
InChI KeyQSBINWBNXWAVAK-PSXMRANNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as monomethylphosphatidylethanolamines. These are lipids with a structure containing a glycerol moiety linked at its terminal C3 atom to a N-methylphosphoethanolamine group, and at its C1 and C2 terminal atoms by an acyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct ParentMonomethylphosphatidylethanolamines
Alternative Parents
Substituents
  • Monomethylphosphatidylethanolamine
  • 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
  • Secondary amine
  • Secondary aliphatic amine
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • 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
logP8.49ALOGPS
logP10.67ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)10.05ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area120.39 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity195.78 m³·mol⁻¹ChemAxon
Polarizability87.08 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 19V, positivesplash10-0a4i-0000000900-74c2a17ee8a050244ddcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 29V, positivesplash10-0pcr-0900040800-bb740f8bad5a5460c3f3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 39V, positivesplash10-001i-0900020000-49fdf2cdcd5934eecb86View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 49V, positivesplash10-001i-0900010000-ce07173cbdabd0e61e55View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 59V, positivesplash10-001i-1900000000-20558dd32e9159240195View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 69V, positivesplash10-001i-2900000000-bffb08a2a4b82beaf9faView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 79V, positivesplash10-001i-4900000000-3c72adb95f307ff4be81View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 88V, positivesplash10-001i-5900000000-cd5c9357aa87d362401dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 98V, positivesplash10-001r-6900000000-ee4e2718fe9bacbf0472View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 118V, positivesplash10-0080-9800000000-5a547a7b9809b548df52View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 148V, positivesplash10-00dr-9500000000-8506b810ea7e72583167View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 179V, positivesplash10-00ds-9300000000-25c7b2e63cfd7905315cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 218V, positivesplash10-006t-9100000000-ae107bb2588527e60143View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 258V, positivesplash10-0002-9000000000-840e349154b0295fc31aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 318V, positivesplash10-0002-9000000000-2feda801a4c3a2415708View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 49V, positivesplash10-0udi-0000090000-6930912891e0cd057b6fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 49V, positivesplash10-000i-0090000000-65ff9dc5edb4eeddcda1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 49V, positivesplash10-0udi-0003900000-178054f64762dc8354ccView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 49V, positivesplash10-004i-0009000000-6f902c70c19ad125df4bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0200002900-adf715e3083e3f27c0c7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-6971611400-26749e0749105a9236c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-9630000000-5955ed9f8814d401e667View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3100022900-9369004f3acb044a439aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9200053000-e40d1ce4f547db7c4c4bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-6920000000-4ddeb632bd677fafbe4fView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0010567
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027717
KNApSAcK IDNot Available
Chemspider ID7825981
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9547031
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Phosphatidylethanolamine N-methyltransferase
General function:
Involved in phosphatidylethanolamine N-methyltransferas
Specific function:
Catalyzes the three sequential steps of the methylation pathway of phosphatidylcholine biosynthesis, the SAM-dependent methylation of phosphatidylethanolamine (PE) to phosphatidylmonomethylethanolamine (PMME), PMME to phosphatidyldimethylethanolamine (PDME), and PDME to phosphatidylcholine (PC).
Gene Name:
PEMT
Uniprot ID:
Q7YRH6
Molecular weight:
22018.0
Reactions
S-Adenosylmethionine + PE(16:0/16:0) → S-Adenosylhomocysteine + PE-NMe(16:0/16:0)details
PE-NMe(16:0/16:0) + S-Adenosylmethionine → PE-NMe2(16:0/16:0) + S-Adenosylhomocysteinedetails