Showing metabocard for PE-NMe2(16:0/16:0) (BMDB0010566)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 18:09:23 UTC
Update Date2020-05-21 16:26:16 UTC
BMDB IDBMDB0010566
Secondary Accession Numbers
  • BMDB10566
Metabolite Identification
Common NamePE-NMe2(16:0/16:0)
DescriptionPE-NMe2(16:0/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines 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-NMe2(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
DP(Me)2-peMeSH
alpha-Dimethyl dipalmitoylphosphatidylethanolamineMeSH
L-alpha-Dipalmitoyl(dimethyl)phosphatidylethanolamineMeSH
Chemical FormulaC39H78NO8P
Average Molecular Weight720.0123
Monoisotopic Molecular Weight719.546504989
IUPAC Name[(2R)-2,3-bis(hexadecanoyloxy)propoxy][2-(dimethylamino)ethoxy]phosphinic acid
Traditional Name(2R)-2,3-bis(hexadecanoyloxy)propoxy(2-(dimethylamino)ethoxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C39H78NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h37H,5-36H2,1-4H3,(H,43,44)/t37-/m1/s1
InChI KeySKWDCOTXHWCSGS-DIPNUNPCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dimethylphosphatidylethanolamines. These are lipids with a structure containing a glycerol moiety linked at its terminal C3 atom to a N,N-dimethylphosphoethanolamine 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 ParentDimethylphosphatidylethanolamines
Alternative Parents
Substituents
  • Dimethylphosphatidylethanolamine
  • Phosphoethanolamine
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Tertiary aliphatic amine
  • Tertiary amine
  • Amino acid or derivatives
  • Carboxylic acid ester
  • 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
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
logP8.59ALOGPS
logP10.8ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)9.09ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area111.6 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity201.07 m³·mol⁻¹ChemAxon
Polarizability88.84 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 20V, positivesplash10-00di-0200020900-212340765a3d0ad19d02View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 30V, positivesplash10-0fk9-0700090100-f26610dd9f7142c98e8aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 40V, positivesplash10-0uk9-1400090000-0983c50adb43d5b6863dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 51V, positivesplash10-0uk9-3400090000-b72a5028c87b8d43a7fdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 61V, positivesplash10-0fk9-9400030000-1d919c5bf3a9adb440baView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 71V, positivesplash10-05fr-9200000000-e279c57ecf9f4159477eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 82V, positivesplash10-00di-9100000000-4956c6322c01ee8674d0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 92V, positivesplash10-00di-9100000000-25e31633d0082d32cd8bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 103V, positivesplash10-00di-9000000000-8e2ee823b2092d5e040aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 123V, positivesplash10-00di-9000000000-c6285c5a2fef44432184View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-0udi-0000090000-1aa03684f14413ff700fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-03di-0002900000-532b65cc83664db9c78eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-000i-0090000000-835cd48f9cbda92eb9f7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 28V, positivesplash10-0006-0000000900-9f2fd05449c061a57d1aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 37V, positivesplash10-0006-3000000900-ed1683878fa490deaf0cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 47V, positivesplash10-00di-9000000100-9741385092c10ce30a93View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 57V, positivesplash10-00di-9000000000-91a71abe9394ac95942cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 66V, positivesplash10-00di-9000000000-8864bfc29991871eea42View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 76V, positivesplash10-00di-9000000000-161b4e3b1c171eec655dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-0udi-0000119000-51972623c434583ab038View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-014i-0049000000-7ef91383f8c46775c7efView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-0udi-0000049000-f99e406f61093448aca4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0100000900-0964288d707bd2805709View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-6590520500-fd469dbd549dd4ecb29bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-9741100000-24f5e33f107d038aef07View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0010566
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027716
KNApSAcK IDNot Available
Chemspider ID7825971
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9547021
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
PE-NMe(16:0/16:0) + S-Adenosylmethionine → PE-NMe2(16:0/16:0) + S-Adenosylhomocysteinedetails
S-Adenosylmethionine + PE-NMe2(16:0/16:0) → S-Adenosylhomocysteine + PC(16:0/16:0)details