PE-NMe2(14:1(11Z)/20:1(13Z)) (YMDB13790)

Identification
YMDB IDYMDB13790
NamePE-NMe2(14:1(11Z)/20:1(13Z))
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionPE-NMe2(14:1(11Z)/20:1(13Z)) 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(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain to the C-1 atom, and one 13Z-eicosenoyl to the C-2 atom. 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
SynonymsNot Available
CAS numberNot Available
WeightAverage: 744.048
Monoisotopic: 743.546505474
InChI KeyDMOUWUWZXMNBPY-QYUYAQKNSA-N
InChIInChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h8,10,15,17,39H,5-7,9,11-14,16,18-38H2,1-4H3,(H,45,46)/b10-8-,17-15-
IUPAC Name[2-(dimethylamino)ethoxy]({2-[(13Z)-icos-13-enoyloxy]-3-[(11Z)-tetradec-11-enoyloxy]propoxy})phosphinic acid
Traditional IUPAC Name2-(dimethylamino)ethoxy(2-[(13Z)-icos-13-enoyloxy]-3-[(11Z)-tetradec-11-enoyloxy]propoxy)phosphinic acid
Chemical FormulaC41H78NO8P
SMILES[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC
Chemical Taxonomy
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility5.0e-05 g/LALOGPS
logP8.73ALOGPS
logP10.96ChemAxon
logS-7.2ALOGPS
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
Refractivity212.51 m³·mol⁻¹ChemAxon
Polarizability91.57 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • Endoplasmic reticulum
  • Mitochondria
Organoleptic PropertiesNot Available
SMPDB Pathways
Phosphatidylcholine biosynthesis PC(14:1(11Z)/20:1(13Z))PW002899 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG PathwaysNot Available
SMPDB Reactions
PE-NMe(14:1(11Z)/20:1(13Z)) + S-Adenosyl-L-methionine → PE-NMe2(14:1(11Z)/20:1(13Z)) + S-Adenosylhomocysteine + hydron
PE-NMe2(14:1(11Z)/20:1(13Z)) + S-Adenosyl-L-methionine → S-Adenosylhomocysteine + hydron + PC(14:1(11Z)/20:1(13Z))
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9040110100-e8c883dbd669bc4b5f34JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9140000000-fe5b5d9f845eae651993JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9270011000-c543ffdd2f1bc2d417baJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6u-1192201200-1c92891bafe6c0744465JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-5491100000-8cc0e9d688bdf65e816eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01t9-9110000000-a6cd83eb087ff7fd82a1JSpectraViewer
References
References:
  • Rattray JB, Schibeci A, Kidby DK. (1975). "Lipids of yeasts." Bacteriol Rev. 1975 Sep;39(3):197-231.240350
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDNot Available
Pubchem Compound IDNot Available
Kegg IDNot Available
ChemSpider IDNot Available
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. Methylene-fatty-acyl-phospholipid synthase
General function:
Involved in N-methyltransferase activity
Specific function:
S-adenosyl-L-methionine + phospholipid olefinic fatty acid = S-adenosyl-L-homocysteine + phospholipid methylene fatty acid
Gene Name:
OPI3
Uniprot ID:
P05375
Molecular weight:
23150.09961
Reactions
S-adenosyl-L-methionine + phospholipid olefinic fatty acid → S-adenosyl-L-homocysteine + phospholipid methylene fatty acid.