Structure Database (LMSD)
Common Name
PE-NMe2(16:0/16:0)
Systematic Name
1,2-dihexadecanoyl-sn-glycero-3-phospho-N,N-dimethylethanolamine
Synonyms
- Hexadecanoic acid, 1-(3-hydroxy-7-methyl-3-oxido-2,4-dioxa-7-aza-3-phosphaoct-1-yl)-1,2-ethanediyl ester, (R)-
- Hexadecanoic acid, 1-(3-hydroxy-7-methyl-2,4-dioxa-7-aza-3-phosphaoct-1-yl)-1,2-ethanediyl ester, P-oxide, (R)-
- Palmitin, 1,2-di-, 2-(dimethyla
- PE-NMe2(32:0)
- PE-NMe2(16:0/16:0)
LM ID
LMGP02010325
Formula
Exact Mass
Calculate m/z
719.546507
Sum Composition
Abbrev Chains
PE-NMe2 16:0_16:0
Status
Curated
3D model of PE-NMe2(16:0/16:0)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
1,2-Dipalmitoyl-sn-glycero-3-N,N-dimethyl-PE is a form of 1,2-dipalmitoyl-sn-glycero-3-PE (1,2-DPPE) that contains two methyl groups on the sn-3 moiety. In aqueous suspensions, it lowers the phase transition temperature compared with aqueous suspensions of 1,2-DPPE and 1,2-dipalmitoyl-sn-glycero-3-N-methyl-PE (1,2-NMeDPPE).1 1,2-Dipalmitoyl-sn-glycero-3-N,N-dimethyl-PE has been used in the generation of liposomes and monolayers for use in the study of membrane permeability and monolayer viscosity, respectively.2,3
This information has been provided by Cayman Chemical
References
2. Singer, M. Permeability of phosphatidylcholine and phosphatidylethanolamine bilayers. Chem. Phys. Lipids 28(3), 253-267 (1981).
3. Evans, R.W. Aggregates of saturated phospholipids at the air-water interface. Chem. Phys. Lipids 78(2), 163-175 (1995).
String Representations
InChiKey (Click to copy)
SKWDCOTXHWCSGS-DIPNUNPCSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN(C)C)([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
49
Rings
0
Aromatic Rings
0
Rotatable Bonds
40
Van der Waals Molecular Volume
779.13
Topological Polar Surface Area
111.60
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
9
logP
12.70
Molar Refractivity
204.08
Admin
Created at
-
Updated at
14th Mar 2025
LIPID MAPS® abbreviations for glycerophospholipids (GP)
The LIPID MAPS® glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).
For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.
For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.
The LIPID MAPS® glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).
For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.
For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.