Structure Database (LMSD)
Common Name
PE-NMe2(16:0/18:1(9Z))
Systematic Name
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine
Synonyms
- 9-Octadecenoic acid (Z)-, 4-hydroxy-8-methyl-4-oxido-1-[[(1-oxohexadecyl)oxy]methyl]-3,5-dioxa-8-aza-4-phosphanon-1-yl ester, (R)-
- 9-Octadecenoic acid (Z)-, 4-hydroxy-8-methyl-1-[[(1-oxohexadecyl)oxy]methyl]-3,5-dioxa-8-aza-4-phosphanon-1-yl ester, P-oxid
- PE-NMe2(16:0/18:1)
- PE-NMe2(34:1)
- PE-NMe2(16:0_18:1)
LM ID
LMGP02010322
Formula
Exact Mass
Calculate m/z
745.562157
Sum Composition
Abbrev Chains
PE-NMe2 16:0_18:1
Status
Active
3D model of PE-NMe2(16:0/18:1(9Z))
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
String Representations
InChiKey (Click to copy)
ZSVMWQMKUKDZTH-DPTAKULKSA-N
InChi (Click to copy)
InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h19-20,39H,5-18,21-38H2,1-4H3,(H,45,46)/b20-19-/t39-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN(C)C)([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
51
Rings
0
Aromatic Rings
0
Rotatable Bonds
41
Van der Waals Molecular Volume
811.09
Topological Polar Surface Area
111.60
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
9
logP
13.25
Molar Refractivity
213.22
Admin
Created at
-
Updated at
25th Apr 2022
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.