Structure Database (LMSD)

Common Name
PE-NMe2(14:0/14:0)
Systematic Name
1,2-ditetradecanoyl-sn-glycero-3-phospho-N,N-dimethylethanolamine
Synonyms
  • Tetradecanoic acid, 1-[[[[2-(dimethylamino)ethoxy]hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, (R)-
  • PE-NMe2(28:0)
  • PE-NMe2(14:0/14:0)
LM ID
LMGP02010316
Formula
Exact Mass
Calculate m/z
663.483907
Sum Composition
Abbrev Chains
PE-NMe2 14:0/14:0
Status
Curated

Classification

String Representations

InChiKey (Click to copy)
ZYCQYQFZMFJHFN-MGBGTMOVSA-N
InChi (Click to copy)
InChI=1S/C35H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h33H,5-32H2,1-4H3,(H,39,40)/t33-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN(C)C)([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O

Other Databases

LIPIDAT ID
8407
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 709.93
Topological Polar Surface Area 111.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 9
logP 11.13
Molar Refractivity 185.61

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.