Structure Database (LMSD)

Common Name
PE-NMe(18:0/18:0)
Systematic Name
1,2-dioctadecanoyl-sn-glycero-3-phospho-N-methylethanolamine
Synonyms
  • Octadecanoic acid, 1-(3-hydroxy-3-oxido-2,4-dioxa-6-aza-3-phosphaoct-1-yl)-1,2-ethanediyl ester, (R)-
  • Octadecanoic acid, 1-(3-hydroxy-2,4-dioxa-6-aza-3-phosphaoct-1-yl)-1,2-ethanediyl ester, P-oxide, (R)-
  • Stearin, 1,2-di-, 2-(methylamino)ethyl hydrogen p
  • PE-NMe(36:0)
  • PE-NMe(18:0/18:0)
LM ID
LMGP02010344
Formula
Exact Mass
Calculate m/z
761.593457
Sum Composition
Abbrev Chains
PE-NMe 18:0/18:0
Status
Active

Classification

String Representations

InChiKey (Click to copy)
YYNNALSPFZYOOO-RRHRGVEJSA-N
InChi (Click to copy)
InChI=1S/C42H84NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h40,43H,4-39H2,1-3H3,(H,46,47)/t40-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCNC)([H])(OC(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O

Other Databases

LIPIDAT ID
8402
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 44
Van der Waals Molecular Volume 831.03
Topological Polar Surface Area 120.39
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 13.91
Molar Refractivity 217.92

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.