Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02060036
Common Name1-(2-methoxy-7Z,21Z-octacosadienyl)-sn-glycero-3-phosphoethanolamine
Systematic Name1-(2-methoxy-7Z,21Z-octacosadienyl)-sn-glycero-3-phosphoethanolamine
SynonymsPE(2-OMe-28:2(7Z,21Z)/0:0)
Exact Mass
633.4733 (neutral)    Calculate m/z:
FormulaC34H68NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassMonoalkylglycerophosphoethanolamines [GP0206]
PubChem CID-
InChIKeyOOHQPRZNPNQQAG-TUKYOVJDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C34H68NO7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-2
4-25-26-27-34(39-2)32-40-30-33(36)31-42-43(37,38)41-29-28-35/h8-9,22-23,33-34,36
H,3-7,10-21,24-32,35H2,1-2H3,(H,37,38)/b9-8-,23-22-/t33-,34?/m1/s1
SMILES[C@](COP(=O)(O)OCCN)([H])(O)COCC(OC)CCCC/C=C\CCCCCCCCCCCC/C=C\CCCCCC
StatusActive
ReferencesNew advances in the chemistry of methoxylated lipids. N. M. Carballeira. Progress in Lipid Research. Volume 41, Issue 6, November 2002, Pages 437-456.

https://www.sciencedirect.com/science/article/pii/S016378270200005X?via%3Dihub%3Dihub


Calculated physicochemical properties (?):
 Heavy Atoms43Rings0Aromatic Rings0Rotatable Bonds34
 van der Waals
Molecular Volume
683.84Topological Polar
Surface Area
120.47Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
8
 logP10.96Molar
Refractivity
182.65    
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.