Structure Database (LMSD)
Common Name
1-(2-methoxy-21Z-octacosenyl)-sn-glycero-3-phosphoethanolamine
Systematic Name
1-(2-methoxy-21Z-octacosaenyl)-sn-glycero-3-phosphoethanolamine
Synonyms
- PE(2-OMe-28:1(21Z)/0:0)
LM ID
LMGP02060035
Formula
Exact Mass
Calculate m/z
635.488992
Sum Composition
Status
Active
3D model of 1-(2-methoxy-21Z-octacosenyl)-sn-glycero-3-phosphoethanolamine
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
References
Reference
New 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
https://www.sciencedirect.com/science/article/pii/S016378270200005X?via%3Dihub%3Dihub
String Representations
InChiKey (Click to copy)
AGSQYSOGGODQJI-WLIBRNLSSA-N
InChi (Click to copy)
InChI=1S/C34H70NO7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-34(39-2)32-40-30-33(36)31-42-43(37,38)41-29-28-35/h8-9,33-34,36H,3-7,10-32,35H2,1-2H3,(H,37,38)/b9-8-/t33-,34?/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(O)COCC(OC)CCCCCCCCCCCCCCCCCC/C=C\CCCCCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
43
Rings
0
Aromatic Rings
0
Rotatable Bonds
35
Van der Waals Molecular Volume
686.48
Topological Polar Surface Area
120.47
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
8
logP
11.19
Molar Refractivity
182.75
Admin
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Updated at
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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.