Structure Database (LMSD)

Common Name
1-(2-methoxy-20Z-heptacosenyl)-sn-glycero-3-phosphoethanolamine
Systematic Name
1-(2-methoxy-20Z-heptacosaenyl)-sn-glycero-3-phosphoethanolamine
Synonyms
  • PE(2-OMe-27:1(20Z)/0:0)
LM ID
LMGP02060034
Status
Active
Exact Mass
Calculate m/z
621.473342
Formula
Abbrev


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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
WIKANZJYBXHIHC-BANPELPWSA-N
InChi (Click to copy)
InChI=1S/C33H68NO7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-33(38-2)31-39-29-32(35)30-41-42(36,37)40-28-27-34/h8-9,32-33,35H,3-7,10-31,34H2,1-2H3,(H,36,37)/b9-8-/t32-,33?/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(O)COCC(OC)CCCCCCCCCCCCCCCCC/C=C\CCCCCC

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

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 669.18
Topological Polar Surface Area 120.47
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 10.80
Molar Refractivity 178.13

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Created at
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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.