Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02040018
Common Nameβ-hydroarchaetidylethanolamine
Systematic Name1-(3-hydroxyphytanyl)-2-phytanyl-sn-glycero-3-phosphoethanolamine
Synonyms-
Exact Mass
791.6768 (neutral)    Calculate m/z:
FormulaC45H94NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDialkylglycerophosphoethanolamines [GP0204]
PubChem CID53477530
InChIKeyVUKYXYWCFFKPMX-FWCOPHCESA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C45H94NO7P/c1-37(2)17-11-19-39(5)21-13-23-41(7)24-15-26-43(9)28-32-50-3
5-44(36-53-54(48,49)52-34-31-46)51-33-30-45(10,47)29-16-27-42(8)25-14-22-40(6)20
-12-18-38(3)4/h37-44,47H,11-36,46H2,1-10H3,(H,48,49)/t39-,40-,41-,42-,43-,44-,45
?/m1/s1
SMILES[C@](COP(=O)(O)OCCN)([H])(OCCC(O)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)COCC[C@H](C)C
CC[C@H](C)CCC[C@H](C)CCCC(C)C
StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 16306681
Calculated physicochemical properties (?):
 Heavy Atoms54Rings0Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
879.42Topological Polar
Surface Area
120.47Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
7
 logP14.98Molar
Refractivity
233.63    
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.