Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02080003
Common Name-
Systematic Name1-(8-[3]-ladderane-octanoyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
773.5359 (neutral)    Calculate m/z:
FormulaC45H76NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub Class1-acyl,2-alkylglycerophosphoethanolamines [GP0208]
PubChem CID24779540
InChIKeyKXCAVCBNVMAURC-XLXOSIANSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C45H76NO7P/c46-23-25-52-54(48,49)53-29-32(50-24-11-7-2-1-4-8-12-30-15-1
7-37-39(26-30)44-35-21-19-33(35)42(37)44)28-51-41(47)14-10-6-3-5-9-13-31-16-18-3
8-40(27-31)45-36-22-20-34(36)43(38)45/h30-40,42-45H,1-29,46H2,(H,48,49)/t30?,31?
,32-,33?,34?,35?,36?,37?,38?,39?,40?,42?,43?,44?,45?/m1/s1
SMILESO(P(=O)(O)OCCN)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COC(=O)CCCCCCCC1CC2C3C4
CCC4C3C2CC1
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms54Rings8Aromatic Rings0Rotatable Bonds27
 van der Waals
Molecular Volume
777.90Topological Polar
Surface Area
117.31Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP11.99Molar
Refractivity
213.98    
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.