Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02040014
Common Name-
Systematic Name1-(8-[5]-ladderane-octanyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
757.5410 (neutral)    Calculate m/z:
FormulaC45H76NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDialkylglycerophosphoethanolamines [GP0204]
PubChem CID24779536
InChIKeySOXDEQCQOKITCK-BLJLBUSSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C45H76NO6P/c46-21-24-51-53(47,48)52-28-31(50-23-12-8-4-1-5-9-13-29-15-1
6-36-37(25-29)41-33-18-17-32(33)40(36)41)27-49-22-11-7-3-2-6-10-14-30-26-38-39(3
0)45-43-35-20-19-34(35)42(43)44(38)45/h29-45H,1-28,46H2,(H,47,48)/t29?,30?,31-,3
2?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?/m1/s1
SMILESC(CCCCCCCOC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OCCN)[H])C1CC2C3C4C5CC
C5C4C3C21
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms53Rings9Aromatic Rings0Rotatable Bonds27
 van der Waals
Molecular Volume
759.39Topological Polar
Surface Area
100.24Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
6
 logP12.21Molar
Refractivity
212.07    
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.