Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02040016
Common Name-
Systematic Name1-(6-[3]-ladderane-hexanyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
731.5254 (neutral)    Calculate m/z:
FormulaC43H74NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDialkylglycerophosphoethanolamines [GP0204]
PubChem CID42607460
InChIKeyAVARFDQWMABGGN-INUBLFLSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C43H74NO6P/c44-21-24-49-51(45,46)50-28-31(27-47-22-9-6-4-8-12-30-14-16-
37-39(26-30)43-35-20-18-33(35)41(37)43)48-23-10-5-2-1-3-7-11-29-13-15-36-38(25-2
9)42-34-19-17-32(34)40(36)42/h29-43H,1-28,44H2,(H,45,46)/t29?,30?,31-,32?,33?,34
?,35?,36?,37?,38?,39?,40?,41?,42?,43?/m1/s1
SMILESC1CC2C3C4CCC4C3C2CC1CCCCCCOC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OCCN)
[H]
StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 18385981
Calculated physicochemical properties (?):
 Heavy Atoms51Rings8Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
737.15Topological Polar
Surface Area
100.24Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
6
 logP11.96Molar
Refractivity
205.09    
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.