Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02080001
Common Name-
Systematic Name1-(6-[5]-ladderane-hexanoyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
743.4890 (neutral)    Calculate m/z:
FormulaC43H70NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub Class1-acyl,2-alkylglycerophosphoethanolamines [GP0208]
AbbrevPE O-38:9
PubChem CID24779538
InChIKeyJNQDCGDHNLCWLZ-ZRBFVAEOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C43H70NO7P/c44-19-21-50-52(46,47)51-25-28(48-20-9-4-2-1-3-6-10-26-13-14-33-34(22-26)39-30-16-15-29(30)38(33)39)24-49-36(45)12-8-5-7-11-27-23-35-37(27)43-41-32-18-17-31(32)40(41)42(35)43/h26-35,37-43H,1-25,44H2,(H,46,47)/t26?,27?,28-,29?,30?,31?,32?,33?,34?,35?,37?,38?,39?,40?,41?,42?,43?/m1/s1
Click to highlight InChI
SMILES
C(CCCCC(=O)OC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OCCN)[H])C1CC2C3C4C5CCC5C4C3C21
Click to highlight SMILES
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms52Rings9Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
730.94Topological Polar
Surface Area
117.31Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP10.67Molar
Refractivity
202.49    
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.