Structure database (LMSD)

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LM IDLMGP02080004
Common Name-
Systematic Name1-(10-methyl-hexadecanoyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
739.5516 (neutral)    Calculate m/z:
FormulaC42H78NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub Class1-acyl,2-alkylglycerophosphoethanolamines [GP0208]
PubChem CID24779541
InChIKeyYJJPBYINJUEKTN-XTQDDKKMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C42H78NO7P/c1-3-4-5-14-19-33(2)20-15-10-6-7-12-17-22-40(44)48-31-35(32-
50-51(45,46)49-29-27-43)47-28-18-13-9-8-11-16-21-34-23-24-38-39(30-34)42-37-26-2
5-36(37)41(38)42/h33-39,41-42H,3-32,43H2,1-2H3,(H,45,46)/t33?,34?,35-,36?,37?,38
?,39?,41?,42?/m1/s1
SMILESO(P(=O)(O)OCCN)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COC(=O)CCCCCCCCC(C)CCCC
CC
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms51Rings4Aromatic Rings0Rotatable Bonds33
 van der Waals
Molecular Volume
775.44Topological Polar
Surface Area
117.31Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP12.66Molar
Refractivity
209.00    
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.