Structure database (LMSD)

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LM IDLMGP02040013
Common Name-
Systematic Name1-(6-[5]-ladderane-hexanyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
729.5097 (neutral)    Calculate m/z:
FormulaC43H72NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDialkylglycerophosphoethanolamines [GP0204]
PubChem CID24779535
InChIKeyGGASMILQPREIME-UCXMGVSVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C43H72NO6P/c44-19-22-49-51(45,46)50-26-29(25-47-20-9-6-4-8-12-28-24-36-37(28)43-41-33-18-17-32(33)40(41)42(36)43)48-21-10-5-2-1-3-7-11-27-13-14-34-35(23-27)39-31-16-15-30(31)38(34)39/h27-43H,1-26,44H2,(H,45,46)/t27?,28?,29-,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?/m1/s1
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SMILES
C(CCCCCOC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OCCN)[H])C1CC2C3C4C5CCC5C4C3C21
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms51Rings9Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
724.79Topological Polar
Surface Area
100.24Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
6
 logP11.43Molar
Refractivity
202.84    
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.