Structure database (LMSD)

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LM IDLMGP02080005
Common Name-
Systematic Name1-tetrahexanoyl-2-(8-[3]-ladderane-octanyl)-sn-glycerophosphoethanolamine
Synonyms-
Exact Mass
697.5046 (neutral)    Calculate m/z:
FormulaC39H72NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub Class1-acyl,2-alkylglycerophosphoethanolamines [GP0208]
PubChem CID24779542
InChIKeyWQZGIANFDBDNPN-WJHPKSGMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C39H72NO7P/c1-2-3-4-5-6-7-8-9-10-14-17-20-37(41)45-29-32(30-47-48(42,43
)46-27-25-40)44-26-18-15-12-11-13-16-19-31-21-22-35-36(28-31)39-34-24-23-33(34)3
8(35)39/h31-36,38-39H,2-30,40H2,1H3,(H,42,43)/t31?,32-,33?,34?,35?,36?,38?,39?/m
1/s1
SMILESC(CCCCC(=O)OC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OCCN)[H])CCCCCCCC
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms48Rings4Aromatic Rings0Rotatable Bonds31
 van der Waals
Molecular Volume
723.54Topological Polar
Surface Area
117.31Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP11.64Molar
Refractivity
195.22    
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.