Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02080008
Common Name-
Systematic Name1-(6-[3]-ladderane-hexanoyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
745.5046 (neutral)    Calculate m/z:
FormulaC43H72NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub Class1-acyl,2-alkylglycerophosphoethanolamines [GP0208]
PubChem CID42607472
InChIKeyRNZKRCZDBYPIQC-NVWJBPRBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C43H72NO7P/c44-21-23-50-52(46,47)51-27-30(26-49-39(45)12-8-5-7-11-29-14
-16-36-38(25-29)43-34-20-18-32(34)41(36)43)48-22-9-4-2-1-3-6-10-28-13-15-35-37(2
4-28)42-33-19-17-31(33)40(35)42/h28-38,40-43H,1-27,44H2,(H,46,47)/t28?,29?,30-,3
1?,32?,33?,34?,35?,36?,37?,38?,40?,41?,42?,43?/m1/s1
SMILESC1CC2C3C4CCC4C3C2CC1CCCCCC(=O)OC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)O
CCN)[H]
StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 18385981
Calculated physicochemical properties (?):
 Heavy Atoms52Rings8Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
743.30Topological Polar
Surface Area
117.31Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP11.21Molar
Refractivity
204.74    
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.