Structure database (LMSD)

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LM IDLMGP04110004
Common Name-
Systematic Name1-(8-[3]-ladderane-octanoyl)-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-
(1'-sn-glycerol)
Synonyms-
Exact Mass
804.5305 (neutral)    Calculate m/z:
FormulaC46H77O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub Class1-acyl,2-alkylglycerophosphoglycerols [GP0411]
AbbrevPG O-40:8
PubChem CID42607489
InChIKeyLCKLZYLOGMDPPP-ZPKOZNJRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H77O9P/c47-26-32(48)27-54-56(50,51)55-29-33(52-23-11-7-2-1-4-8-12-30-15-17-38-40(24-30)45-36-21-19-34(36)43(38)45)28-53-42(49)14-10-6-3-5-9-13-31-16-18-39-41(25-31)46-37-22-20-35(37)44(39)46/h30-41,43-48H,1-29H2,(H,50,51)/t30?,31?,32-,33+,34?,35?,36?,37?,38?,39?,40?,41?,43?,44?,45?,46?/m0/s1
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SMILES
C(CCCCCC(=O)OC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OC[C@@]([H])(O)CO)[H])CC1CC2C3C4CCC4C3C2CC1
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StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 18385981
Calculated physicochemical properties (?):
 Heavy Atoms56Rings8Aromatic Rings0Rotatable Bonds28
 van der Waals
Molecular Volume
801.78Topological Polar
Surface Area
131.75Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP11.67Molar
Refractivity
218.53    
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.