Structure database (LMSD)

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LM IDLMGP04040004
Common Name-
Systematic Name1-(8-[5]-ladderane-octanyl)-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-
(1'-sn-glycerol)
Synonyms-
Exact Mass
788.5356 (neutral)    Calculate m/z:
FormulaC46H77O8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassDialkylglycerophosphoglycerols [GP0404]
AbbrevPG dO-40:9
PubChem CID42607478
InChIKeyKYOINKNHCGMCRF-SVSCMWPXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H77O8P/c47-25-31(48)26-53-55(49,50)54-28-32(52-22-12-8-4-1-5-9-13-29-15-16-37-38(23-29)42-34-18-17-33(34)41(37)42)27-51-21-11-7-3-2-6-10-14-30-24-39-40(30)46-44-36-20-19-35(36)43(44)45(39)46/h29-48H,1-28H2,(H,49,50)/t29?,30?,31-,32+,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?/m0/s1
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SMILES
C(CCCCCCCOC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OC[C@@]([H])(O)CO)[H])C1CC2C3C4C5CCC5C4C3C21
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StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 18385981
Calculated physicochemical properties (?):
 Heavy Atoms55Rings9Aromatic Rings0Rotatable Bonds28
 van der Waals
Molecular Volume
783.27Topological Polar
Surface Area
114.68Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
8
 logP11.89Molar
Refractivity
216.62    
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.