Structure database (LMSD)

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LM IDLMGP04040003
Common Name-
Systematic Name1-tetradecanyl-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-(1'-sn-
glycerol)
Synonyms-
Exact Mass
714.5200 (neutral)    Calculate m/z:
FormulaC40H75O8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassDialkylglycerophosphoglycerols [GP0404]
AbbrevPG dO-34:4
PubChem CID42607477
InChIKeyBMBXEUMZUCMMHB-XEJDWOIJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C40H75O8P/c1-2-3-4-5-6-7-8-9-10-12-15-18-25-45-30-34(31-48-49(43,44)47-29-33(42)28-41)46-26-19-16-13-11-14-17-20-32-21-22-37-38(27-32)40-36-24-23-35(36)39(37)40/h32-42H,2-31H2,1H3,(H,43,44)/t32?,33-,34+,35?,36?,37?,38?,39?,40?/m0/s1
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SMILES
C(CCCCCC)CCCCCCCOC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)(O)OC[C@@]([H])(O)CO)[H]
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StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 18385981
Calculated physicochemical properties (?):
 Heavy Atoms49Rings4Aromatic Rings0Rotatable Bonds32
 van der Waals
Molecular Volume
741.27Topological Polar
Surface Area
114.68Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
8
 logP12.08Molar
Refractivity
200.12    
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.