Structure database (LMSD)

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LM IDLMGP04110003
Common Name-
Systematic Name1-(6-[3]-ladderane-hexanoyl)-2-(8-[3]-ladderane-octanyl)-sn-glycero-3-phospho-
(1'-sn-glycerol)
Synonyms-
Exact Mass
776.4992 (neutral)    Calculate m/z:
FormulaC44H73O9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub Class1-acyl,2-alkylglycerophosphoglycerols [GP0411]
PubChem CID42607488
InChIKeyJJLVYWJOBDTSOM-NHQYVWKGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C44H73O9P/c45-24-30(46)25-52-54(48,49)53-27-31(26-51-40(47)12-8-5-7-11-29-14-16-37-39(23-29)44-35-20-18-33(35)42(37)44)50-21-9-4-2-1-3-6-10-28-13-15-36-38(22-28)43-34-19-17-32(34)41(36)43/h28-39,41-46H,1-27H2,(H,48,49)/t28?,29?,30-,31+,32?,33?,34?,35?,36?,37?,38?,39?,41?,42?,43?,44?/m0/s1
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SMILES
C1CC2C3C4CCC4C3C2CC1CCCCCC(=O)OC[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 Atoms54Rings8Aromatic Rings0Rotatable Bonds26
 van der Waals
Molecular Volume
767.18Topological Polar
Surface Area
131.75Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP10.89Molar
Refractivity
209.29    
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.