Structure database (LMSD)

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LM IDLMGP04090002
Common NameSLBPA(54:3)
Systematic Name2,3-di-(9Z-octadecenoyl)-sn-glycero-1-phospho-(2'-lyso-3'-(9Z-octadecenoyl)-1'-
sn-glycerol)
SynonymsSLBPA(54:3)
Exact Mass
1038.7864 (neutral)    Calculate m/z:
FormulaC60H111O11P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassDiacylglycerophosphomonoradylglycerols [GP0409]
PubChem CID56940665
InChIKeyXSPRBQSEPSTTSF-KTMOCNTRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C60H111O11P/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-58(62)67-52-56(61)53-69-72(65,66)70-55-57(71-60(64)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)54-68-59(63)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,56-57,61H,4-24,31-55H2,1-3H3,(H,65,66)/b28-25-,29-26-,30-27-/t56-,57-/m0/s1
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SMILES
P(OC[C@@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(O)(OC[C@](O)([H])COC(CCCCCCC/C=C\CCCCCCCC)=O)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms72Rings0Aromatic Rings0Rotatable Bonds59
 van der Waals
Molecular Volume
1147.24Topological Polar
Surface Area
154.89Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
11
 logP19.47Molar
Refractivity
300.74    
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.