Structure database (LMSD)

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LM IDLMGP04100003
Common NameLBPA(18:1(9Z)/18:1(9Z))
Systematic NameBis-[2-(9Z-octadecenoyl)-3-lyso-sn-glycero]-1-phosphate
SynonymsBMP(18:1(9Z)/18:1(9Z)); LBPA(36:2); LBPA(18:1_18:1)
Exact Mass
774.5411 (neutral)    Calculate m/z:
FormulaC42H79O10P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoacylglycerophosphomonoradylglycerols [GP0410]
AbbrevLBPA 36:2
Abbrev ChainsLBPA 18:1_18:1
PubChem CID11262814
CHEBI ID139541
SWISSLIPIDS IDSLM:000485175
InChIKeyZCXRIDHJRROVJY-JOZUOZHYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)51-39(35-43)37-49-53(47,48)50-38-40(36-44)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48)/b19-17-,20-18-/t39-,40-/m0/s1
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SMILES
O(P(OC[C@](OC(CCCCCCC/C=C\CCCCCCCC)=O)([H])CO)(O)=O)C[C@@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)CO
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MS SpectraView MoNA MS spectra     
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms53Rings0Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
832.33Topological Polar
Surface Area
148.82Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP12.89Molar
Refractivity
217.41    
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.