Structure database (LMSD)

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LM IDLMGP04100002
Common NameLBPA(16:0/18:1(9Z))
Systematic Name2-hexadecanoyl-3-lyso-sn-glycero-1-phospho-(2'-(9Z-octadecenoyl)-3'-lyso-1'-sn-
glycerol)
SynonymsBMP(16:0/18:1(9Z)); LBPA(34:1); LBPA(16:0_18:1)
Exact Mass
748.5254 (neutral)    Calculate m/z:
FormulaC40H77O10P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassMonoacylglycerophosphomonoradylglycerols [GP0410]
AbbrevLBPA 34:1
Abbrev ChainsLBPA 16:0_18:1
PubChem CID56940667
SWISSLIPIDS IDSLM:000482739
InChIKeySYTYABKFFXZOKX-GSXCXXIQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(34-42)36-48-51(45,46)47-35-37(33-41)49-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17-/t37-,38-/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(CCCCCCCCCCCCCCC)=O)CO
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MS SpectraView MoNA MS spectra     
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms51Rings0Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
800.37Topological Polar
Surface Area
148.82Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP12.33Molar
Refractivity
208.27    
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.