Structure database (LMSD)

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LM IDLMGP11010001
Common NamePPA(16:0/18:1(9Z))
Systematic Name1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-pyrophosphate
SynonymsPPA(16:0/18:1); PPA(34:1); PPA(16:0_18:1)
Exact Mass
754.4550 (neutral)    Calculate m/z:
FormulaC37H72O11P2
CategoryGlycerophospholipids [GP]
Main ClassGlyceropyrophosphates [GP11]
Sub ClassDiacylglyceropyrophosphates [GP1101]
AbbrevPPA 34:1
Abbrev ChainsPPA 16:0_18:1
PubChem CID5283538
CHEBI ID34087
InChIKeyKGPOTEGAEDLRDC-QEJMHMKOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C37H72O11P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)47-35(34-46-50(43,44)48-49(40,41)42)33-45-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H,43,44)(H2,40,41,42)/b18-17-/t35-/m1/s1
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SMILES
[C@](COP(=O)(O)OP(O)(=O)O)([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms50Rings0Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
777.09Topological Polar
Surface Area
165.89Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
11
 logP12.55Molar
Refractivity
200.59    
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.