Structure database (LMSD)

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LM IDLMGP10010027
Common NamePA(16:0/16:0)
Systematic Name1,2-dihexadecanoyl-sn-glycero-3-phosphate
SynonymsDipalmitoyl phosphatidic acid; Hexadecanoic acid, 1-[(phosphonooxy)methyl]-1,2-
ethanediyl ester, (R)-; Palmitin, 1,2-di-, dihydrogen phosphate, L-; 1,2-
Dipalmitoyl-3-sn-phosphatidic acid; 1,2-Dipalmitoyl-sn-glycerol 3-phosphate; 1,
2-Dipalmitoyl-sn-glycerol-3-phosphoric acid; Dipalmitoyl
Exact Mass
648.4730 (neutral)    Calculate m/z:
FormulaC35H69O8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphates [GP10]
Sub ClassDiacylglycerophosphates [GP1001]
LIPIDAT ID8301
PubChem CID446066
HMDB IDHMDB0000674
SWISSLIPIDS IDSLM:000000808
InChIKeyPORPENFLTBBHSG-MGBGTMOVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C35H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42
-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33H,3-32H2,1-2H3
,(H2,38,39,40)/t33-/m1/s1
SMILES[C@](COP(=O)(O)O)([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms44Rings0Aromatic Rings0Rotatable Bonds36
 van der Waals
Molecular Volume
698.93Topological Polar
Surface Area
119.36Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP11.71Molar
Refractivity
180.68    
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.