Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP03010048
Common NamePS(12:0/15:1(9Z))
Systematic Name1-dodecanoyl-2-(9Z-pentadecenoyl)-glycero-3-phosphoserine
SynonymsPS(27:1); PS(12:0_15:1)
Exact Mass
663.4111 (neutral)    Calculate m/z:
FormulaC33H62NO10P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub ClassDiacylglycerophosphoserines [GP0301]
PubChem CID52925158
InChIKeyAYZDMTSBLFKJKV-SGLFAEFCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C33H62NO10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(36)44-29(27-42-45(39,40)43-28-30(34)33(37)38)26-41-31(35)24-22-20-18-16-12-10-8-6-4-2/h11,13,29-30H,3-10,12,14-28,34H2,1-2H3,(H,37,38)(H,39,40)/b13-11-/t29-,30+/m1/s1
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SMILES
C(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCC)=O)COC(CCCCCCCCCCC)=O)(=O)O
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MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms45Rings0Aromatic Rings0Rotatable Bonds34
 van der Waals
Molecular Volume
687.63Topological Polar
Surface Area
171.68Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP9.37Molar
Refractivity
177.98    
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.