Structure Database (LMSD)

Common Name
PS(O-20:0/19:0)
Systematic Name
1-eicosyl-2-nonadecanoyl-glycero-3-phosphoserine
Synonyms
  • PS(O-39:0)
  • PS(O-20:0/19:0)
LM ID
LMGP03020057
Formula
Exact Mass
Calculate m/z
819.635322
Sum Composition
Abbrev Chains
PS O-20:0/19:0
Status
Active (generated by computational methods)


Classification

String Representations

InChiKey (Click to copy)
BWIRZGCRKJQVAS-QAZBPYKKSA-N
InChi (Click to copy)
InChI=1S/C45H90NO9P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-52-39-42(40-53-56(50,51)54-41-43(46)45(48)49)55-44(47)37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h42-43H,3-41,46H2,1-2H3,(H,48,49)(H,50,51)/t42-,43+/m1/s1
SMILES (Click to copy)
C(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(OC(CCCCCCCCCCCCCCCCCC)=O)COCCCCCCCCCCCCCCCCCCCC)(=O)O

Other Databases

PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 0
Aromatic Rings 0
Rotatable Bonds 47
Van der Waals Molecular Volume 891.72
Topological Polar Surface Area 154.61
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 15.04
Molar Refractivity 233.83

Admin

Created at
-
Updated at
25th Apr 2022
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.