Structure Database (LMSD)

Common Name
PG(O-20:0/14:0)
Systematic Name
1-eicosyl-2-tetradecanoyl-glycero-3-phospho-(1'-sn-glycerol)
Synonyms
  • PG(O-34:0)
  • PG(O-20:0/14:0)
LM ID
LMGP04020043
Formula
Exact Mass
Calculate m/z
736.561823
Sum Composition
Abbrev Chains
PG O-20:0/14:0
Status
Active (generated by computational methods)


Classification

String Representations

InChiKey (Click to copy)
UNSWRXICOCXHFE-ZESVVUHVSA-N
InChi (Click to copy)
InChI=1S/C40H81O9P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-23-25-27-29-31-33-46-36-39(37-48-50(44,45)47-35-38(42)34-41)49-40(43)32-30-28-26-24-22-14-12-10-8-6-4-2/h38-39,41-42H,3-37H2,1-2H3,(H,44,45)/t38-,39+/m0/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCCCCCCCCCCC)=O)(COP(=O)(O)OC[C@@]([H])(O)CO)COCCCCCCCCCCCCCCCCCCCC

Other Databases

CHEBI ID
PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 796.86
Topological Polar Surface Area 131.75
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 13.31
Molar Refractivity 208.72

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.