Structure Database (LMSD)

Common Name
PS(O-16:0/0:0)
Systematic Name
1-hexadecyl-glycero-3-phosphoserine
Synonyms
  • LPS(O-16:0)
LM ID
LMGP03060003
Formula
Exact Mass
Calculate m/z
483.296107
Sum Composition
Abbrev Chains
LPS O-16:0
Status
Active (generated by computational methods)


Classification

String Representations

InChiKey (Click to copy)
OKDHAHLLVBYLHA-RTWAWAEBSA-N
InChi (Click to copy)
InChI=1S/C22H46NO8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-29-17-20(24)18-30-32(27,28)31-19-21(23)22(25)26/h20-21,24H,2-19,23H2,1H3,(H,25,26)(H,27,28)/t20-,21+/m1/s1
SMILES (Click to copy)
C(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(O)COCCCCCCCCCCCCCCCC)(=O)O

Other Databases

CHEBI ID
PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 0
Aromatic Rings 0
Rotatable Bonds 24
Van der Waals Molecular Volume 487.67
Topological Polar Surface Area 148.54
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 6.27
Molar Refractivity 127.33

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.