Structure Database (LMSD)

Common Name
PI(O-18:0/14:0)
Systematic Name
1-octadecyl-2-tetradecanoyl-glycero-3-phospho-(1'-myo-inositol)
Synonyms
  • PI(O-32:0)
  • PI(O-18:0/14:0)
LM ID
LMGP06020021
Formula
Exact Mass
Calculate m/z
796.546568
Sum Composition
Abbrev Chains
PI O-18:0/14:0
Status
Active (generated by computational methods)


Classification

String Representations

InChiKey (Click to copy)
DOGQBKYLTWBJHW-HPHOUEEWSA-N
InChi (Click to copy)
InChI=1S/C41H81O12P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-50-32-34(52-35(42)30-28-26-24-22-20-14-12-10-8-6-4-2)33-51-54(48,49)53-41-39(46)37(44)36(43)38(45)40(41)47/h34,36-41,43-47H,3-33H2,1-2H3,(H,48,49)/t34-,36-,37-,38+,39-,40-,41-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCCCCCCCCCCC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)COCCCCCCCCCCCCCCCCCC

Other Databases

PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 828.17
Topological Polar Surface Area 192.44
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 11.23
Molar Refractivity 216.92

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.