Structure Database (LMSD)
Common Name
PI(16:0/18:3;O)
Systematic Name
1-hexadecanoyl-2-(9-[1'E,3'Z-dien-1'-yloxy]-non-8E-enoyl)-sn-glycero-3-phospho-(1'-myo-inositol)
Synonyms
- 1-palmitoyl-2-colneleoyl-sn-glycero-3-phospho-(1'-myo-inositol)
LM ID
LMGP20050037
Formula
Exact Mass
Calculate m/z
848.505098
Sum Composition
Status
Active
3D model of PI(16:0/18:3;O)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
References
String Representations
InChiKey (Click to copy)
ZMCQLOBWCOXULW-XLFUREKFSA-N
InChi (Click to copy)
InChI=1S/C43H77O14P/c1-3-5-7-9-11-12-13-14-15-16-17-21-25-29-36(44)54-33-35(34-55-58(51,52)57-43-41(49)39(47)38(46)40(48)42(43)50)56-37(45)30-26-22-18-20-24-28-32-53-31-27-23-19-10-8-6-4-2/h19,23,27-28,31-32,35,38-43,46-50H,3-18,20-22,24-26,29-30,33-34H2,1-2H3,(H,51,52)/b23-19-,31-27+,32-28+/t35-,38-,39-,40+,41-,42-,43-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCCCC/C=C/O/C=C/C=C\CCCCC)=O)(COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O)COC(CCCCCCCCCCCCCCC)=O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
58
Rings
1
Aromatic Rings
0
Rotatable Bonds
38
Van der Waals Molecular Volume
869.79
Topological Polar Surface Area
218.74
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
14
logP
10.51
Molar Refractivity
226.61
Admin
Created at
5th Aug 2020
Updated at
8th Nov 2024
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.
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.