Structure Database (LMSD)
Common Name
PKOHA-PI
Systematic Name
1-hexadecanoyl-2-(4,7-dioxo-5E-heptenoyl)-sn-glycero-3-phospho-(1'-myo-inositol)
Synonyms
- 1-palmitoyl-2-(4,7-dioxo-5E-heptenoyl)-sn-glycero-3-phospho-(1'-myo-inositol)
LM ID
LMGP20050010
Formula
Exact Mass
Calculate m/z
710.327863
Sum Composition
Status
Active
3D model of PKOHA-PI
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)
FZKZEOQHTJPIQC-KUZCNHHUSA-N
InChi (Click to copy)
InChI=1S/C32H55O15P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-25(35)44-21-24(46-26(36)19-18-23(34)16-15-20-33)22-45-48(42,43)47-32-30(40)28(38)27(37)29(39)31(32)41/h15-16,20,24,27-32,37-41H,2-14,17-19,21-22H2,1H3,(H,42,43)/b16-15+/t24-,27-,28-,29+,30-,31-,32-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCC(=O)/C=C/C(=O)[H])=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)COC(CCCCCCCCCCCCCCC)=O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
48
Rings
1
Aromatic Rings
0
Rotatable Bonds
29
Van der Waals Molecular Volume
688.28
Topological Polar Surface Area
243.65
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
15
logP
5.09
Molar Refractivity
175.71
Admin
Created at
-
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.