Structure Database (LMSD)

Common Name
PIP2[4',5'](8:0/8:0)
Systematic Name
1,2-(dioctanoyl)-sn-glycero-3-phospho-(1'- myo-inositol-4',5'-bisphosphate)
Synonyms
  • 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)
LM ID
LMGP08010004
Status
Active
Exact Mass
Calculate m/z
746.208099
Formula
Abbrev
Abbrev Chains
PIP2 8:0_8:0


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
XLNCEHRXXWQMPK-MJUMVPIBSA-N
InChi (Click to copy)
InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/t17-,20-,21+,22+,23-,24-,25-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCCCCC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O)COC(CCCCCCC)=O

References

Reference
Detection of Endogenous Phosphatidylinositol 4,5–bisphosphate in Phytophthora cinnamomi. Jeff M. Howard, Peter L. Beech and Damien L. Callahan. Volume 53, Issue 8, August 2018, pp. 835-839. https://doi.org/10.1002/lipd.12093.

https://aocs.onlinelibrary.wiley.com/doi/full/10.1002/lipd.12093

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Detection of Endogenous Phosphatidylinositol 4,5-bisphosphate in Phytophthora cinnamomi.,
Lipids, 2018
Pubmed ID: 30334270

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 1
Aromatic Rings 0
Rotatable Bonds 26
Van der Waals Molecular Volume 649.92
Topological Polar Surface Area 302.57
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 19
logP 5.14
Molar Refractivity 163.97

Admin

Created at
-
Updated at
26th Jul 2021
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.