Structure Database (LMSD)

Common Name
PS-PI
Systematic Name
1-hexadecanoyl-2-succinyl-sn-glycero-3-phospho-(1'-myo-inositol)
Synonyms
  • 1-palmitoyl-2-succinyl-sn-glycero-3-phospho-(1'-myo-inositol)
LM ID
LMGP20050017
Formula
Exact Mass
Calculate m/z
672.312213
Sum Composition
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Oxidized phospholipids as endogenous pattern recognition ligands in innate immunity.,
J Biol Chem, 2008
Pubmed ID: 18285328

String Representations

InChiKey (Click to copy)
BOWZRUSZAGWCCQ-UKTNQKFDSA-N
InChi (Click to copy)
InChI=1S/C29H53O15P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(32)41-18-20(43-23(33)17-16-21(30)31)19-42-45(39,40)44-29-27(37)25(35)24(34)26(36)28(29)38/h20,24-29,34-38H,2-19H2,1H3,(H,30,31)(H,39,40)/t20-,24-,25-,26+,27-,28-,29-/m1/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCC(OC[C@](COP(O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O)(O)=O)(OC(=O)CCC(=O)O)[H])=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 1
Aromatic Rings 0
Rotatable Bonds 27
Van der Waals Molecular Volume 641.66
Topological Polar Surface Area 246.81
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 15
logP 4.85
Molar Refractivity 163.13

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.