Structure Database (LMSD)

Common Name
PI(P-20:0/17:2(9Z,12Z))
Systematic Name
1-(1Z-eicosenyl)-2-(9Z,12Z-heptadecadienoyl)-glycero-3-phospho-(1'-myo-inositol)
Synonyms
  • PI(P-37:2)
  • PI(P-20:0/17:2)
LM ID
LMGP06030067
Formula
Exact Mass
Calculate m/z
860.577868
Sum Composition
Abbrev Chains
PI P-20:0/17:2
Status
Active (generated by computational methods)


Classification

String Representations

InChiKey (Click to copy)
KNQSKOYIVAQKTO-UZXOXUHPSA-N
InChi (Click to copy)
InChI=1S/C46H85O12P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-55-37-39(38-56-59(53,54)58-46-44(51)42(49)41(48)43(50)45(46)52)57-40(47)35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h10,12,16,18,34,36,39,41-46,48-52H,3-9,11,13-15,17,19-33,35,37-38H2,1-2H3,(H,53,54)/b12-10-,18-16-,36-34-/t39-,41-,42-,43+,44-,45-,46-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)CO/C=C\CCCCCCCCCCCCCCCCCC

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 906.75
Topological Polar Surface Area 192.44
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 12.57
Molar Refractivity 238.99

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.