Structure Database (LMSD)

Common Name
PI(P-20:0/16:0)
Systematic Name
1-(1Z-eicosenyl)-2-hexadecanoyl-glycero-3-phospho-(1'-myo-inositol)
Synonyms
  • PI(P-36:0)
  • PI(P-20:0/16:0)
LM ID
LMGP06030063
Formula
Exact Mass
Calculate m/z
850.593518
Sum Composition
Abbrev Chains
PI P-20:0/16:0
Status
Active (generated by computational methods)


Classification

String Representations

InChiKey (Click to copy)
CQYXHSNTTJYYCP-JREANITLSA-N
InChi (Click to copy)
InChI=1S/C45H87O12P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-35-54-36-38(37-55-58(52,53)57-45-43(50)41(48)40(47)42(49)44(45)51)56-39(46)34-32-30-28-26-24-22-16-14-12-10-8-6-4-2/h33,35,38,40-45,47-51H,3-32,34,36-37H2,1-2H3,(H,52,53)/b35-33-/t38-,40-,41-,42+,43-,44-,45-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCCCCCCCCCCCCC)=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
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 1
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 894.73
Topological Polar Surface Area 192.44
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 12.63
Molar Refractivity 234.56

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.