Structure Database (LMSD)
Common Name
P-IsoPGJ2-PC
Systematic Name
1-hexadecanoyl-2-(11-oxo-15-hydroxy-5Z,9,13E-prostatrienoyl)-sn-glycero-phosphocholine
Synonyms
LM ID
LMGP20010044
Formula
Exact Mass
Calculate m/z
811.536337
Sum Composition
Status
Active
3D model of P-IsoPGJ2-PC
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Homo sapiens
(#9606)
Mammalia
(#40674)
Role of oxidized phospholipids in cardiovascular pathology,
Clinical Lipidology, 2013
Clinical Lipidology, 2013
DOI:
10.2217/clp.13.13
String Representations
InChiKey (Click to copy)
RIIMLTBQMOKAFK-HNKMUWAQSA-N
InChi (Click to copy)
InChI=1S/C44H78NO10P/c1-6-8-10-11-12-13-14-15-16-17-18-19-24-28-43(48)52-36-40(37-54-56(50,51)53-35-34-45(3,4)5)55-44(49)29-25-21-20-23-26-38-30-33-42(47)41(38)32-31-39(46)27-22-9-7-2/h20,23,30-33,38-41,46H,6-19,21-22,24-29,34-37H2,1-5H3/b23-20-,32-31+/t38?,39?,40-,41?/m1/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCC/C=C\CC1C=CC(=O)C1/C=C/C(O)CCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
56
Rings
1
Aromatic Rings
0
Rotatable Bonds
38
Van der Waals Molecular Volume
860.29
Topological Polar Surface Area
148.49
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
11
logP
10.83
Molar Refractivity
224.57
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.