Structure Database (LMSD)
Common Name
PE(16:0/18:1(9Z))-15-isoLG hydroxylactam
Systematic Name
Synonyms
- PE(34:1)-isoK hydroxylactam
3D model of PE(16:0/18:1(9Z))-15-isoLG hydroxylactam
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)
Isoketals form cytotoxic phosphatidylethanolamine adducts in cells.,
J Lipid Res, 2010
J Lipid Res, 2010
Pubmed ID:
19965577
DOI:
10.1194/jlr.M001040
String Representations
InChiKey (Click to copy)
VCOGHARAXZIILG-YHAAQHHBSA-N
InChi (Click to copy)
InChI=1S/C59H104NO13P/c1-5-8-11-13-15-17-19-21-22-24-26-28-30-32-39-44-57(65)73-52(49-70-56(64)43-38-31-29-27-25-23-20-18-16-14-12-9-6-2)50-72-74(68,69)71-48-47-60-58(66)53(46-45-51(61)40-35-10-7-3)54(59(60,4)67)41-36-33-34-37-42-55(62)63/h21-22,33,36,45-46,51-52,61,67H,5-20,23-32,34-35,37-44,47-50H2,1-4H3,(H,62,63)(H,68,69)/b22-21-,36-33-,46-45+/t51?,52-,59?/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN1C(=O)C(/C=C/C(O)CCCCC)=C(C1(O)C)C/C=C\CCCC(O)=O)([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
74
Rings
1
Aromatic Rings
0
Rotatable Bonds
53
Van der Waals Molecular Volume
1140.88
Topological Polar Surface Area
206.43
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
14
logP
16.81
Molar Refractivity
299.59
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.
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.