Structure Database (LMSD)
Common Name
NAPE(18:1(9Z)/16:1(9Z)/18:0)
Systematic Name
1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho-N-stearoyl-ethanolamine
Synonyms
- N-stearoyl-1-oleoyl-2-palmitoleoyl-3-phosphatidylethanolamine
- NAPE(34:2)
LM ID
LMGP02010358
Formula
Exact Mass
Calculate m/z
981.776172
Sum Composition
Status
Curated
3D model of NAPE(18:1(9Z)/16:1(9Z)/18:0)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
JTXNDNVMWQVFPP-HRECHVGGSA-N
InChi (Click to copy)
InChI=1S/C57H108NO9P/c1-4-7-10-13-16-19-22-25-27-30-32-35-38-41-44-47-55(59)58-50-51-65-68(62,63)66-53-54(67-57(61)49-46-43-40-37-34-29-24-21-18-15-12-9-6-3)52-64-56(60)48-45-42-39-36-33-31-28-26-23-20-17-14-11-8-5-2/h21,24,26,28,54H,4-20,22-23,25,27,29-53H2,1-3H3,(H,58,59)(H,62,63)/b24-21-,28-26-/t54-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCNC(CCCCCCCCCCCCCCCCC)=O)([H])(OC(CCCCCCC/C=C\CCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
68
Rings
0
Aromatic Rings
0
Rotatable Bonds
56
Van der Waals Molecular Volume
1091.40
Topological Polar Surface Area
137.46
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
9
logP
18.84
Molar Refractivity
287.13
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.