Structure Database (LMSD)
Common Name
DEACL(1'-[18:1(9Z)/16:0],3'-[18:1(9Z)/16:0])
Systematic Name
1',3'-Bis-[1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-diethanolamine
Synonyms
3D model of DEACL(1'-[18:1(9Z)/16:0],3'-[18:1(9Z)/16:0])
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
References
String Representations
InChiKey (Click to copy)
CUSSFQQJBWIPHN-NCWCPJCQSA-N
InChi (Click to copy)
InChI=1S/C78H149NO16P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-75(80)88-69-73(94-77(82)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)71-92-96(84,85)90-67-65-79-66-68-91-97(86,87)93-72-74(95-78(83)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)70-89-76(81)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h33-36,73-74,79H,5-32,37-72H2,1-4H3,(H,84,85)(H,86,87)/b35-33-,36-34-/t73-,74-/m1/s1
SMILES (Click to copy)
P(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(O)(OCCNCCOP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)(O)=O)=O
Calculated Physicochemical Properties
Heavy Atoms
97
Rings
Aromatic Rings
Rotatable Bonds
82
Van der Waals Molecular Volume
1533.42
Topological Polar Surface Area
228.75
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
17
logP
25.98
Molar Refractivity
402.20
Admin
Created at
4th Feb 2025
Updated at
4th Feb 2025
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.