Structure Database (LMSD)
Common Name
DEACL(1'-[19:0;[9-10cy3:0]/16:0],3'-[19:0;[9-10cy3:0]/16:0])
Systematic Name
1',3'-Bis-[1-(9,10-Methyleneoctadecanoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-diethanolamine
Synonyms
3D model of DEACL(1'-[19:0;[9-10cy3:0]/16:0],3'-[19:0;[9-10cy3:0]/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)
JAXWFONFABMWSG-OSSQSLFDSA-N
InChi (Click to copy)
InChI=1S/C80H153NO16P2/c1-5-9-13-17-21-23-25-27-29-31-33-41-51-59-79(84)96-75(67-90-77(82)57-49-43-35-39-47-55-73-65-71(73)53-45-37-19-15-11-7-3)69-94-98(86,87)92-63-61-81-62-64-93-99(88,89)95-70-76(97-80(85)60-52-42-34-32-30-28-26-24-22-18-14-10-6-2)68-91-78(83)58-50-44-36-40-48-56-74-66-72(74)54-46-38-20-16-12-8-4/h71-76,81H,5-70H2,1-4H3,(H,86,87)(H,88,89)/t71?,72?,73?,74?,75-,76-/m1/s1
SMILES (Click to copy)
P(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCC1CC1CCCCCCCC)=O)(O)(OCCNCCOP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCCCC)(O)=O)=O
Calculated Physicochemical Properties
Heavy Atoms
99
Rings
2
Aromatic Rings
Rotatable Bonds
82
Van der Waals Molecular Volume
1548.58
Topological Polar Surface Area
228.75
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
17
logP
26.14
Molar Refractivity
407.12
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.