Structure Database (LMSD)
Common Name
DEACL(1'-[17:0;[9-10cy3:0]/16:0],3'-[17:0;[9-10cy3:0]/16:0])
Systematic Name
1',3'-Bis-[1-(9,10-Methylenehexadecanoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-diethanolamine
Synonyms
3D model of DEACL(1'-[17:0;[9-10cy3:0]/16:0],3'-[17:0;[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)
BCIKFHMNDNYIGM-BYBIRNRYSA-N
InChi (Click to copy)
InChI=1S/C76H145NO16P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-47-55-75(80)92-71(63-86-73(78)53-45-39-33-35-43-51-69-61-67(69)49-41-15-11-7-3)65-90-94(82,83)88-59-57-77-58-60-89-95(84,85)91-66-72(93-76(81)56-48-38-32-30-28-26-24-22-20-18-14-10-6-2)64-87-74(79)54-46-40-34-36-44-52-70-62-68(70)50-42-16-12-8-4/h67-72,77H,5-66H2,1-4H3,(H,82,83)(H,84,85)/t67?,68?,69?,70?,71-,72-/m1/s1
SMILES (Click to copy)
P(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCC1CC1CCCCCC)=O)(O)(OCCNCCOP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC)(O)=O)=O
Calculated Physicochemical Properties
Heavy Atoms
95
Rings
2
Aromatic Rings
Rotatable Bonds
78
Van der Waals Molecular Volume
1479.38
Topological Polar Surface Area
228.75
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
17
logP
24.58
Molar Refractivity
388.65
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.