Structure Database (LMSD)
Systematic Name
Synonyms
3D model of
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
PPQJURXZVUGFIN-SFXUIZFMSA-N
InChi (Click to copy)
InChI=1S/C85H162O6/c1-64-21-13-29-72(9)80-45-41-76(57-80)33-17-25-68(5)49-53-88-63-84(61-86)89-54-50-69(6)26-18-34-77-42-46-81(58-77)73(10)30-14-22-65(2)39-40-67(4)24-16-32-75(12)83-48-44-79(60-83)36-20-28-71(8)52-56-91-85(62-87)90-55-51-70(7)27-19-35-78-43-47-82(59-78)74(11)31-15-23-66(3)38-37-64/h64-87H,13-63H2,1-12H3/t64?,65?,66?,67?,68?,69?,70?,71?,72?,73?,74?,75?,76?,77?,78?,79?,80?,81?,82?,83?,84-,85+/m0/s1
SMILES (Click to copy)
O1CCC(C)CCCC2CC(C(C)CCCC(C)CCC(C)CCCC(C)C3CC(CC3)CCCC(C)CCO[C@@]([H])(CO)OCCC(C)CCCC3CC(C(C)CCCC(C)CCC(C)CCCC(C)C4CC(CCCC(C)CCO[C@@]([H])(CO)C1)CC4)CC3)CC2
References
Calculated Physicochemical Properties
Heavy Atoms
91
Rings
5
Aromatic Rings
0
Rotatable Bonds
2
Van der Waals Molecular Volume
1470.00
Topological Polar Surface Area
85.66
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
6
logP
27.09
Molar Refractivity
395.91
Admin
Created at
21st Jun 2019
Updated at
27th May 2021
LIPID MAPS® abbreviations for glycerolipids (GL)
The LIPID MAPS® glycerolipid abbreviations (MG,DG,TG) are used here to refer to species with one, two or three radyl side-chains, respectively, where the structures of the side chains are indicated within parentheses in the 'Prefix(sn1/sn2/sn3)' format (e.g. TG(16:0/18:1(9Z)/18:0). Acyl chains are assumed by default. The alkyl ether linkage is represented by the 'O-' prefix, e.g. DG(O-16:0/18:1(9Z)/0:0), whereas the 1Z-alkenyl ether (Plasmalogen) linkage is represented by the 'P-' prefix, e.g. and DG(P-14:0/18:1(9Z)/0:0).
For Diradylglycerols and Triradylglycerols, it is not always possible to experimentally determine the exact position of radyl groups on the glycerol group. For Diradylglycerols with two different radyl groups, two different structural isomers exist. For Triradylglycerols with three different radyl groups, six different isomers exist.
Instead of drawing all possible structural isomers explicitly for Diradylglycerols and Triradylglycerols, the LIPID MAPS® abbreviation scheme supports the isomeric specification. A suffix containing 'iso' along with the number of possible isomers is appended to the abbreviation (e.g. [iso2],[iso6]) and a single unique LM_ID is assigned. The structure assigned to the LM_ID corresponds to the radyl substitution shown in the abbreviation. An option is provided to display the other isomers in the group.
The [rac] designation refers to racemic mixtures due to substitution at the sn1 and sn3 positions of glycerol.
The LIPID MAPS® glycerolipid abbreviations (MG,DG,TG) are used here to refer to species with one, two or three radyl side-chains, respectively, where the structures of the side chains are indicated within parentheses in the 'Prefix(sn1/sn2/sn3)' format (e.g. TG(16:0/18:1(9Z)/18:0). Acyl chains are assumed by default. The alkyl ether linkage is represented by the 'O-' prefix, e.g. DG(O-16:0/18:1(9Z)/0:0), whereas the 1Z-alkenyl ether (Plasmalogen) linkage is represented by the 'P-' prefix, e.g. and DG(P-14:0/18:1(9Z)/0:0).
For Diradylglycerols and Triradylglycerols, it is not always possible to experimentally determine the exact position of radyl groups on the glycerol group. For Diradylglycerols with two different radyl groups, two different structural isomers exist. For Triradylglycerols with three different radyl groups, six different isomers exist.
Instead of drawing all possible structural isomers explicitly for Diradylglycerols and Triradylglycerols, the LIPID MAPS® abbreviation scheme supports the isomeric specification. A suffix containing 'iso' along with the number of possible isomers is appended to the abbreviation (e.g. [iso2],[iso6]) and a single unique LM_ID is assigned. The structure assigned to the LM_ID corresponds to the radyl substitution shown in the abbreviation. An option is provided to display the other isomers in the group.
The [rac] designation refers to racemic mixtures due to substitution at the sn1 and sn3 positions of glycerol.