Structure Database (LMSD)
Common Name
SQDG(16:0/16:0)
Systematic Name
1,2-dihexadecanoyl-3-(6'-sulfo-α-D-quinovosyl)-sn-glycerol
Synonyms
- sulfoquinovosyldiacylglycerols
LM ID
LMGL05010004
Status
Active
Exact Mass
Calculate m/z
794.521402
Formula
Abbrev
Abbrev Chains
SQDG 16:0/16:0
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
RVUUQPKXGDTQPG-JUDHQOGESA-N
InChi (Click to copy)
InChI=1S/C41H78O12S/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(42)50-31-34(32-51-41-40(46)39(45)38(44)35(53-41)33-54(47,48)49)52-37(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35,38-41,44-46H,3-33H2,1-2H3,(H,47,48,49)/t34-,35-,38-,39+,40-,41+/m1/s1
SMILES (Click to copy)
[C@](CO[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CS(O)(=O)=O)O1)([H])(OC(CCCCCCCCCCCCCCC)=O)COC(=O)CCCCCCCCCCCCCCC
References
Reference
PubMed ID:9358437
Comments
Submitted by Henry Boumann, Netherlands
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Heterosigma akashiwo
(#2829)
Raphidophyceae
(#38410)
Sulfoquinovosyl diacylglycerols from the alga Heterosigma carterae.,
Lipids, 1997
Lipids, 1997
Pubmed ID:
9358437
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
54
Rings
1
Aromatic Rings
0
Rotatable Bonds
38
Van der Waals Molecular Volume
824.21
Topological Polar Surface Area
188.19
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
12
logP
11.94
Molar Refractivity
214.96
Admin
Created at
-
Updated at
25th Apr 2022
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.