Structure Database (LMSD)

Common Name
MG(13:0(2Me,12Me)/0:0)
Systematic Name
1-(2,12-dimethyltridecanoyl)-sn-glycerol
Synonyms
LM ID
LMGP01050152
Formula
Exact Mass
Calculate m/z
316.26136
Sum Composition
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Stelletta (#2646757)
Demospongiae (#6042)
New lysophosphatidylcholines and monoglycerides from the marine sponge Stelletta sp.,
J Nat Prod, 2003
Pubmed ID: 12762820

String Representations

InChiKey (Click to copy)
LPXGHYUNYHADCZ-DJNXLDHESA-N
InChi (Click to copy)
InChI=1S/C18H36O4/c1-15(2)11-9-7-5-4-6-8-10-12-16(3)18(21)22-14-17(20)13-19/h15-17,19-20H,4-14H2,1-3H3/t16?,17-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(O)COC(C(C)CCCCCCCCCC(C)C)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 352.48
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.54
Molar Refractivity 91.10

Admin

Created at
1st Aug 2022
Updated at
26th Jul 2024
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.