Structure Database (LMSD)

Common Name
1,2-(13-methyl-tetradecanyl)-sn-glycerol
Systematic Name
1,2-(13-methyl-tetradecanyl)-sn-glycerol
Synonyms
LM ID
LMGL02030039
Formula
Exact Mass
Calculate m/z
512.516845
Sum Composition
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Candidatus Brocadiaceae (#1127830)
Candidatus Brocadiia (#2517206)
Structural identification of ladderane and other membrane lipids of planctomycetes capable of anaerobic ammonium oxidation (anammox).,
FEBS J, 2005
Pubmed ID: 16098207

String Representations

InChiKey (Click to copy)
IGCHOQKDYVBUHO-XIFFEERXSA-N
InChi (Click to copy)
InChI=1S/C33H68O3/c1-31(2)25-21-17-13-9-5-7-11-15-19-23-27-35-30-33(29-34)36-28-24-20-16-12-8-6-10-14-18-22-26-32(3)4/h31-34H,5-30H2,1-4H3/t33-/m0/s1
SMILES (Click to copy)
OC[C@@](OCCCCCCCCCCCCC(C)C)([H])COCCCCCCCCCCCCC(C)C

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 605.83
Topological Polar Surface Area 38.69
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 11.70
Molar Refractivity 161.37

Admin

Created at
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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.