Structure Database (LMSD)
Common Name
DAT(16:0/25:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-pentacosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000004
Formula
Exact Mass
Calculate m/z
1002.75826
Status
Active (generated by computational methods)
No other lipid differing only in stereochemistry/bond geometry found
3D model of DAT(16:0/25:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
String Representations
InChiKey (Click to copy)
FFOLZFFENTXDSY-PLBUFKKISA-N
InChi (Click to copy)
InChI=1S/C56H106O14/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-41(3)38-42(4)47(60)43(5)54(65)69-52-49(62)45(40-58)67-56(70-55-51(64)50(63)48(61)44(39-57)66-55)53(52)68-46(59)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h41-45,47-53,55-58,60-64H,6-40H2,1-5H3/t41-,42-,43+,44+,45+,47+,48+,49+,50-,51+,52-,53+,55+,56+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)[C@H]([C@@H](C)C(=O)O[C@H]1[C@@H]([C@@H](CO)O[C@@H]([C@@H]1OC(=O)CCCCCCCCCCCCCCC)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Mycobacterium tuberculosis
(#1773)
Actinomycetia
(#1760)
Asymmetric Total Synthesis and Structural Revision of DAT2, an Antigenic Glycolipid from Mycobacterium tuberculosis.,
Angew Chem Int Ed Engl, 2024
Angew Chem Int Ed Engl, 2024
Pubmed ID:
38456226
Mycobacterium tuberculosis
(#1773)
Actinomycetia
(#1760)
Lipidomic analyses of Mycobacterium tuberculosis based on accurate mass measurements and the novel "Mtb LipidDB".,
J Lipid Res, 2011
J Lipid Res, 2011
Pubmed ID:
21285232
DOI:
10.1194/jlr.M010363
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
70
Rings
2
Aromatic Rings
0
Rotatable Bonds
45
Van der Waals Molecular Volume
1070.42
Topological Polar Surface Area
226.04
Hydrogen Bond Donors
7
Hydrogen Bond Acceptors
14
logP
13.61
Molar Refractivity
280.19
Admin
Created at
-
Updated at
2nd May 2024