Structure Database (LMSD)

OH O OH OH O OH HO HO O O O O OH O
Common Name
DAT(19:0/24:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-O-nonadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000017
Formula
C58H110O14
Exact Mass
Calculate m/z
1030.78956
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Acyltrehaloses [SL03]

String Representations

InChiKey (Click to copy)
PJGDCLWLCCKTEK-ILTQMHJNSA-N
InChi (Click to copy)
InChI=1S/C58H110O14/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-43(3)40-44(4)49(62)45(5)56(67)71-54-51(64)47(42-60)69-58(72-57-53(66)52(65)50(63)46(41-59)68-57)55(54)70-48(61)39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h43-47,49-55,57-60,62-66H,6-42H2,1-5H3/t43-,44-,45+,46+,47+,49+,50+,51+,52-,53+,54-,55+,57+,58+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCC[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)CCCCCCCCCCCCCCCCCC)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
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
Pubmed ID: 21285232

Other Databases

PubChem CID
52929854

Calculated Physicochemical Properties

Heavy Atoms 72
Rings 2
Aromatic Rings 0
Rotatable Bonds 47
Van der Waals Molecular Volume 1105.02
Topological Polar Surface Area 226.04
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 14.39
Molar Refractivity 289.42

Admin

Created at
-
Updated at
2nd May 2024