Structure Database (LMSD)

OH O OH OH O OH HO HO O O O O OH O
Common Name
DAT(19:0/25:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-O-nonadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-pentacosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000018
Formula
C59H112O14
Exact Mass
Calculate m/z
1044.80521
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)
JLVQXGKJNKBUNJ-VRHQXLEVSA-N
InChi (Click to copy)
InChI=1S/C59H112O14/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-44(3)41-45(4)50(63)46(5)57(68)72-55-52(65)48(43-61)70-59(73-58-54(67)53(66)51(64)47(42-60)69-58)56(55)71-49(62)40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h44-48,50-56,58-61,63-67H,6-43H2,1-5H3/t44-,45-,46+,47+,48+,50+,51+,52+,53-,54+,55-,56+,58+,59+/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)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
52929855

Calculated Physicochemical Properties

Heavy Atoms 73
Rings 2
Aromatic Rings 0
Rotatable Bonds 48
Van der Waals Molecular Volume 1122.32
Topological Polar Surface Area 226.04
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 14.78
Molar Refractivity 294.04

Admin

Created at
-
Updated at
2nd May 2024