Structure Database (LMSD)

OH OH OH O OH HO HO O O O O OH O O
Common Name
DAT(18:0/21:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-O-octadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-henicosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000008
Formula
C54H102O14
Exact Mass
Calculate m/z
974.72696
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)
BDXZHTBHEAIBKP-HBBBRREQSA-N
InChi (Click to copy)
InChI=1S/C54H102O14/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-44(57)66-51-50(47(60)43(38-56)65-54(51)68-53-49(62)48(61)46(59)42(37-55)64-53)67-52(63)41(5)45(58)40(4)36-39(3)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h39-43,45-51,53-56,58-62H,6-38H2,1-5H3/t39-,40-,41+,42+,43+,45+,46+,47+,48-,49+,50-,51+,53+,54+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@@H]([C@@H](CO)O[C@@H]1O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCC)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
52929845

Calculated Physicochemical Properties

Heavy Atoms 68
Rings 2
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 1035.82
Topological Polar Surface Area 226.04
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 12.83
Molar Refractivity 270.95

Admin

Created at
-
Updated at
2nd May 2024