Structure Database (LMSD)

OH OH OH O OH HO HO O O O OH O O O
Common Name
DAT(16:0/21:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-henicosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000001
Formula
C52H98O14
Exact Mass
Calculate m/z
946.69566
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)
LREMFTCVZPDWBO-BCFWWCHASA-N
InChi (Click to copy)
InChI=1S/C52H98O14/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-37(3)34-38(4)43(56)39(5)50(61)65-48-45(58)41(36-54)63-52(66-51-47(60)46(59)44(57)40(35-53)62-51)49(48)64-42(55)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h37-41,43-49,51-54,56-60H,6-36H2,1-5H3/t37-,38-,39+,40+,41+,43+,44+,45+,46-,47+,48-,49+,51+,52+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCC[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
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
52929838

Calculated Physicochemical Properties

Heavy Atoms 66
Rings 2
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 1001.22
Topological Polar Surface Area 226.04
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 12.05
Molar Refractivity 261.72

Admin

Created at
-
Updated at
2nd May 2024