Structure Database (LMSD)

OH OH O O OH O O HO HO O HO O O S O O O OH
Common Name
AC2SGL(18:0/28:0(2Me[S],4Me[S],6Me[S],8Me[R],10Me[R],11OH))
Systematic Name
2-O-octadecanoyl,3-O-(2S,4S,6S,8R,10R-pentamethyl)-11-hydroxy-octacosanoyl)-2'-sulfotrehalose
Synonyms
LM ID
LMSL03001287
Formula
C63H120O17S
Exact Mass
Calculate m/z
1180.824627
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)
UMNDFTOXQOUVFN-FJAUVQLDSA-N
InChi (Click to copy)
InChI=1S/C63H120O17S/c1-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-51(66)49(6)42-47(4)40-46(3)41-48(5)43-50(7)61(71)78-58-56(69)53(45-65)76-63(79-62-59(80-81(72,73)74)57(70)55(68)52(44-64)75-62)60(58)77-54(67)39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-2/h46-53,55-60,62-66,68-70H,8-45H2,1-7H3,(H,72,73,74)/t46-,47+,48-,49+,50-,51?,52+,53+,55+,56+,57-,58-,59+,60+,62+,63+/m0/s1
SMILES (Click to copy)
C(O[C@@H]1[C@@H](OC([C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C(O)CCCCCCCCCCCCCCCCC)=O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](OS(O)(=O)=O)[C@@H](O)[C@H](O)[C@@H](CO)O1)(CCCCCCCCCCCCCCCCC)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
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
126457728

Calculated Physicochemical Properties

Heavy Atoms 81
Rings 2
Aromatic Rings 0
Rotatable Bonds 52
Van der Waals Molecular Volume 1236.40
Topological Polar Surface Area 269.41
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 17
logP 17.13
Molar Refractivity 322.69

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Created at
-
Updated at
26th Oct 2021