Structure Database (LMSD)

OH OH OH O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT18(24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03001271
Formula
C138H264O20
Exact Mass
Calculate m/z
2241.9641
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)
JNMDLPMNTYNQPG-ZENIVHDZSA-N
InChi (Click to copy)
InChI=1S/C138H264O20/c1-18-23-28-33-38-43-48-53-58-63-67-72-77-82-87-92-97-108(6)102-112(10)123(141)116(14)133(147)151-107-121-127(145)130(156-135(149)118(16)125(143)114(12)104-110(8)99-94-89-84-79-74-69-65-60-55-50-45-40-35-30-25-20-3)132(154-122(140)101-96-91-86-81-76-71-62-57-52-47-42-37-32-27-22-5)138(153-121)158-137-131(157-136(150)119(17)126(144)115(13)105-111(9)100-95-90-85-80-75-70-66-61-56-51-46-41-36-31-26-21-4)128(146)129(120(106-139)152-137)155-134(148)117(15)124(142)113(11)103-109(7)98-93-88-83-78-73-68-64-59-54-49-44-39-34-29-24-19-2/h108-121,123-132,137-139,141-146H,18-107H2,1-17H3/t108-,109-,110-,111-,112-,113-,114-,115-,116+,117+,118+,119+,120+,121+,123+,124+,125+,126+,127+,128-,129+,130-,131+,132+,137+,138+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)[C@H]([C@@H](C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCCCC)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)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 (#1763)
Actinomycetia (#1760)
Mycobacterial polyacyltrehalose generated by computational means

Other Databases

PubChem CID
52931108

Calculated Physicochemical Properties

Heavy Atoms 158
Rings 2
Aromatic Rings 0
Rotatable Bonds 118
Van der Waals Molecular Volume 2533.84
Topological Polar Surface Area 304.94
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 20
logP 41.44
Molar Refractivity 664.79

Admin

Created at
-
Updated at
2nd May 2024