Structure Database (LMSD)

OH O O O O O O O HO O OH OH O O O O O
Common Name
PAT16(22:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-docosenoyl)-6-O-(2,4S,6S-trimethyl-2E-docosenoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000042
Formula
C130H242O17
Exact Mass
Calculate m/z
2075.807205
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)
KWCDYVBMZQFNIS-BTCWNUBZSA-N
InChi (Click to copy)
InChI=1S/C130H242O17/c1-18-23-28-33-38-43-48-53-57-58-63-67-72-77-82-87-92-106(9)97-110(13)118(133)114(17)128(139)146-123-120(135)121(144-126(137)112(15)99-108(11)95-104(7)90-85-80-75-70-65-61-55-50-45-40-35-30-25-20-3)115(101-131)141-129(123)147-130-124(143-117(132)93-88-83-78-73-68-59-52-47-42-37-32-27-22-5)122(145-127(138)113(16)100-109(12)96-105(8)91-86-81-76-71-66-62-56-51-46-41-36-31-26-21-4)119(134)116(142-130)102-140-125(136)111(14)98-107(10)94-103(6)89-84-79-74-69-64-60-54-49-44-39-34-29-24-19-2/h98-100,103-110,114-116,118-124,129-131,133-135H,18-97,101-102H2,1-17H3/b111-98+,112-99+,113-100+/t103-,104-,105-,106-,107-,108-,109-,110-,114+,115+,116+,118+,119+,120-,121+,122-,123+,124+,129+,130+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)[C@H]([C@@H](C)C(=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](COC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)O1)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCC)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)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
52929879

Calculated Physicochemical Properties

Heavy Atoms 147
Rings 2
Aromatic Rings 0
Rotatable Bonds 107
Van der Waals Molecular Volume 2361.15
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 40.31
Molar Refractivity 622.08

Admin

Created at
-
Updated at
2nd May 2024