Structure Database (LMSD)

OH OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT16(22:1(2E)(2Me,4Me[S],6Me[S])/24:1(2E)(2Me,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-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-docosenoyl)-6-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000071
Formula
C134H252O18
Exact Mass
Calculate m/z
2149.88037
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)
PFKJUEPFOGYKIX-MOZUYBRYSA-N
InChi (Click to copy)
InChI=1S/C134H252O18/c1-18-23-28-33-38-43-48-53-57-60-65-69-74-78-83-88-93-106(6)98-110(10)102-114(14)129(141)145-105-119-123(139)126(150-130(142)115(15)103-111(11)99-107(7)94-89-84-79-73-68-64-56-51-46-41-36-31-26-21-4)128(148-120(136)97-92-87-82-77-72-63-52-47-42-37-32-27-22-5)134(147-119)152-133-127(151-132(144)117(17)122(138)113(13)101-109(9)96-91-86-81-76-71-67-62-59-55-50-45-40-35-30-25-20-3)124(140)125(118(104-135)146-133)149-131(143)116(16)121(137)112(12)100-108(8)95-90-85-80-75-70-66-61-58-54-49-44-39-34-29-24-19-2/h102-103,106-113,116-119,121-128,133-135,137-140H,18-101,104-105H2,1-17H3/b114-102+,115-103+/t106-,107-,108-,109-,110-,111-,112-,113-,116+,117+,118+,119+,121+,122+,123+,124-,125+,126-,127+,128+,133+,134+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)/C=C(\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)CCCCCCCCCCCCCCC)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)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
52929908

Calculated Physicochemical Properties

Heavy Atoms 152
Rings 2
Aromatic Rings 0
Rotatable Bonds 112
Van der Waals Molecular Volume 2441.78
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 41.21
Molar Refractivity 642.48

Admin

Created at
-
Updated at
2nd May 2024