Structure Database (LMSD)

OH O O O O O O O HO O OH OH O O O O O
Common Name
PAT18(24:0(2Me[R],3OH[R],4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-6-O-(2,4S,6S-trimethyl-2E-docosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03001147
Formula
C132H246O17
Exact Mass
Calculate m/z
2103.838505
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)
SPLPSOBZGBVRLU-CSUUJZKISA-N
InChi (Click to copy)
InChI=1S/C132H246O17/c1-18-23-28-33-38-43-48-53-58-60-64-69-74-79-84-89-94-108(9)99-112(13)120(135)116(17)130(141)147-124-121(136)118(104-142-127(138)113(14)100-109(10)96-105(6)91-86-81-76-71-66-61-55-50-45-40-35-30-25-20-3)144-132(126(124)145-119(134)95-90-85-80-75-70-65-59-54-49-44-39-34-29-24-19-2)149-131-125(148-129(140)115(16)102-111(12)98-107(8)93-88-83-78-73-68-63-57-52-47-42-37-32-27-22-5)122(137)123(117(103-133)143-131)146-128(139)114(15)101-110(11)97-106(7)92-87-82-77-72-67-62-56-51-46-41-36-31-26-21-4/h100-102,105-112,116-118,120-126,131-133,135-137H,18-99,103-104H2,1-17H3/b113-100+,114-101+,115-102+/t105-,106-,107-,108-,109-,110-,111-,112-,116+,117+,118+,120+,121+,122-,123+,124-,125+,126+,131+,132+/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](COC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)O[C@@H]([C@@H]1OC(=O)CCCCCCCCCCCCCCCCC)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)O)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
52930984

Calculated Physicochemical Properties

Heavy Atoms 149
Rings 2
Aromatic Rings 0
Rotatable Bonds 109
Van der Waals Molecular Volume 2395.75
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 41.09
Molar Refractivity 631.32

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Created at
-
Updated at
2nd May 2024