Structure Database (LMSD)

O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT16(22:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-docosenoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000134
Formula
C136H254O17
Exact Mass
Calculate m/z
2159.901105
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)
YPVWUEXZLWRYOO-MVFISTDMSA-N
InChi (Click to copy)
InChI=1S/C136H254O17/c1-18-23-28-33-38-43-48-53-57-60-63-67-71-76-81-85-90-95-109(6)100-113(10)104-117(14)131(142)150-127-121(107-137)147-135(129(126(127)141)152-133(144)119(16)106-115(12)102-111(8)97-92-87-82-77-72-68-64-61-58-54-49-44-39-34-29-24-19-2)153-136-130(149-123(138)99-94-89-84-79-74-65-52-47-42-37-32-27-22-5)128(151-132(143)118(15)105-114(11)101-110(7)96-91-86-80-75-70-66-56-51-46-41-36-31-26-21-4)125(140)122(148-136)108-146-134(145)120(17)124(139)116(13)103-112(9)98-93-88-83-78-73-69-62-59-55-50-45-40-35-30-25-20-3/h104-106,109-116,120-122,124-130,135-137,139-141H,18-103,107-108H2,1-17H3/b117-104+,118-105+,119-106+/t109-,110-,111-,112-,113-,114-,115-,116-,120+,121+,122+,124+,125+,126-,127+,128-,129+,130+,135+,136+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)/C=C(\C)/C(=O)O[C@@H]1[C@@H](CO)O[C@@H]([C@@H]([C@H]1O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCC)/C)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O1)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCC

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
52929971

Calculated Physicochemical Properties

Heavy Atoms 153
Rings 2
Aromatic Rings 0
Rotatable Bonds 113
Van der Waals Molecular Volume 2464.95
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 42.65
Molar Refractivity 649.78

Admin

Created at
-
Updated at
2nd May 2024