Structure Database (LMSD)

OH O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT16(24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000629
Formula
C137H258O18
Exact Mass
Calculate m/z
2191.92732
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)
CUJMGGIBNPQKKB-OYWSWBAGSA-N
InChi (Click to copy)
InChI=1S/C137H258O18/c1-18-23-28-33-38-43-48-53-57-61-65-68-72-77-81-86-91-96-109(6)101-113(10)105-117(14)132(144)152-128-121(107-138)149-136(130(127(128)143)154-133(145)118(15)106-114(11)102-110(7)97-92-87-82-76-71-67-62-58-54-49-44-39-34-29-24-19-2)155-137-131(151-123(139)100-95-90-85-80-75-66-52-47-42-37-32-27-22-5)129(153-135(147)120(17)125(141)116(13)104-112(9)99-94-89-84-79-74-70-64-60-56-51-46-41-36-31-26-21-4)126(142)122(150-137)108-148-134(146)119(16)124(140)115(12)103-111(8)98-93-88-83-78-73-69-63-59-55-50-45-40-35-30-25-20-3/h105-106,109-116,119-122,124-131,136-138,140-143H,18-104,107-108H2,1-17H3/b117-105+,118-106+/t109-,110-,111-,112-,113-,114-,115-,116-,119+,120+,121+,122+,124+,125+,126+,127-,128+,129-,130+,131+,136+,137+/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)CCCCCCCCCCCCCCCCCC)/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@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)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
52930466

Calculated Physicochemical Properties

Heavy Atoms 155
Rings 2
Aromatic Rings 0
Rotatable Bonds 115
Van der Waals Molecular Volume 2493.68
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 42.38
Molar Refractivity 656.33

Admin

Created at
-
Updated at
2nd May 2024