Structure Database (LMSD)

O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT18(22:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2,4S,6S-trimethyl-2E-docosenoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000752
Formula
C134H250O17
Exact Mass
Calculate m/z
2131.869805
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)
BEUVKDBGBATJPJ-KHGCYTOOSA-N
InChi (Click to copy)
InChI=1S/C134H250O17/c1-18-23-28-33-38-43-48-53-58-61-65-70-75-80-85-90-95-109(8)100-113(12)104-117(16)131(142)150-127-124(139)125(148-129(140)115(14)102-111(10)98-107(6)93-88-83-78-73-68-63-56-51-46-41-36-31-26-21-4)119(105-135)145-133(127)151-134-128(147-121(136)97-92-87-82-77-72-67-60-55-50-45-40-35-30-25-20-3)126(149-130(141)116(15)103-112(11)99-108(7)94-89-84-79-74-69-64-57-52-47-42-37-32-27-22-5)123(138)120(146-134)106-144-132(143)118(17)122(137)114(13)101-110(9)96-91-86-81-76-71-66-62-59-54-49-44-39-34-29-24-19-2/h102-104,107-114,118-120,122-128,133-135,137-139H,18-101,105-106H2,1-17H3/b115-102+,116-103+,117-104+/t107-,108-,109-,110-,111-,112-,113-,114-,118+,119+,120+,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)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@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)CCCCCCCCCCCCCCCCC)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
52930589

Calculated Physicochemical Properties

Heavy Atoms 151
Rings 2
Aromatic Rings 0
Rotatable Bonds 111
Van der Waals Molecular Volume 2430.35
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 41.87
Molar Refractivity 640.55

Admin

Created at
-
Updated at
2nd May 2024