Structure Database (LMSD)

OH O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT18(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])/22:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-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-docosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03001252
Formula
C136H256O18
Exact Mass
Calculate m/z
2177.91167
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)
XVAROEFQARUWLE-HOUOKMSXSA-N
InChi (Click to copy)
InChI=1S/C136H256O18/c1-18-23-28-33-38-43-48-53-58-62-66-71-76-81-86-91-96-109(7)101-113(11)105-117(15)132(144)153-129-126(142)127(151-131(143)116(14)104-112(10)100-108(6)95-90-85-80-75-70-65-57-52-47-42-37-32-27-22-5)120(106-137)148-135(129)154-136-130(150-122(138)99-94-89-84-79-74-69-61-56-51-46-41-36-31-26-21-4)128(152-134(146)119(17)124(140)115(13)103-111(9)98-93-88-83-78-73-68-64-60-55-50-45-40-35-30-25-20-3)125(141)121(149-136)107-147-133(145)118(16)123(139)114(12)102-110(8)97-92-87-82-77-72-67-63-59-54-49-44-39-34-29-24-19-2/h104-105,108-115,118-121,123-130,135-137,139-142H,18-103,106-107H2,1-17H3/b116-104+,117-105+/t108-,109-,110-,111-,112-,113-,114-,115-,118+,119+,120+,121+,123+,124+,125+,126-,127+,128-,129+,130+,135+,136+/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@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)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
52931089

Calculated Physicochemical Properties

Heavy Atoms 154
Rings 2
Aromatic Rings 0
Rotatable Bonds 114
Van der Waals Molecular Volume 2476.38
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 41.99
Molar Refractivity 651.71

Admin

Created at
-
Updated at
2nd May 2024