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])/25:1(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-pentacosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000634
Formula
C138H260O18
Exact Mass
Calculate m/z
2205.94297
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)
XSKZDZMWACCRII-YFOJIUSYSA-N
InChi (Click to copy)
InChI=1S/C138H260O18/c1-18-23-28-33-38-43-48-53-57-61-65-68-72-77-82-87-92-97-110(6)102-114(10)106-118(14)133(145)153-129-122(108-139)150-137(131(128(129)144)155-134(146)119(15)107-115(11)103-111(7)98-93-88-83-78-73-69-66-62-58-54-49-44-39-34-29-24-19-2)156-138-132(152-124(140)101-96-91-86-81-76-67-52-47-42-37-32-27-22-5)130(154-136(148)121(17)126(142)117(13)105-113(9)100-95-90-85-80-75-71-64-60-56-51-46-41-36-31-26-21-4)127(143)123(151-138)109-149-135(147)120(16)125(141)116(12)104-112(8)99-94-89-84-79-74-70-63-59-55-50-45-40-35-30-25-20-3/h106-107,110-117,120-123,125-132,137-139,141-144H,18-105,108-109H2,1-17H3/b118-106+,119-107+/t110-,111-,112-,113-,114-,115-,116-,117-,120+,121+,122+,123+,125+,126+,127+,128-,129+,130-,131+,132+,137+,138+/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@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
52930471

Calculated Physicochemical Properties

Heavy Atoms 156
Rings 2
Aromatic Rings 0
Rotatable Bonds 116
Van der Waals Molecular Volume 2510.98
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 42.77
Molar Refractivity 660.94

Admin

Created at
-
Updated at
2nd May 2024