Structure Database (LMSD)

O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT16(26:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-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
LMSL03000504
Formula
C139H260O17
Exact Mass
Calculate m/z
2201.948055
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)
FPABSXDXWGDCNP-YGOXQPMLSA-N
InChi (Click to copy)
InChI=1S/C139H260O17/c1-18-23-28-33-38-43-48-53-57-61-63-67-71-75-80-84-89-94-99-113(7)104-117(11)108-121(15)135(146)154-131-128(143)125(111-149-137(148)123(17)127(142)119(13)106-115(9)101-96-91-86-81-76-72-65-60-56-51-46-41-36-31-26-21-4)151-139(133(131)152-126(141)102-97-92-87-82-77-68-52-47-42-37-32-27-22-5)156-138-132(155-136(147)122(16)109-118(12)105-114(8)100-95-90-85-78-73-69-64-59-55-50-45-40-35-30-25-20-3)129(144)130(124(110-140)150-138)153-134(145)120(14)107-116(10)103-112(6)98-93-88-83-79-74-70-66-62-58-54-49-44-39-34-29-24-19-2/h107-109,112-119,123-125,127-133,138-140,142-144H,18-106,110-111H2,1-17H3/b120-107+,121-108+,122-109+/t112-,113-,114-,115-,116-,117-,118-,119-,123+,124+,125+,127+,128+,129-,130+,131-,132+,133+,138+,139+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@H](COC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O[C@@H]([C@@H]1OC(=O)CCCCCCCCCCCCCCC)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCC)/C)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)/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
52930341

Calculated Physicochemical Properties

Heavy Atoms 156
Rings 2
Aromatic Rings 0
Rotatable Bonds 116
Van der Waals Molecular Volume 2516.85
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 43.82
Molar Refractivity 663.63

Admin

Created at
-
Updated at
2nd May 2024