Structure Database (LMSD)

OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT18(26:1(2E)(2Me,4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-6-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03001070
Formula
C142H266O17
Exact Mass
Calculate m/z
2243.995005
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)
DEWNIZTYYXMPKE-YSWPYMMDSA-N
InChi (Click to copy)
InChI=1S/C142H266O17/c1-18-23-28-33-38-43-48-53-58-62-64-69-72-77-82-87-92-97-102-116(7)107-120(11)111-124(15)138(149)156-133-127(113-143)153-141(135(132(133)147)158-140(151)126(17)130(145)122(13)109-118(9)104-99-94-89-84-79-74-68-61-56-51-46-41-36-31-26-21-4)159-142-136(155-129(144)105-100-95-90-85-80-75-66-57-52-47-42-37-32-27-22-5)134(157-139(150)125(16)112-121(12)108-117(8)103-98-93-88-83-78-73-70-65-63-59-54-49-44-39-34-29-24-19-2)131(146)128(154-142)114-152-137(148)123(14)110-119(10)106-115(6)101-96-91-86-81-76-71-67-60-55-50-45-40-35-30-25-20-3/h110-112,115-122,126-128,130-136,141-143,145-147H,18-109,113-114H2,1-17H3/b123-110+,124-111+,125-112+/t115-,116-,117-,118-,119-,120-,121-,122-,126+,127+,128+,130+,131+,132-,133+,134-,135+,136+,141+,142+/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](CO)O[C@@H]([C@@H]([C@H]1O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)/C)O1)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCCCC

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
52930907

Calculated Physicochemical Properties

Heavy Atoms 159
Rings 2
Aromatic Rings 0
Rotatable Bonds 119
Van der Waals Molecular Volume 2568.75
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 44.99
Molar Refractivity 677.49

Admin

Created at
-
Updated at
2nd May 2024