Structure Database (LMSD)

OH OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT18(24:0(2Me[R],3OH[R],4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-6-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03001241
Formula
C142H268O18
Exact Mass
Calculate m/z
2262.00557
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)
FBDDMGYEQSBLKD-UWGZMQOSSA-N
InChi (Click to copy)
InChI=1S/C142H268O18/c1-18-23-28-33-38-43-48-53-58-62-64-69-71-76-81-86-91-96-101-114(6)106-118(10)110-122(14)137(149)153-113-127-131(147)134(158-140(152)125(17)130(146)121(13)109-117(9)104-99-94-89-84-79-74-68-61-56-51-46-41-36-31-26-21-4)136(156-128(144)105-100-95-90-85-80-75-66-57-52-47-42-37-32-27-22-5)142(155-127)160-141-135(159-138(150)123(15)111-119(11)107-115(7)102-97-92-87-82-77-72-70-65-63-59-54-49-44-39-34-29-24-19-2)132(148)133(126(112-143)154-141)157-139(151)124(16)129(145)120(12)108-116(8)103-98-93-88-83-78-73-67-60-55-50-45-40-35-30-25-20-3/h110-111,114-121,124-127,129-136,141-143,145-148H,18-109,112-113H2,1-17H3/b122-110+,123-111+/t114-,115-,116-,117-,118-,119-,120-,121-,124+,125+,126+,127+,129+,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)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCCCC)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)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
52931078

Calculated Physicochemical Properties

Heavy Atoms 160
Rings 2
Aromatic Rings 0
Rotatable Bonds 120
Van der Waals Molecular Volume 2580.18
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 44.33
Molar Refractivity 679.41

Admin

Created at
-
Updated at
2nd May 2024