Structure Database (LMSD)

OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT18(25:1(2E)(2Me,4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-6-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000995
Formula
C143H268O17
Exact Mass
Calculate m/z
2258.010655
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)
BLPJELZEPLMFIW-HKEAHVGHSA-N
InChi (Click to copy)
InChI=1S/C143H268O17/c1-18-23-28-33-38-43-48-53-58-62-65-70-73-78-82-87-92-97-102-116(6)107-120(10)111-124(14)138(149)153-115-129-132(147)135(158-140(151)126(16)113-122(12)109-118(8)104-99-94-89-83-77-72-69-64-60-55-50-45-40-35-30-25-20-3)137(156-130(145)106-101-96-91-86-81-76-67-57-52-47-42-37-32-27-22-5)143(155-129)160-142-136(159-141(152)127(17)131(146)123(13)110-119(9)105-100-95-90-85-80-75-68-61-56-51-46-41-36-31-26-21-4)133(148)134(128(114-144)154-142)157-139(150)125(15)112-121(11)108-117(7)103-98-93-88-84-79-74-71-66-63-59-54-49-44-39-34-29-24-19-2/h111-113,116-123,127-129,131-137,142-144,146-148H,18-110,114-115H2,1-17H3/b124-111+,125-112+,126-113+/t116-,117-,118-,119-,120-,121-,122-,123-,127+,128+,129+,131+,132+,133-,134+,135-,136+,137+,142+,143+/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(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCCC)/C)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)CCCCCCCCCCCCCCCCCCC)/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
52930832

Calculated Physicochemical Properties

Heavy Atoms 160
Rings 2
Aromatic Rings 0
Rotatable Bonds 120
Van der Waals Molecular Volume 2586.05
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 45.38
Molar Refractivity 682.10

Admin

Created at
-
Updated at
2nd May 2024