Structure Database (LMSD)

O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT18(24:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000885
Formula
C141H264O17
Exact Mass
Calculate m/z
2229.979355
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)
DOXOZDPWBWADFP-KTHQQGDFSA-N
InChi (Click to copy)
InChI=1S/C141H264O17/c1-18-23-28-33-38-43-48-53-58-62-64-69-72-77-82-85-90-95-100-114(6)105-118(10)109-122(14)136(147)155-132-126(112-142)152-140(134(131(132)146)157-138(149)124(16)111-120(12)107-116(8)102-97-92-87-81-76-71-68-63-59-54-49-44-39-34-29-24-19-2)158-141-135(154-128(143)104-99-94-89-84-79-74-65-57-52-47-42-37-32-27-22-5)133(156-137(148)123(15)110-119(11)106-115(7)101-96-91-86-80-75-70-66-60-55-50-45-40-35-30-25-20-3)130(145)127(153-141)113-151-139(150)125(17)129(144)121(13)108-117(9)103-98-93-88-83-78-73-67-61-56-51-46-41-36-31-26-21-4/h109-111,114-121,125-127,129-135,140-142,144-146H,18-108,112-113H2,1-17H3/b122-109+,123-110+,124-111+/t114-,115-,116-,117-,118-,119-,120-,121-,125+,126+,127+,129+,130+,131-,132+,133-,134+,135+,140+,141+/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(=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(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)/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
52930722

Calculated Physicochemical Properties

Heavy Atoms 158
Rings 2
Aromatic Rings 0
Rotatable Bonds 118
Van der Waals Molecular Volume 2551.45
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 44.60
Molar Refractivity 672.87

Admin

Created at
-
Updated at
2nd May 2024