Structure Database (LMSD)

OH 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])/25:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],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-pentacosenoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000511
Formula
C139H262O18
Exact Mass
Calculate m/z
2219.95862
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)
DJNBEHHOBKEGDC-KWSNNVCHSA-N
InChi (Click to copy)
InChI=1S/C139H262O18/c1-18-23-28-33-38-43-48-53-57-61-63-67-70-74-79-83-88-93-98-111(6)103-115(10)107-119(14)134(146)155-131-128(144)124(110-150-136(148)121(16)126(142)117(12)105-113(8)100-95-90-85-80-75-71-64-59-55-50-45-40-35-30-25-20-3)152-139(133(131)153-125(141)102-97-92-87-82-77-68-52-47-42-37-32-27-22-5)157-138-132(156-135(147)120(15)108-116(11)104-112(7)99-94-89-84-78-73-69-66-62-58-54-49-44-39-34-29-24-19-2)129(145)130(123(109-140)151-138)154-137(149)122(17)127(143)118(13)106-114(9)101-96-91-86-81-76-72-65-60-56-51-46-41-36-31-26-21-4/h107-108,111-118,121-124,126-133,138-140,142-145H,18-106,109-110H2,1-17H3/b119-107+,120-108+/t111-,112-,113-,114-,115-,116-,117-,118-,121+,122+,123+,124+,126+,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@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)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
52930348

Calculated Physicochemical Properties

Heavy Atoms 157
Rings 2
Aromatic Rings 0
Rotatable Bonds 117
Van der Waals Molecular Volume 2528.28
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 43.16
Molar Refractivity 665.56

Admin

Created at
-
Updated at
2nd May 2024