Structure Database (LMSD)

O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT16(24:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000255
Formula
C138H258O17
Exact Mass
Calculate m/z
2187.932405
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)
ZBJYWVQUTYOYGX-NJTKQYQSSA-N
InChi (Click to copy)
InChI=1S/C138H258O17/c1-18-23-28-33-38-43-48-53-57-61-62-66-70-74-79-82-87-92-97-111(6)102-115(10)106-119(14)133(144)152-129-123(109-139)149-137(131(128(129)143)154-135(146)121(16)108-117(12)104-113(8)99-94-89-84-78-73-69-64-59-55-50-45-40-35-30-25-20-3)155-138-132(151-125(140)101-96-91-86-81-76-67-52-47-42-37-32-27-22-5)130(153-134(145)120(15)107-116(11)103-112(7)98-93-88-83-77-72-68-63-58-54-49-44-39-34-29-24-19-2)127(142)124(150-138)110-148-136(147)122(17)126(141)118(13)105-114(9)100-95-90-85-80-75-71-65-60-56-51-46-41-36-31-26-21-4/h106-108,111-118,122-124,126-132,137-139,141-143H,18-105,109-110H2,1-17H3/b119-106+,120-107+,121-108+/t111-,112-,113-,114-,115-,116-,117-,118-,122+,123+,124+,126+,127+,128-,129+,130-,131+,132+,137+,138+/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)CCCCCCCCCCCCCCCCCC)/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)CCCCCCCCCCCCCCC

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
52930092

Calculated Physicochemical Properties

Heavy Atoms 155
Rings 2
Aromatic Rings 0
Rotatable Bonds 115
Van der Waals Molecular Volume 2499.55
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 43.43
Molar Refractivity 659.02

Admin

Created at
-
Updated at
2nd May 2024