Structure Database (LMSD)

OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT16(24:0(2Me[R],3OH[R],4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-6-O-(2,4S,6S-trimethyl-2E-docosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000524
Formula
C133H248O17
Exact Mass
Calculate m/z
2117.854155
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)
MLNFGOPWKRWTPV-JFCVDGRQSA-N
InChi (Click to copy)
InChI=1S/C133H248O17/c1-18-23-28-33-38-43-48-53-57-59-61-65-69-74-79-83-88-93-107(7)98-111(11)102-115(15)129(140)147-124-118(104-134)144-132(126(123(124)138)149-130(141)116(16)103-112(12)99-108(8)94-89-84-78-73-68-64-56-51-46-41-36-31-26-21-4)150-133-127(146-120(135)96-91-86-81-76-71-62-52-47-42-37-32-27-22-5)125(148-131(142)117(17)121(136)113(13)100-109(9)95-90-85-80-75-70-66-60-58-54-49-44-39-34-29-24-19-2)122(137)119(145-133)105-143-128(139)114(14)101-110(10)97-106(6)92-87-82-77-72-67-63-55-50-45-40-35-30-25-20-3/h101-103,106-113,117-119,121-127,132-134,136-138H,18-100,104-105H2,1-17H3/b114-101+,115-102+,116-103+/t106-,107-,108-,109-,110-,111-,112-,113-,117+,118+,119+,121+,122+,123-,124+,125-,126+,127+,132+,133+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCCC[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)CCCCCCCCCCCCCCCC)/C)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)O1)O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)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
52930361

Calculated Physicochemical Properties

Heavy Atoms 150
Rings 2
Aromatic Rings 0
Rotatable Bonds 110
Van der Waals Molecular Volume 2413.05
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 41.48
Molar Refractivity 635.93

Admin

Created at
-
Updated at
2nd May 2024