Structure Database (LMSD)

OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT18(24:0(2Me[R],3OH[R],4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-6-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03001197
Formula
C135H252O17
Exact Mass
Calculate m/z
2145.885455
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)
LLODWFFRAWBOQJ-LWLOADPGSA-N
InChi (Click to copy)
InChI=1S/C135H252O17/c1-18-23-28-33-38-43-48-53-58-60-63-66-71-76-79-84-89-94-108(6)99-112(10)103-116(14)130(141)145-107-121-124(139)127(150-133(144)119(17)123(138)115(13)102-111(9)97-92-87-82-77-72-67-62-59-54-49-44-39-34-29-24-19-2)129(148-122(137)98-93-88-83-78-73-68-61-55-50-45-40-35-30-25-20-3)135(147-121)152-134-128(151-132(143)118(16)105-114(12)101-110(8)96-91-86-81-75-70-65-57-52-47-42-37-32-27-22-5)125(140)126(120(106-136)146-134)149-131(142)117(15)104-113(11)100-109(7)95-90-85-80-74-69-64-56-51-46-41-36-31-26-21-4/h103-105,108-115,119-121,123-129,134-136,138-140H,18-102,106-107H2,1-17H3/b116-103+,117-104+,118-105+/t108-,109-,110-,111-,112-,113-,114-,115-,119+,120+,121+,123+,124+,125-,126+,127-,128+,129+,134+,135+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCCC[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)CCCCCCCCCCCCCCCC)/C)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCCCC)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)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
52931034

Calculated Physicochemical Properties

Heavy Atoms 152
Rings 2
Aromatic Rings 0
Rotatable Bonds 112
Van der Waals Molecular Volume 2447.65
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 42.26
Molar Refractivity 645.17

Admin

Created at
-
Updated at
2nd May 2024