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])/25:1(2E)(2Me,4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S])/22:1(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-pentacosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000587
Formula
C137H256O17
Exact Mass
Calculate m/z
2173.916755
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)
RFENICBQEPMXOX-RUCGLBJZSA-N
InChi (Click to copy)
InChI=1S/C137H256O17/c1-18-23-28-33-38-43-48-53-57-60-62-65-69-73-78-83-88-93-98-112(8)103-116(12)107-120(16)134(145)153-130-127(142)128(151-133(144)119(15)106-115(11)102-111(7)97-92-87-82-76-71-67-56-51-46-41-36-31-26-21-4)122(108-138)148-136(130)154-137-131(150-124(139)100-95-90-85-80-75-66-52-47-42-37-32-27-22-5)129(152-135(146)121(17)125(140)117(13)104-113(9)99-94-89-84-79-74-70-63-59-55-50-45-40-35-30-25-20-3)126(141)123(149-137)109-147-132(143)118(14)105-114(10)101-110(6)96-91-86-81-77-72-68-64-61-58-54-49-44-39-34-29-24-19-2/h105-107,110-117,121-123,125-131,136-138,140-142H,18-104,108-109H2,1-17H3/b118-105+,119-106+,120-107+/t110-,111-,112-,113-,114-,115-,116-,117-,121+,122+,123+,125+,126+,127-,128+,129-,130+,131+,136+,137+/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]([C@@H](CO)O[C@@H]1O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCC)/C)O1)O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/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
52930424

Calculated Physicochemical Properties

Heavy Atoms 154
Rings 2
Aromatic Rings 0
Rotatable Bonds 114
Van der Waals Molecular Volume 2482.25
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 43.04
Molar Refractivity 654.40

Admin

Created at
-
Updated at
2nd May 2024