Structure Database (LMSD)

OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT16(25:1(2E)(2Me,4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S])/22:1(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-pentacosenoyl)-6-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-docosenoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000351
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)
WSMUVOOATZXWBV-RUCGLBJZSA-N
InChi (Click to copy)
InChI=1S/C137H256O17/c1-18-23-28-33-38-43-48-53-57-60-62-65-69-73-77-81-86-91-96-110(6)101-114(10)105-118(14)132(143)147-109-123-126(141)129(152-133(144)119(15)106-115(11)102-111(7)97-92-87-83-78-72-68-64-61-58-54-49-44-39-34-29-24-19-2)131(150-124(139)100-95-90-85-80-75-66-52-47-42-37-32-27-22-5)137(149-123)154-136-130(153-134(145)120(16)107-116(12)103-112(8)98-93-88-82-76-71-67-56-51-46-41-36-31-26-21-4)127(142)128(122(108-138)148-136)151-135(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/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)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@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)CCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCC)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
52930188

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