Structure Database (LMSD)

O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT16(26:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/26:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-4'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000514
Formula
C141H264O17
Exact Mass
Calculate m/z
2229.979355
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)
ZAQKEHPMISDARM-KTHQQGDFSA-N
InChi (Click to copy)
InChI=1S/C141H264O17/c1-18-23-28-33-38-43-48-53-57-61-64-68-72-76-81-86-91-96-101-115(7)106-119(11)110-123(15)137(148)156-133-130(145)127(113-151-139(150)125(17)129(144)121(13)108-117(9)103-98-93-88-83-78-74-66-60-56-51-46-41-36-31-26-21-4)153-141(135(133)154-128(143)104-99-94-89-84-79-70-52-47-42-37-32-27-22-5)158-140-134(157-138(149)124(16)111-120(12)107-116(8)102-97-92-87-82-77-73-69-65-62-58-54-49-44-39-34-29-24-19-2)131(146)132(126(112-142)152-140)155-136(147)122(14)109-118(10)105-114(6)100-95-90-85-80-75-71-67-63-59-55-50-45-40-35-30-25-20-3/h109-111,114-121,125-127,129-135,140-142,144-146H,18-108,112-113H2,1-17H3/b122-109+,123-110+,124-111+/t114-,115-,116-,117-,118-,119-,120-,121-,125+,126+,127+,129+,130+,131-,132+,133-,134+,135+,140+,141+/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](COC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O[C@@H]([C@@H]1OC(=O)CCCCCCCCCCCCCCC)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)CCCCCCCCCCCCCCCCCCC)/C)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCCC)/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
52930351

Calculated Physicochemical Properties

Heavy Atoms 158
Rings 2
Aromatic Rings 0
Rotatable Bonds 118
Van der Waals Molecular Volume 2551.45
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 44.60
Molar Refractivity 672.87

Admin

Created at
-
Updated at
2nd May 2024