Structure Database (LMSD)

OH O O O O O O O HO O OH OH O O O O O
Common Name
PAT16(22:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-docosenoyl)-6-O-(2,4S,6S-trimethyl-2E-docosenoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2,4S,6S-trimethyl-2E-tetracosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000043
Formula
C132H246O17
Exact Mass
Calculate m/z
2103.838505
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)
JCVYQRYMKXPGRR-CSUUJZKISA-N
InChi (Click to copy)
InChI=1S/C132H246O17/c1-18-23-28-33-38-43-48-53-57-59-64-68-73-78-82-87-92-106(7)97-110(11)101-114(15)128(139)146-123-117(103-133)143-131(125(122(123)137)148-130(141)116(17)120(135)112(13)99-108(9)94-89-84-79-74-69-65-60-58-54-49-44-39-34-29-24-19-2)149-132-126(145-119(134)95-90-85-80-75-70-61-52-47-42-37-32-27-22-5)124(147-129(140)115(16)102-111(12)98-107(8)93-88-83-77-72-67-63-56-51-46-41-36-31-26-21-4)121(136)118(144-132)104-142-127(138)113(14)100-109(10)96-105(6)91-86-81-76-71-66-62-55-50-45-40-35-30-25-20-3/h100-102,105-112,116-118,120-126,131-133,135-137H,18-99,103-104H2,1-17H3/b113-100+,114-101+,115-102+/t105-,106-,107-,108-,109-,110-,111-,112-,116+,117+,118+,120+,121+,122-,123+,124-,125+,126+,131+,132+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCC[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@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)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(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)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
52929880

Calculated Physicochemical Properties

Heavy Atoms 149
Rings 2
Aromatic Rings 0
Rotatable Bonds 109
Van der Waals Molecular Volume 2395.75
Topological Polar Surface Area 244.25
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 17
logP 41.09
Molar Refractivity 631.32

Admin

Created at
-
Updated at
2nd May 2024