Structure Database (LMSD)

OH OH O O O O O OH O HO O OH O O O O O O
Common Name
PAT18(25:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S]))
Systematic Name
2-octadecanoyl-3-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-6-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000971
Formula
C140H264O18
Exact Mass
Calculate m/z
2233.97427
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)
JGACFCOROSUDJD-DAPDEJSHSA-N
InChi (Click to copy)
InChI=1S/C140H264O18/c1-18-23-28-33-38-43-48-53-58-62-67-69-74-79-84-89-94-99-112(6)104-116(10)108-120(14)135(147)151-111-125-129(145)132(156-136(148)121(15)109-117(11)105-113(7)100-95-90-85-80-75-70-68-63-59-54-49-44-39-34-29-24-19-2)134(154-126(142)103-98-93-88-83-78-73-64-57-52-47-42-37-32-27-22-5)140(153-125)158-139-133(157-138(150)123(17)128(144)119(13)107-115(9)102-97-92-87-82-77-72-66-61-56-51-46-41-36-31-26-21-4)130(146)131(124(110-141)152-139)155-137(149)122(16)127(143)118(12)106-114(8)101-96-91-86-81-76-71-65-60-55-50-45-40-35-30-25-20-3/h108-109,112-119,122-125,127-134,139-141,143-146H,18-107,110-111H2,1-17H3/b120-108+,121-109+/t112-,113-,114-,115-,116-,117-,118-,119-,122+,123+,124+,125+,127+,128+,129+,130-,131+,132-,133+,134+,139+,140+/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@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCCCC)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
52930808

Calculated Physicochemical Properties

Heavy Atoms 158
Rings 2
Aromatic Rings 0
Rotatable Bonds 118
Van der Waals Molecular Volume 2545.58
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 43.55
Molar Refractivity 670.18

Admin

Created at
-
Updated at
2nd May 2024