LIPID MAPS

Structure Database (LMSD)

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Common Name

PAT18(26:1(2E)(2Me,4Me[S],6Me[S])/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]))

Systematic Name

2-octadecanoyl-3-O-(2,4S,6S-trimethyl-2E-hexacosenoyl)-6-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-2'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose

Synonyms

LM ID

LMSL03001086

Formula

C₁₄₂H₂₆₆O₁₇

Exact Mass

Calculate m/z

2243.995005

Status

Active (generated by computational methods)

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Mycobacterium (#1763)

Actinomycetes (#1760)

Mycobacterial polyacyltrehalose generated by computational means

Mycobacterium tuberculosis (#1773)

Actinomycetes (#1760)

Asymmetric Total Synthesis and Structural Revision of DAT₂, an Antigenic Glycolipid from Mycobacterium tuberculosis.,
Angew Chem Int Ed Engl, 2024

Pubmed ID: 38456226

String Representations

InChiKey (Click to copy)

QNFLKKKGHILBQZ-YSWPYMMDSA-N

InChi (Click to copy)

InChI=1S/C142H266O17/c1-18-23-28-33-38-43-48-53-58-62-65-70-73-78-83-87-92-97-102-116(7)107-120(11)111-124(15)138(149)157-134-131(146)128(114-152-137(148)123(14)110-119(10)106-115(6)101-96-91-86-81-76-71-68-63-59-54-49-44-39-34-29-24-19-2)154-142(136(134)155-129(144)105-100-95-90-85-80-75-66-57-52-47-42-37-32-27-22-5)159-141-135(158-139(150)125(16)112-121(12)108-117(8)103-98-93-88-82-77-72-69-64-60-55-50-45-40-35-30-25-20-3)132(147)133(127(113-143)153-141)156-140(151)126(17)130(145)122(13)109-118(9)104-99-94-89-84-79-74-67-61-56-51-46-41-36-31-26-21-4/h110-112,115-122,126-128,130-136,141-143,145-147H,18-109,113-114H2,1-17H3/b123-110+,124-111+,125-112+/t115-,116-,117-,118-,119-,120-,121-,122-,126+,127+,128+,130+,131+,132-,133+,134-,135+,136+,141+,142+/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(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCC)/C)O[C@@H]([C@@H]1OC(=O)CCCCCCCCCCCCCCCCC)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)CCCCCCCCCCCCCCCCCCC)/C)O