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])/26:1(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-hexacosenoyl)-4'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-α,α-trehalose

Synonyms

LM ID

LMSL03001091

Formula

C₁₄₃H₂₆₈O₁₇

Exact Mass

Calculate m/z

2258.010655

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)

SSNZHCZQHJTREW-HKEAHVGHSA-N

InChi (Click to copy)

InChI=1S/C143H268O17/c1-18-23-28-33-38-43-48-53-58-62-65-70-73-78-83-88-93-98-103-117(7)108-121(11)112-125(15)139(150)158-135-132(147)129(115-153-138(149)124(14)111-120(10)107-116(6)102-97-92-87-82-77-72-69-64-60-55-50-45-40-35-30-25-20-3)155-143(137(135)156-130(145)106-101-96-91-86-81-76-67-57-52-47-42-37-32-27-22-5)160-142-136(159-140(151)126(16)113-122(12)109-118(8)104-99-94-89-84-79-74-71-66-63-59-54-49-44-39-34-29-24-19-2)133(148)134(128(114-144)154-142)157-141(152)127(17)131(146)123(13)110-119(9)105-100-95-90-85-80-75-68-61-56-51-46-41-36-31-26-21-4/h111-113,116-123,127-129,131-137,142-144,146-148H,18-110,114-115H2,1-17H3/b124-111+,125-112+,126-113+/t116-,117-,118-,119-,120-,121-,122-,123-,127+,128+,129+,131+,132+,133-,134+,135-,136+,137+,142+,143+/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)CCCCCCCCCCCCCCCCCCCC)/C)O