LIPID MAPS

Structure Database (LMSD)

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Common Name

PAT16(25:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S]))

Systematic Name

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

Synonyms

LM ID

LMSL03000383

Formula

C₁₃₈H₂₅₈O₁₇

Exact Mass

Calculate m/z

2187.932405

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)

KAGXTTXVSHFQFV-NJTKQYQSSA-N

InChi (Click to copy)

InChI=1S/C138H258O17/c1-18-23-28-33-38-43-48-53-57-61-65-69-73-78-83-88-93-98-112(7)103-116(11)107-120(15)134(145)153-130-127(142)124(110-148-136(147)122(17)126(141)118(13)105-114(9)100-95-90-85-80-75-71-64-60-56-51-46-41-36-31-26-21-4)150-138(132(130)151-125(140)101-96-91-86-81-76-67-52-47-42-37-32-27-22-5)155-137-131(154-135(146)121(16)108-117(12)104-113(8)99-94-89-84-79-74-70-66-62-58-54-49-44-39-34-29-24-19-2)128(143)129(123(109-139)149-137)152-133(144)119(14)106-115(10)102-111(6)97-92-87-82-77-72-68-63-59-55-50-45-40-35-30-25-20-3/h106-108,111-118,122-124,126-132,137-139,141-143H,18-105,109-110H2,1-17H3/b119-106+,120-107+,121-108+/t111-,112-,113-,114-,115-,116-,117-,118-,122+,123+,124+,126+,127+,128-,129+,130-,131+,132+,137+,138+/m0/s1

SMILES (Click to copy)

CCCCCCCCCCCCCCCCCCC[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)CCCCCCCCCCCCCCCCCC)/C)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCC)/C)O