LIPID MAPS

Structure Database (LMSD)

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Common Name

PAT18(24:1(2E)(2Me,4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:1(2E)(2Me,4Me[S],6Me[S]))

Systematic Name

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

Synonyms

LM ID

LMSL03000843

Formula

C₁₃₉H₂₆₀O₁₇

Exact Mass

Calculate m/z

2201.948055

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)

KHDRWCLCFLWYQM-YGOXQPMLSA-N

InChi (Click to copy)

InChI=1S/C139H260O17/c1-18-23-28-33-38-43-48-53-58-62-67-70-75-78-83-88-93-98-112(6)103-116(10)107-120(14)134(145)149-111-125-128(143)131(154-136(147)122(16)109-118(12)105-114(8)100-95-90-85-80-74-69-65-60-55-50-45-40-35-30-25-20-3)133(152-126(141)102-97-92-87-82-77-72-63-57-52-47-42-37-32-27-22-5)139(151-125)156-138-132(155-137(148)123(17)127(142)119(13)106-115(9)101-96-91-86-81-76-71-66-61-56-51-46-41-36-31-26-21-4)129(144)130(124(110-140)150-138)153-135(146)121(15)108-117(11)104-113(7)99-94-89-84-79-73-68-64-59-54-49-44-39-34-29-24-19-2/h107-109,112-119,123-125,127-133,138-140,142-144H,18-106,110-111H2,1-17H3/b120-107+,121-108+,122-109+/t112-,113-,114-,115-,116-,117-,118-,119-,123+,124+,125+,127+,128+,129-,130+,131-,132+,133+,138+,139+/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(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)/C)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)CCCCCCCCCCCCCCCCCC)/C)O