LIPID MAPS

Structure Database (LMSD)

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Common Name

PAT18(24:0(2Me[R],3OH[R],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-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-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

LMSL03001211

Formula

C₁₄₀H₂₆₄O₁₈

Exact Mass

Calculate m/z

2233.97427

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)

FTWUDTRBYLQCAA-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(156-138(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)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(157-136(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)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(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCCCC)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O