LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

PAT16(22:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S])/22:1(2E)(2Me,4Me[S],6Me[S]))

Systematic Name

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

Synonyms

LM ID

LMSL03000132

Formula

C₁₃₃H₂₄₈O₁₇

Exact Mass

Calculate m/z

2117.854155

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)

BRCUXSRTRRIRIJ-JFCVDGRQSA-N

InChi (Click to copy)

InChI=1S/C133H248O17/c1-18-23-28-33-38-43-48-53-57-59-61-65-69-74-79-84-89-94-108(8)99-112(12)103-116(16)130(141)149-126-123(138)124(147-128(139)114(14)101-110(10)97-106(6)92-87-82-77-72-67-63-55-50-45-40-35-30-25-20-3)118(104-134)144-132(126)150-133-127(146-120(135)96-91-86-81-76-71-62-52-47-42-37-32-27-22-5)125(148-129(140)115(15)102-111(11)98-107(7)93-88-83-78-73-68-64-56-51-46-41-36-31-26-21-4)122(137)119(145-133)105-143-131(142)117(17)121(136)113(13)100-109(9)95-90-85-80-75-70-66-60-58-54-49-44-39-34-29-24-19-2/h101-103,106-113,117-119,121-127,132-134,136-138H,18-100,104-105H2,1-17H3/b114-101+,115-102+,116-103+/t106-,107-,108-,109-,110-,111-,112-,113-,117+,118+,119+,121+,122+,123-,124+,125-,126+,127+,132+,133+/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]([C@@H](CO)O[C@@H]1O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O1)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCC)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)O