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CHEBI:132145 - 3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose

ChEBI IDCHEBI:132145
ChEBI Name3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose
Stars
ASCII Name3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-alpha,alpha-trehalose
DefinitionA sulfoglycolipid in which α,α-trehalose, sulfated at the 2'-position, is acylated at the 2-position with stearic acid, and at the 3-position with a hydroxyphthioceranoic acid (an octamethyl-branched dextrogyre C32 long chain where the stereochemistry at all methyl branches is L).
Last Modified8 June 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC70H134O17S
Net Charge0
Average Mass1279.892
Monoisotopic Mass1278.93417
SMILESCCCCCCCCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2OS(=O)(=O)O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C(O)CCCCCCCCCCCCCCC
InChIInChI=1S/C70H134O17S/c1-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-61(74)84-67-65(63(76)60(49-72)83-70(67)86-69-66(87-88(79,80)81)64(77)62(75)59(48-71)82-69)85-68(78)57(10)47-55(8)45-53(6)43-51(4)41-50(3)42-52(5)44-54(7)46-56(9)58(73)39-37-35-33-31-29-27-24-22-20-18-16-14-12-2/h50-60,62-67,69-73,75-77H,11-49H2,1-10H3,(H,79,80,81)/t50-,51+,52-,53+,54-,55+,56-,57+,58?,59-,60-,62-,63-,64+,65+,66-,67-,69-,70-/m1/s1
InChIKeyVWVPETHFNNBIKR-PNDNKMLWSA-N
Species of MetaboliteComponentSourceComments
Mycobacterium tuberculosis (ncbitaxon:1773) - PubMed (27242221)
Roles Classification
Biological Role:
antigen  Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
ChEBI Ontology
Outgoing Relation(s)
3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose (CHEBI:132145) has functional parent α,α-trehalose (CHEBI:16551)
3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose (CHEBI:132145) has role antigen (CHEBI:59132)
3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose (CHEBI:132145) is a polyacyl α,α-trehalose derivative (CHEBI:62552)
3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose (CHEBI:132145) is a sulfoglycolipid (CHEBI:26829)
IUPAC Name 
3-O-[(2S,4S,6S,8S,10R,12R,14R,16R)-17-hydroxy-2,4,6,8,10,12,14,16-octamethyldotriacontanoyl]-2-O-octadecanoyl-α-D-glucopyranosyl 2-O-sulfo-α-D-glucopyranoside
Synonyms  Source
3-O-[(2S,4S,6S,8S,10R,12R,14R,16R)-17-hydroxy-2,4,6,8,10,12,14,16-octamethyldotriacontanoyl]-2-O-stearoyl-α-D-glucopyranosyl 2-O-sulfo-α-D-glucopyranosideIUPAC
Ac2SGLChEBI
Citations