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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose
ChEBI ID CHEBI:132145
ChEBI ASCII Name 3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-alpha,alpha-trehalose
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C70H134O17S
Net Charge 0
Average Mass 1279.872
Monoisotopic Mass 1278.93417
InChI InChI=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
InChIKey VWVPETHFNNBIKR-PNDNKMLWSA-N
SMILES [C@H]1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)OS(=O)(=O)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)OC([C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C(O)CCCCCCCCCCCCCCC)C)C)C)C)C)C)C)C)=O)OC(CCCCCCCCCCCCCCCCC)=O
Metabolite of Species Details
Mycobacterium tuberculosis (NCBI:txid1773) See: PubMed
Roles Classification
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
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-glucopyranoside IUPAC
Ac2SGL ChEBI
Citation Waiting for Citations Type Source
27242221 PubMed citation Europe PMC
Last Modified
08 June 2016