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CHEBI:149784 - 3-[β-D-Glc-(1→6)-β-D-Glc-(1→6)-β-D-Glc-yl]-1,2-dimyristoyl-sn-glycerol

ChEBI IDCHEBI:149784
ChEBI Name3-[β-D-Glc-(1→6)-β-D-Glc-(1→6)-β-D-Glc-yl]-1,2-dimyristoyl-sn-glycerol
Stars
ASCII Name3-[beta-D-Glc-(1->6)-beta-D-Glc-(1->6)-beta-D-Glc-yl]-1,2-dimyristoyl-sn-glycerol
DefinitionA glycosylglycerol derivative in which the glycosyl moiety of glycosyl-sn-glycerol is β-D-glucosyl-(1→6)-β-D-glucosyl-(1→6)-β-D-glucosyl attached at O-3, with O-1 and O-2 both carrying myristoyl substituents. Synthetic C. difficile lipoteichoic acid (LTA) molecule consisting only of lipid + core region.
Last Modified22 August 2023
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC49H90O20
Net Charge0
Average Mass999.239
Monoisotopic Mass998.60255
SMILESCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCC
InChIInChI=1S/C49H90O20/c1-3-5-7-9-11-13-15-17-19-21-23-25-36(51)62-28-32(66-37(52)26-24-22-20-18-16-14-12-10-8-6-4-2)29-63-47-45(60)42(57)39(54)34(68-47)31-65-49-46(61)43(58)40(55)35(69-49)30-64-48-44(59)41(56)38(53)33(27-50)67-48/h32-35,38-50,53-61H,3-31H2,1-2H3/t32-,33-,34-,35-,38-,39-,40-,41+,42+,43+,44-,45-,46-,47-,48-,49-/m1/s1
InChIKeyGXTINLRDJNLSKU-CJQBJQCTSA-N
Species of MetaboliteComponentSourceComments
Clostridioides difficile (ncbitaxon:1496) - PubMed (32191024) Synthetic lipoteichoic acid molecule
ChEBI Ontology
Outgoing Relation(s)
3-[β-D-Glc-(1→6)-β-D-Glc-(1→6)-β-D-Glc-yl]-1,2-dimyristoyl-sn-glycerol (CHEBI:149784) has functional parent 1,2-ditetradecanoyl-sn-glycerol (CHEBI:80651)
3-[β-D-Glc-(1→6)-β-D-Glc-(1→6)-β-D-Glc-yl]-1,2-dimyristoyl-sn-glycerol (CHEBI:149784) is a glycosylglycerol derivative (CHEBI:63427)
IUPAC Name 
(2S)-3-{[β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl]oxy}propane-1,2-diyl ditetradecanoate
Synonyms  Source
(2S)-3-{[β-D-glucosyl-(1→6)-β-D-glucosyl-(1→6)-β-D-glucosyl]oxy}propane-1,2-diyl dimyristoylateChEBI
3-[β-D-Glcp-(1→6)-β-D-Glcp-(1→6)-β-D-Glcp-yl]-1,2-dimyristoyl-sn-glycerolChEBI
WH103ChEBI
Citations