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CHEBI:85310 - 2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate

ChEBI IDCHEBI:85310
ChEBI Name2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate
Stars
DefinitionA member of the class of thiocyanates that is 3,4-dihydroxyacetophenone in which one of the methyl hydrogens has been replaced by the sulfur of a cyanosulfanediyl (-SC≡N) group. It has been found to induce the expression of the endoplasmic reticulum chaperone protein GRP78 (78 kDa glucose-regulated protein, BiP, a highly conserved member of the 70 kDa heat shock protein family) leading to an attenuation of the unfolded protein response. It protects neuronal cells and retinal cells from endoplasmic reticulum (ER)-stress induced cell death.
Last Modified23 April 2015
SubmitterRebecca Foulger
DownloadsMolfile
FormulaC9H7NO3S
Net Charge0
Average Mass209.226
Monoisotopic Mass209.01466
SMILESN#CSCC(=O)c1ccc(O)c(O)c1
InChIInChI=1S/C9H7NO3S/c10-5-14-4-9(13)6-1-2-7(11)8(12)3-6/h1-3,11-12H,4H2
InChIKeySVFLBLCWKKQKDW-UHFFFAOYSA-N
ChEBI Ontology
Outgoing Relation(s)
2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate (CHEBI:85310) is a aromatic ketone (CHEBI:76224)
2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate (CHEBI:85310) is a catechols (CHEBI:33566)
2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate (CHEBI:85310) is a thiocyanates (CHEBI:26955)
IUPAC Name 
2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate
Synonyms  Source
BiP inducer XSUBMITTER
BIXSUBMITTER
immunoglobulin heavy-chain binding protein inducer XChEBI
1-(3,4-dihydroxyphenyl)-2-thiocyanate-ethanoneChEBI
Registry NumbersSources
Reaxys:3292146Reaxys
Citations