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CHEBI:141699 - aspirin-based probe AP

ChEBI IDCHEBI:141699
ChEBI Nameaspirin-based probe AP
Stars
DefinitionA benzoate ester resulting from the formal condensation of the carboxy group of acetylsalicylic acid with the phenolic hydroxy group of 2-(1,3-benzothiazol-2-yl)-4-fluorophenol. The latter is a fluorophore which is to the aspirin moiety via an H2O2-responsive bond. It can be used as probe for imaging H2O2 (overproduction of H2O2 causes oxidative stress and is characteristic of vascular diseases). In contrast to arylboronat-based probes, it shows high specificity for H2O2 over peroxynitrite (which is much more reactive than H2O2, but exists at much lower abundance).
Last Modified2 November 2018
Submittersabrina, zfin
DownloadsMolfile
FormulaC22H14FNO4S
Net Charge0
Average Mass407.422
Monoisotopic Mass407.06276
SMILESCC(=O)Oc1ccccc1C(=O)Oc1ccc(F)cc1-c1nc2ccccc2s1
InChIInChI=1S/C22H14FNO4S/c1-13(25)27-18-8-4-2-6-15(18)22(26)28-19-11-10-14(23)12-16(19)21-24-17-7-3-5-9-20(17)29-21/h2-12H,1H3
InChIKeyTVZDIFFVBBTTIJ-UHFFFAOYSA-N
Roles Classification
Application:
pharmaceutical  Any substance introduced into a living organism with therapeutic or diagnostic purpose.
ChEBI Ontology
Outgoing Relation(s)
aspirin-based probe AP (CHEBI:141699) has functional parent 2-(1,3-benzothiazol-2-yl)-4-fluorophenol (CHEBI:142485)
aspirin-based probe AP (CHEBI:141699) has functional parent acetylsalicylic acid (CHEBI:15365)
aspirin-based probe AP (CHEBI:141699) has role pharmaceutical (CHEBI:52217)
aspirin-based probe AP (CHEBI:141699) is a benzoate ester (CHEBI:36054)
aspirin-based probe AP (CHEBI:141699) is a benzothiazoles (CHEBI:37947)
aspirin-based probe AP (CHEBI:141699) is a monofluorobenzenes (CHEBI:83575)
aspirin-based probe AP (CHEBI:141699) is a salicylates (CHEBI:26596)
IUPAC Names 
2-(1,3-benzothiazol-2-yl)-4-fluorophenyl 2-acetoxybenzoate
2-(1,3-benzothiazol-2-yl)-4-fluorophenyl 2-(acetyloxy)benzoate
Synonyms  Source
probe APSUBMITTER
2-(1,3-benzothiazol-2-yl)-4-fluorophenyl salicylateChEBI
Citations