(E)-3-tosylacrylonitrile (CHEBI:85928)

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CHEBI:85928 - (E)-3-tosylacrylonitrile

ChEBI ID	CHEBI:85928
ChEBI Name	(E)-3-tosylacrylonitrile
Stars
ASCII Name	(E)-3-tosylacrylonitrile
Definition	A nitrile that is acrylonitrile in which the hydrogen located β,trans to the cyano group is replaced by a tosyl group. It is an inhibitor of cytokine-induced IκB-α phosphorylation in cells.
Last Modified	12 June 2015
Submitter	Margaret Duesbury
Downloads	Molfile

Formula	C10H9NO2S
Net Charge	0
Average Mass	207.254
Monoisotopic Mass	207.03540
SMILES	Cc1ccc(S(=O)(=O)/C=C/C#N)cc1
InChI	InChI=1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3/b8-2+
InChIKey	DOEWDSDBFRHVAP-KRXBUXKQSA-N

Roles Classification

Biological Roles:

apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

EC 2.7.11.10 (IkappaB kinase) inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of IκB kinase (EC 2.7.11.10).

EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor which interferes with the activity of the enzyme protein tyrosine phosphatases (PTPs), EC 3.1.3.48, involved in the removal of phosphate groups from phosphorylated tyrosine residues on proteins.

Applications:

platelet aggregation inhibitor A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

non-steroidal anti-inflammatory drug An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.

ChEBI Ontology

Outgoing Relation(s)
	(E)-3-tosylacrylonitrile (CHEBI:85928) has role apoptosis inducer (CHEBI:68495)
	(E)-3-tosylacrylonitrile (CHEBI:85928) has role EC 2.7.11.10 (IκB kinase) inhibitor (CHEBI:77113)
	(E)-3-tosylacrylonitrile (CHEBI:85928) has role EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor (CHEBI:35608)
	(E)-3-tosylacrylonitrile (CHEBI:85928) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
	(E)-3-tosylacrylonitrile (CHEBI:85928) has role platelet aggregation inhibitor (CHEBI:50427)
	(E)-3-tosylacrylonitrile (CHEBI:85928) is a nitrile (CHEBI:18379)
	(E)-3-tosylacrylonitrile (CHEBI:85928) is a sulfone (CHEBI:35850)

IUPAC Name
(2E)-3-[(4-methylphenyl)sulfonyl]acrylonitrile

Synonyms	Source
BAY-11-7082	ChemIDplus
BAY-11-7821	ChemIDplus
β-(cyanovinyl)-p-tolylsulfone	ChemIDplus
Bay-117082	ChEBI
(3E)3-(p-toluenesulfonyl)acrylonitrile	ChEBI
(E)-3-(p-toluenesulfonyl)acrylonitrile	ChemIDplus

Registry Numbers	Sources
Reaxys:2049371	Reaxys
CAS:19542-67-7	ChemIDplus

Citations