nitroflurbiprofen (CHEBI:77428)

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ChEBI Name	nitroflurbiprofen

ChEBI ID	CHEBI:77428

Definition	A carboxylic ester obtained by formal condensation of the carboxy group of flurbiprofen with the free hydroxy group of 4-(nitrooxy)butanol. It is a non-steroidal anti-inflammatory agent showing inhibitory effects against the cyclooxygenases COX1 and COX2.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Matthias Ziehm

Supplier Information

Download	Molfile XML SDF

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Formula

C19H20FNO5

Net Charge

Average Mass

361.365

Monoisotopic Mass

361.13255

InChI

InChI=1S/C19H20FNO5/c1-14(19(22)25-11-5-6-12-26-21(23)24)16-9-10-17(18(20)13-16)15-7-3-2-4-8-15/h2-4,7-10,13-14H,5-6,11-12H2,1H3

InChIKey

DLWSRGHNJVLJAH-UHFFFAOYSA-N

SMILES

C=1C=C(C=CC1)C2=C(F)C=C(C(C(=O)OCCCCO[N+](=O)[O-])C)C=C2

Roles Classification
Biological Role(s):	cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. EC 1.14.13.39 (nitric oxide synthase) inhibitor An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).

Application(s):	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. vasodilator agent A drug used to cause dilation of the blood vessels. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.

ChEBI Ontology
Outgoing	nitroflurbiprofen (CHEBI:77428) has functional parent flurbiprofen (CHEBI:5130) nitroflurbiprofen (CHEBI:77428) has role cyclooxygenase 1 inhibitor (CHEBI:50630) nitroflurbiprofen (CHEBI:77428) has role cyclooxygenase 2 inhibitor (CHEBI:50629) nitroflurbiprofen (CHEBI:77428) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908) nitroflurbiprofen (CHEBI:77428) has role geroprotector (CHEBI:176497) nitroflurbiprofen (CHEBI:77428) has role non-steroidal anti-inflammatory drug (CHEBI:35475) nitroflurbiprofen (CHEBI:77428) has role vasodilator agent (CHEBI:35620) nitroflurbiprofen (CHEBI:77428) is a biphenyls (CHEBI:22888) nitroflurbiprofen (CHEBI:77428) is a carboxylic ester (CHEBI:33308) nitroflurbiprofen (CHEBI:77428) is a nitrate ester (CHEBI:51080) nitroflurbiprofen (CHEBI:77428) is a organofluorine compound (CHEBI:37143)

IUPAC Name

4-(nitrooxy)butyl 2-(2-fluorobiphenyl-4-yl)propanoate

Synonyms	Sources
4-(Nitrooxy)butyl 2-fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetate	ChemIDplus
Flurbinitroxybutylester	ChemIDplus
Nitroxybutyl flurbiprofen	ChemIDplus

Last Modified

26 October 2021