CHEBI:58987 - sildenafil citrate

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ChEBI Name sildenafil citrate
ChEBI ID CHEBI:58987
Definition The citrate salt of sildenafil.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C28H38N6O11S
Net Charge 0
Average Mass 666.70000
Monoisotopic Mass 666.23193
InChI InChI=1S/C22H30N6O4S.C6H8O7/c1-5-7-17-19-20(27(4)25-17)22(29)24-21(23-19)16-14-15(8-9-18(16)32-6-2)33(30,31)28-12-10-26(3)11-13-28;7-3(8)1-6(13,5(11)12)2-4(9)10/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey DEIYFTQMQPDXOT-UHFFFAOYSA-N
SMILES OC(=O)CC(O)(CC(O)=O)C(O)=O.CCCc1nn(C)c2c1nc([nH]c2=O)-c1cc(ccc1OCC)S(=O)(=O)N1CCN(C)CC1
Roles Classification
Biological Role(s): EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor
An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor that blocks the action of 3',5'-cyclic-GMP phosphodiesterase (EC 3.1.4.35).
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sildenafil citrate (CHEBI:58987) has part sildenafil (CHEBI:9139)
sildenafil citrate (CHEBI:58987) has role EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor (CHEBI:71942)
sildenafil citrate (CHEBI:58987) has role vasodilator agent (CHEBI:35620)
sildenafil citrate (CHEBI:58987) is a citrate salt (CHEBI:50744)
IUPAC Name
5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one 2-hydroxypropane-1,2,3-tricarboxylate
Synonyms Sources
1-((3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine citrate ChemIDplus
sildenafil citrate ChemIDplus
Brand Names Sources
Caverta ChemIDplus
Revatio KEGG DRUG
Viagra ChemIDplus
Manual Xrefs Databases
D02229 KEGG DRUG
DBSALT000347 DrugBank
Sildenafil Wikipedia
View more database links
Registry Numbers Types Sources
171599-83-0 CAS Registry Number ChemIDplus
171599-83-0 CAS Registry Number KEGG DRUG
9892846 Beilstein Registry Number Beilstein
Last Modified
07 April 2020