EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:58987 - sildenafil citrate

ChEBI IDCHEBI:58987
ChEBI Namesildenafil citrate
Stars
DefinitionThe citrate salt of sildenafil.
Last Modified7 April 2020
SubmitterSteve
DownloadsMolfile
FormulaC22H30N6O4S.C6H8O7
Net Charge0
Average Mass666.710
Monoisotopic Mass666.23193
SMILESCCCc1nn(C)c2c(=O)nc(-c3cc(S(=O)(=O)N4CCN(C)CC4)ccc3OCC)nc12.O=C(O)CC(O)(CC(=O)O)C(=O)O
InChIInChI=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)
InChIKeyDEIYFTQMQPDXOT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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:
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
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  Source
1-((3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine citrateChemIDplus
sildenafil citrateChemIDplus
Brand Names  Source
ViagraChemIDplus
CavertaChemIDplus
RevatioKEGG DRUG
Manual XrefsDatabases
D02229KEGG DRUG
DBSALT000347DrugBank
SildenafilWikipedia
Registry NumbersSources
Beilstein:9892846Beilstein
CAS:171599-83-0KEGG DRUG
CAS:171599-83-0ChemIDplus