CHEBI:9241 - spironolactone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name spironolactone
ChEBI ID CHEBI:9241
Definition A steroid lactone that is 17α-pregn-4-ene-21,17-carbolactone substituted by an oxo group at position 3 and an α-acetylsulfanyl group at position 7.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45692
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Formula C24H32O4S
Net Charge 0
Average Mass 416.57448
Monoisotopic Mass 416.202
InChI InChI=1S/C24H32O4S/c1-14(25)29-19-13-15-12-16(26)4-8-22(15,2)17-5-9-23(3)18(21(17)19)6-10-24(23)11-7-20(27)28-24/h12,17-19,21H,4-11,13H2,1-3H3/t17-,18-,19+,21+,22-,23-,24+/m0/s1
InChIKey LXMSZDCAJNLERA-ZHYRCANASA-N
SMILES [H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]33CCC(=O)O3)[C@]1([H])[C@@H](CC1=CC(=O)CC[C@]21C)SC(C)=O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): aldosterone antagonist
A compound which inhibits or antagonizes the biosynthesis or actions of aldosterone.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
aldosterone antagonist
A compound which inhibits or antagonizes the biosynthesis or actions of aldosterone.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spironolactone (CHEBI:9241) has role aldosterone antagonist (CHEBI:50844)
spironolactone (CHEBI:9241) has role antihypertensive agent (CHEBI:35674)
spironolactone (CHEBI:9241) has role diuretic (CHEBI:35498)
spironolactone (CHEBI:9241) has role environmental contaminant (CHEBI:78298)
spironolactone (CHEBI:9241) has role xenobiotic (CHEBI:35703)
spironolactone (CHEBI:9241) is a 3-oxo-Δ4 steroid (CHEBI:47909)
spironolactone (CHEBI:9241) is a oxaspiro compound (CHEBI:37948)
spironolactone (CHEBI:9241) is a steroid lactone (CHEBI:26766)
spironolactone (CHEBI:9241) is a thioester (CHEBI:51277)
IUPAC Name
7α-(acetylsulfanyl)-3-oxo-17α-pregn-4-ene-21,17-carbolactone
INNs Sources
espironolactona ChEBI
spironolactone ChEBI
spironolactonum ChEBI
Synonyms Sources
Spironolactone KEGG COMPOUND
spironolattone ChEBI
Manual Xrefs Databases
2475 DrugCentral
C07310 KEGG COMPOUND
D00443 KEGG DRUG
DB00421 DrugBank
HMDB0014565 HMDB
SNL PDBeChem
Spironolactone Wikipedia
US3013012 Patent
View more database links
Registry Numbers Types Sources
52-01-7 CAS Registry Number ChemIDplus
57767 Reaxys Registry Number Reaxys
57767 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
11300427 PubMed citation Europe PMC
Last Modified
04 May 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag