Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
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
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C24H32O4S
Net Charge
0
Average Mass
416.57448
Monoisotopic Mass
416.20213
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-Δ
4
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
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