Shanghai Nianxing Industrial Co., Ltd
China
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Canrenone
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DC Chemicals Limited
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ShangHai DC Chemicals Co.,Ltd
China
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Henan Tianfu Chemical Co., Ltd.
China
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976-71-6

976-71-6 structure

976-71-6 structure

Name: Canrenone
Chemical Name: Canrenone
CAS Number: 976-71-6
Molecular Formula: C₂₂H₂₈O₃
Molecular Weight: 340.456
Catalog: analytical chemistry Standard Pharmacopoeia Standards and Magazine Standards
Create Date: 2018-08-22 22:47:16
Modify Date: 2024-01-02 18:30:39
Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist extensively used as a diuretic agent.

Name	Canrenone
Synonyms	Phanurane Luvion ALDADIENE (17a)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid g-lactone 17a-(2-Carboxyethyl)-17b-hydroxyandrosta-4,6-dien-3-one Lactone Canrenone Spiro[17H-cyclopenta[a]phenanthrene-17,2'(5'H)-furan]-3,5'(2H)-dione, 1,3',4',8,9,10,11,12,13,14,15,16-dodecahydro-10,13-dimethyl-, (8R,9S,10R,13S,14S,17R)- 17a-(2-Carboxyethyl)-17b-hydroxy-3-oxoandrosta-4,6-diene Lactone 3-(3-Oxo-17b-hydroxy-4,6-androstadien-17a-yl)propionic Acid g-Lactone Contaren 6-Dehydrotestosterone-17a-propionic Acid g-Lactone CANRENONE-D4 (8R,9S,10R,13S,14S,17R)-10,13-Dimethyl-1,8,9,10,11,12,13,14,15,16-decahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5'(2H,4'H)-dione 11614 R.P.

Description	Canrenone (Aldadiene; SC9376; SC14266) is an aldosterone antagonist extensively used as a diuretic agent.
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Mineralocorticoid Receptor Research Areas >> Cardiovascular Disease
Target	Target: Aldosterone[1]
In Vitro	Canrenone inhibits the production of eortieosterone, 18-hydroxydesoxyeortieosterone, 18-hydroxycorticosterone and aldosterone in a dose-dependent manner[1]. Canrenone dose-dependently reduces platelet-derived growth factor–induced cell proliferation and motility. Canrenone inhibits the activity of the Na+/H+ exchanger 1 induced by platelet-derived growth factor[2].
In Vivo	Canrenone is the principal active metabolite of Spironolactone in the rat only for a limited period. During chronic treatment a difference developed between the effect of Spironolactone and Canrenone on the RAAS indicating a decrease in the anti-mineralocorticoid activity of Canrenone and an increase in the efficacy of Spironolactone[3].
Cell Assay	Confluent Hepatic Stellate Cells (HSC) are incubated in SFIF medium for 24 hours and exposed to increasing concentrations of canrenone (1, 5, 10, 25 μM). Cell viability is evaluated by the trypan blue dye exclusion test at the end of a 24- to 48-hour incubation period[2].
Animal Admin	Rats[3] Canrenone (CAN) is given orally in two different doses (10.25, 20.5 mg/mL) to Male SPF Sprague-Dawley rats for 6 weeks. To determine the Na+, K+, fluid and aldosterone excretion the urine of the rats destined to be killed after 6 weeks is collected at weekly intervals[3].
References	[1]. Erbler HC, et al. On the mechanism of the inhibitory action of the spirolactone SC 9376 (aldadiene) on the production of corticosteroids in rat adrenals in vitro. Naunyn Schmiedebergs Arch Pharmacol. 1973;277(2):139-49. [2]. Caligiuri A, et al. Antifibrogenic effects of canrenone, an antialdosteronic drug, on human hepatic stellate cells. Gastroenterology. 2003 Feb;124(2):504-20. [3]. Erbler HC, et al. Effect of spironolactone and its main metabolite canrenone on the renin-angiotensin-aldosterone-system during long-term treatment in rats. Acta Endocrinol (Copenh). 1979 Jan;90(1):147-56.

Density	1.2±0.1 g/cm3
Boiling Point	541.1±50.0 °C at 760 mmHg
Melting Point	158-160ºC
Molecular Formula	C₂₂H₂₈O₃
Molecular Weight	340.456
Flash Point	237.6±30.2 °C
Exact Mass	340.203857
PSA	43.37000
LogP	2.99
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.581

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU3493000

CHEMICAL NAME :: Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, gamma-lactone, (17-alpha)-

CAS REGISTRY NUMBER :: 976-71-6

BEILSTEIN REFERENCE NO. :: 0046602

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C22-H28-O3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology, Part B. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1- 1990- Volume(issue)/page/year: 1,36,1990

Symbol	GHS08, GHS09
Signal Word	Warning
Hazard Statements	H351-H411
Precautionary Statements	P280
Hazard Codes	Xn,N
Risk Phrases	40-51/53
Safety Phrases	36/37-61
RIDADR	UN 3077 9 / PGIII
HS Code	29329990

Precursor 7
38753-76-3 976-70-5 52-01-7 434-03-7
121936-43-4 74-88-4 13934-61-7
DownStream 6
38753-77-4 33784-05-3 52-01-7 192569-17-8
1363502-03-7 76676-33-0