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C7287

Sigma-Aldrich

Canrenoic acid potassium salt

powder

Sinónimos:

17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid, Potassium canrenoate

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About This Item

Fórmula lineal:
C22H30O4K
Número de CAS:
2181-04-6
Peso molecular:
397.57
EC Number:
218-554-9
MDL number:
MFCD05662375
UNSPSC Code:
12352106
PubChem Substance ID:
24892953
NACRES:
NA.77

form

powder

Quality Level

100

color

light yellow to tan

SMILES string

[K].[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)CCC(O)=O)[C@]1([H])C=CC4=CC(=O)CC[C@]24C

InChI

1S/C22H30O4.K.H/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21,26)12-8-19(24)25;;/h3-4,13,16-18,26H,5-12H2,1-2H3,(H,24,25);;/t16-,17+,18+,20+,21+,22-;;/m1../s1

InChI key

YLXFIHIYNGPPSF-HUHWECDNSA-N

Application

Canrenoic acid potassium salt has been used as a human uridine 5′-diphospho (UDP)-glucuronosyltransferase inhibitor to study its effects on trifluoperazine (TFP) substrate selectivity. It has also been used to study its effects on the formation of aldosterone 18-glucuronide (ALDO 18β-G) in recombinant UDP-Glucuronosyltransferase-2B7 (UGT2B7), human liver (HLM) and human kidney cortical (HKCM) microsomes.

Biochem/physiol Actions

Competitive aldosterone receptor antagonist. Potassium canrenoate reduces the effects of aldosterone-induced increases in blood pressure and in cardiovascular fibrosis in animals with high sodium intake. It is used clinically for its anti-fibrotic effects. At higher doses it is genotoxic to liver and increases tumor incidence in rodent models.

Quality

Aqueous solutions may contain some insoluble material.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Selectivity of substrate (trifluoperazine) and inhibitor (amitriptyline, androsterone, canrenoic acid, hecogenin, phenylbutazone, quinidine, quinine, and sulfinpyrazone)?probes? for human UDP-glucuronosyltransferases
Uchaipichat V, et al.
Drug Metabolism and Disposition, 34(3), 449-456 (2006)
Farzin Beygui et al.
American heart journal, 160(4), 642-648 (2010-10-12)
Aldosterone is at its highest levels at presentation for acute myocardial infarction (AMI). High aldosterone levels are predictive of poor outcome regardless of heart failure. Angiotensin-converting enzyme inhibitors have delayed partial and temporary effects on aldosterone levels. We hypothesize that
Melissa Lingis et al.
American journal of physiology. Endocrinology and metabolism, 300(3), E592-E599 (2011-01-06)
During pregnancy, plasma ACTH and cortisol are chronically increased; this appears to occur through a reset of hypothalamo-pituitary-adrenal (HPA) activity. We have hypothesized that differences in mineralocorticoid receptor activity in pregnancy may alter feedback inhibition of the HPA axis. We
P Angeli et al.
Gut, 59(1), 98-104 (2009-07-03)
The aim of the study was to compare sequential versus combined diuretic therapy in patients with cirrhosis, moderate ascites and without renal failure. One hundred patients were randomly assigned to the two diuretic treatments. The sequential treatment provided potassium canrenoate
Katharina Schmidt et al.
European heart journal, 31(13), 1655-1662 (2009-12-24)
Pre-treatment with mineralocorticoid receptor (MR) antagonists is reported to reduce myocardial infarct size from ischaemia/reperfusion. Here, we tested whether the MR antagonists potassium canrenoate and eplerenone could protect in the more clinically relevant schedule of administration at the end of
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