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C7287

Sigma-Aldrich

Canrenoic acid potassium salt

powder

Synonym(s):

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

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About This Item

Linear Formula:
C22H30O4K
CAS Number:
2181-04-6
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Helen C Atkinson et al.
American journal of physiology. Endocrinology and metabolism, 294(6), E1011-E1022 (2008-03-20)
The aim of this study was to investigate fast corticosteroid feedback of the hypothalamic-pituitary-adrenal (HPA) axis under basal conditions, in particular the role of the mineralocorticoid receptor. Blood samples were collected every 5 min from conscious rats at the diurnal
Wenxia Chai et al.
Journal of hypertension, 28(5), 1044-1053 (2010-02-25)
To test whether glucocorticoids act as the endogenous agonist of cardiac mineralocorticoid receptors, we evaluated the cardiac effects of aldosterone and corticosterone and cardiac steroidogenesis vs. steroid uptake from plasma. Both corticosterone and aldosterone increased left ventricular pressure in the
Rita Berardelli et al.
European journal of endocrinology, 162(6), 1067-1074 (2010-03-12)
Mineralocorticoid receptors (MRs) in the hippocampus display an important role in the control of the hypothalamic-pituitary-adrenal (HPA) axis, mediating the proactive feedback of glucocorticoids, which maintains the basal HPA activity. The systemic administration of MR antagonists enhances spontaneous and CRH-stimulated
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
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
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