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SML1497

Canrenone

Name: Canrenone
Brand: SIGMA

≥97% (HPLC), mineralocorticoid inhibitor, powder

Synonym(s):

(17α)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid γ-lactone, NSC 261713

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₈O₃

CAS Number:

976-71-6

Molecular Weight:

340.46

UNSPSC Code:

12352200

PubChem Substance ID:

329825921

NACRES:

NA.77

MDL number:

MFCD00071735

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

100

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Properties

Product Name

Canrenone, ≥97% (HPLC)

Quality Level

100

assay

≥97% (HPLC)

form

powder

optical activity

[α]/D +17 to +24°, c = 1 in chloroform-d

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

SMILES string

C[C@@]12C(C=C[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]45OC(CC5)=O)=CC(CC1)=O

InChI

1S/C22H28O3/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21)12-8-19(24)25-22/h3-4,13,16-18H,5-12H2,1-2H3/t16-,17+,18+,20+,21+,22-/m1/s1

InChI key

UJVLDDZCTMKXJK-WNHSNXHDSA-N

Gene Information

human ... NR3C2(4306)

Description

Biochem/physiol Actions

Canrenone is a mineralocorticoid (aldosterone) inhibitor.

Canrenone is a mineralocorticoid (aldosterone) inhibitor. Aldosterone is known to be involved in hypertension, kidney disease, atherosclerosis, and heart failure. Blockade of the aldosterone receptor has been shown to improve cardiovascular function. In congestive heart failure, aldosterone antagonists are used in addition to other drugs for additive diuretic effect, which reduces edema and the cardiac workload.
Canrenone is an active metabolite of spironolactone with potassium-sparing diuretic activity. Canrenone specifically antagonizes aldosterone at the mineralocorticoid receptor in the kidneys, thereby increasing sodium excretion and inhibiting potassium excretion. It is known to reduce the inflammatory reaction influenced by aldosterone.

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pictograms

GHS08,GHS09

signalword

Warning

hcodes

H351,H411

pcodes

P202 - P273 - P280 - P308 + P313 - P391 - P405

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000472224

0000435780

0000369581

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Aldosterone receptor blockers spironolactone and canrenone: two multivalent drugs.

Armanini D, et al.

Expert Opinion on Pharmacotherapy, 15, 909-912 (2014)

Digoxin assays: frequent, substantial, and potentially dangerous interference by spironolactone, canrenone, and other steroids.

StEiMER W E R N E R, et al.

Clinical Chemistry, 48(3), 507-516 (2002)