Identification
- Summary
Canrenoic acid is an aldosterone antagonist used in primary hyperaldosteronism and other disorders related to aberrant aldosterone levels.
- Generic Name
- Canrenoic acid
- DrugBank Accession Number
- DB09015
- Background
Canrenoic acid (as the salt potassium canrenoate) is an aldosterone antagonist. Like spironolactone, it is a prodrug, which is metabolized to canrenone in the body.
- Type
- Small Molecule
- Groups
- Approved, Withdrawn
- Structure
Structure for Canrenoic acid (DB09015)
- Weight
- Average: 358.478
Monoisotopic: 358.214409446 - Chemical Formula
- C22H30O4
- Synonyms
- ácido canrenoico
- Canrenoate
- Canrenoic acid
- External IDs
- MF 465a
- SC 14266
Pharmacology
- Indication
Not Available
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- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
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Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbacavir Canrenoic acid may increase the excretion rate of Abacavir which could result in a lower serum level and potentially a reduction in efficacy. Acebutolol The risk or severity of hyperkalemia can be increased when Acebutolol is combined with Canrenoic acid. Aceclofenac The risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Aceclofenac is combined with Canrenoic acid. Acemetacin The therapeutic efficacy of Canrenoic acid can be decreased when used in combination with Acemetacin. Acetaminophen Canrenoic acid may increase the excretion rate of Acetaminophen which could result in a lower serum level and potentially a reduction in efficacy. Acetyldigitoxin Canrenoic acid may decrease the excretion rate of Acetyldigitoxin which could result in a higher serum level. Acetylsalicylic acid Acetylsalicylic acid may decrease the excretion rate of Canrenoic acid which could result in a higher serum level. Aclidinium Canrenoic acid may increase the excretion rate of Aclidinium which could result in a lower serum level and potentially a reduction in efficacy. Acrivastine Canrenoic acid may increase the excretion rate of Acrivastine which could result in a lower serum level and potentially a reduction in efficacy. Acyclovir Canrenoic acid may increase the excretion rate of Acyclovir which could result in a lower serum level and potentially a reduction in efficacy. 
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- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Potassium canrenoate M671F9NLEA 2181-04-6 JTZQCHFUGHIPDF-RYVBEKKQSA-M - International/Other Brands
- Soludactone (Pfizer)
Categories
- ATC Codes
- C03DA02 — Potassium canrenoate
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- Sub Class
- Androstane steroids
- Direct Parent
- Androgens and derivatives
- Alternative Parents
- Steroid acids / 3-oxosteroids / 17-hydroxysteroids / Cyclohexenones / Tertiary alcohols / Cyclic alcohols and derivatives / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
- Substituents
- 17-hydroxysteroid / 3-oxosteroid / Alcohol / Aliphatic homopolycyclic compound / Androgen-skeleton / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Cyclic alcohol / Cyclic ketone
- Molecular Framework
- Aliphatic homopolycyclic compounds
- External Descriptors
- monocarboxylic acid, 3-oxo Delta(4)-steroid, steroid acid (CHEBI:50156) / C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030154)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 87UG89VA9K
- CAS number
- 4138-96-9
- InChI Key
- PBKZPPIHUVSDNM-WNHSNXHDSA-N
- InChI
- InChI=1S/C22H30O4/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
- IUPAC Name
- 3-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-14-yl]propanoic acid
- SMILES
- [H][C@@]12CC[C@@](O)(CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C
References
- Synthesis Reference
U.S. Patent 2,900,383.
- General References
- Not Available
- External Links
- PubChem Compound
- 656615
- PubChem Substance
- 310264973
- ChemSpider
- 570976
- 618970
- ChEBI
- 50156
- ChEMBL
- CHEMBL1616951
- ZINC
- ZINC000003938750
- Drugs.com
- Drugs.com Drug Page
- Wikipedia
- Potassium_canrenoate
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Recruiting Treatment Coronavirus Disease 2019 (COVID‑19) / COVID-19 Pneumonia 1 3 Completed Treatment ST Segment Elevation Myocardial Infarction (STEMI) 1 2 Not Yet Recruiting Treatment Coronavirus Disease 2019 (COVID‑19) / COVID-19 Acute Respiratory Distress Syndrome 1 2 Recruiting Prevention Brain Dead Organ Donors 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Injection, solution Parenteral Tablet, film coated Oral 100 MG Tablet Oral Tablet, coated Oral Tablet Oral 100 MG Tablet Oral 25 MG Tablet Oral 50 MG Tablet, film coated Oral 200 MG Injection, powder, for solution Intravenous 200 MG/2ML Solution Intravenous 200 mg - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 165 U.S. Patent 2,900,383. - Predicted Properties
Property Value Source Water Solubility 0.0442 mg/mL ALOGPS logP 2.73 ALOGPS logP 2.93 ChemAxon logS -3.9 ALOGPS pKa (Strongest Acidic) 4.48 ChemAxon pKa (Strongest Basic) -3.1 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 74.6 Å2 ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 100.98 m3·mol-1 ChemAxon Polarizability 40.44 Å3 ChemAxon Number of Rings 4 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Drug created at June 23, 2014 17:28 / Updated at May 23, 2022 17:30