Potassium canrenoateProduct ingredient for Canrenoic acid

Name
Potassium canrenoate
Drug Entry
Canrenoic acid

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.

Accession Number
DBSALT001874
Structure
Thumb
Synonyms
Canrenoate potassium / Canrenone free acid potassium salt
External IDs
SC-14266
UNII
M671F9NLEA
CAS Number
2181-04-6
Weight
Average: 396.5616
Monoisotopic: 396.170291277
Chemical Formula
C22H29KO4
InChI Key
JTZQCHFUGHIPDF-RYVBEKKQSA-M
InChI
InChI=1S/C22H30O4.K/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);/q;+1/p-1/t16-,17+,18+,20+,21+,22-;/m1./s1
IUPAC Name
potassium 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]propanoate
SMILES
[K+].[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
External Links
KEGG Drug
D01943
ChemSpider
570975
ChEMBL
CHEMBL1371200
Wikipedia
Potassium_canrenoate
Predicted Properties
PropertyValueSource
Water Solubility0.0103 mg/mLALOGPS
logP2.9ALOGPS
logP2.93ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)4.48ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area77.43 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity111.81 m3·mol-1ChemAxon
Polarizability39.99 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon