Record Information
Creation date2015-10-09 22:33:19 UTC
Update date2017-01-19 02:36:40 UTC
FoodComEx IDPC000905
FoodDB RecordFDB023096
Chemical Information
DescriptionCanrenone is the major metabolite of spironolactone. Spironolactone is a competitive aldosterone receptor antagonist (ARA), has traditionally been the treatment of first choice in idiopathic hyperaldosteronism (IHA) and for preoperative management of aldosterone producing adenoma (APA), and its therapeutic properties are attributable to active metabolite canrenone. Canrenone and the K+ salt of canrenoate are also in clinical use: they avoid the formation of intermediate products with anti-androgenic and progestational actions, resulting in a decreased incidence of side effects. (PMID: 10790593) [HMDB]
CAS Number976-71-6
17-Hydroxy-3-oxo-17a-pregna-4,6-diene-21-carboxylic acid g-lactonehmdb
17-Hydroxy-3-oxo-17a-pregna-4,6-diene-21-carboxylic acid lactonehmdb
17a-(2-Carboxyethyl)-17b-hydroxyandrosta-4,6-dien-3-one lactonehmdb
17b-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acidhmdb
3-(17b-Hydroxy-3-oxoandrosta-4,6-dien-17a-yl)propionic acid g-lactonehmdb
3-(17b-Hydroxy-3-oxoandrosta-4,6-dien-17a-yl)propionic acid lactonehmdb
3-(3-Oxo-17b-hydroxy-4,6-androstadien-17a-yl)propionic acid g-lactonehmdb
3'-(3-Oxo-17b-hydroxyandrosta-4,6-dien-17a-yl)-propionic acid lactonehmdb
Chemical FormulaC22H28O3
IUPAC name(1'S,2R,2'R,10'R,11'S,15'S)-2',15'-dimethylspiro[oxolane-2,14'-tetracyclo[^{2,7}.0^{11,15}]heptadecane]-6',8'-diene-5,5'-dione
InChI IdentifierInChI=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
Isomeric SMILES[H][C@@]12CC[C@@]3(CCC(=O)O3)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C
Average Molecular Weight340.4559
Monoisotopic Molecular Weight340.203844762
Chemical Taxonomy
Description Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid lactones
Direct ParentSteroid lactones
Alternative Parents
  • Steroid lactone
  • 3-oxosteroid
  • Oxosteroid
  • Cyclohexenone
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Cyclic ketone
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez
Commercial Vendors
AKSci H489
AKSci J10438
AKSci J40163
AKSci J91753
AKSci HMDB0003033
MetaSci HMDB0003033
Toronto Research Chemicals C175610