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Cortisone (PC000872)

Record Information
Version1.0
Creation date2015-10-09 22:33:10 UTC
Update date2017-01-19 02:36:39 UTC
FoodComEx IDPC000872
FoodDB RecordFDB023065
Chemical Information
NameCortisone
DescriptionA naturally occurring glucocorticoid. It has been used in replacement therapy for adrenal insufficiency and as an anti-inflammatory agent. Cortisone itself is inactive. It is converted in the liver to the active metabolite hydrocortisone. (From Martindale, The Extra Pharmacopoeia, 30th ed, p726) -- Pubchem; Cortisone is a hormone. Chemically it is a corticosteroid with formula C21H28O5 and IUPAC name 17-hydroxy-11-dehydrocorticosterone. It is closely related to corticosterone. -- Wikipedia; One of cortisone's effects on the body, and a potentially harmful side effect when administered clinically, is the suppression of the immune system. This is an explanation for the apparent correlation between high stress and sickness. -- Wikipedia [HMDB]
CAS Number53-06-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
11-dehydro-17-HydroxycorticosteroneChEBI
17-Hydroxy-11-dehydrocorticosteroneChEBI
17a,21-Dihydroxy-4-pregnene-3,11,20-trioneGenerator
17alpha,21-Dihydroxy-4-pregnene-3,11,20-trioneChEBI
17α,21-dihydroxy-4-pregnene-3,11,20-trioneGenerator
4-Pregnene-17a,21-diol-3,11,20-trioneGenerator
4-Pregnene-17alpha,21-diol-3,11,20-trioneChEBI
4-Pregnene-17α,21-diol-3,11,20-trioneGenerator
Andresonhmdb
Anusol HChmdb
Balneol-Hchmdb
Beta-Hchmdb
Colocorthmdb
Compound Ehmdb
Corlinhmdb
Cortadrenhmdb
Cortandrenhmdb
Cortefhmdb
Cortef Acetatehmdb
Cortisalhmdb
Cortisatehmdb
Cortisonhmdb
Cortisone Acetatehmdb
Cortistalhmdb
Cortivitehmdb
Cortogenhmdb
Cortonehmdb
Cortrilhmdb
delta(4)-Pregnene-17a,21-diol-3,11,20-trioneGenerator
Delta(4)-Pregnene-17alpha,21-diol-3,11,20-trioneChEBI
Dermacorthmdb
Dricorthmdb
Flexicorthmdb
Florinefhmdb
Fludrocortisone Acetatehmdb
Glycorthmdb
Hemsol-Hchmdb
Hi-Corhmdb
Incortinhmdb
Kendall's compoundhmdb
Kendall's Compound Ehmdb
KortisonChEBI
Locoidhmdb
Locoid Lipocreamhmdb
Micort-Hchmdb
Nogenic HChmdb
Orabase HCAhmdb
Pandelhmdb
Pregn-4-en-17a,21-diol-3,11,20-trioneGenerator
Pregn-4-en-17alpha,21-diol-3,11,20-trioneChEBI
Pregn-4-en-17α,21-diol-3,11,20-trioneGenerator
Prestwick_132hmdb
Reichstein Fahmdb
Reichstein's Substance FAhmdb
Scherosonhmdb
Solu-Cortefhmdb
Stie-Corthmdb
Texacorthmdb
Westcorthmdb
Wintersteiner's compound FChEBI
δ(4)-pregnene-17a,21-diol-3,11,20-trioneGenerator
δ(4)-pregnene-17α,21-diol-3,11,20-trioneGenerator
Chemical FormulaC21H28O5
IUPAC name(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione
InChI IdentifierInChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1
InChI KeyMFYSYFVPBJMHGN-ZPOLXVRWSA-N
Isomeric SMILES[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Average Molecular Weight360.444
Monoisotopic Molecular Weight360.193674006
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent21-hydroxysteroids
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • Pregnane-skeleton
  • 20-oxosteroid
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 17-hydroxysteroid
  • Oxosteroid
  • 11-oxosteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Alpha-hydroxy ketone
  • Cyclic alcohol
  • Tertiary alcohol
  • Cyclic ketone
  • Ketone
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Primary alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci C592
AKSci HMDB0002802
Glentham GP7495
MetaSci HMDB0002802
Toronto Research Chemicals C696500