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Cortisone

Athanor · official

C21H28O5 · 360.4 g/mol

IUPAC name: (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione

Also called Cortone, 17-hydroxy-11-dehydrocorticosterone

HormonesLipids
Open in Athanor
The structure of Cortisone
Drawn from its SMILES with RDKit
Health hazardWarningSuspected of damaging fertility or the unborn child

Names and identifiers

IUPAC name
(8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione
Synonyms
Cortone, 17-hydroxy-11-dehydrocorticosterone, Kendall's compound E
+ 37 more

Reichstein's substance FA, Wintersteiner's compound F, 17-Hydroxy-11-dehydrocorticosterone, 11-Dehydro-17-hydroxycorticosterone, Pregn-4-ene-3,11,20-trione, 17,21-dihydroxy-, Cortisona, 17,21-Dihydroxypregn-4-ene-3,11,20-trione, Cortisonum, Kortison, 4-Pregnene-17alpha,21-diol-3,11,20-trione, 17alpha,21-Dihydroxypregn-4-ene-3,11,20-trione, DTXSID5022857, Pregn-4-en-17alpha,21-diol-3,11,20-trione, 17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione, NSC-9703, V27W9254FZ, DTXCID102857, CHEBI:16962, (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, (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, Therapeutic Cortisone, RefChem:5705, Cortisonum 30 Special Order, H02AB10, S01BA03, 200-162-4, Cortivite, Adrenalex, Andreson, Cortisal, Cortistal, Reichstein Fa, Cortandren, Cortison, NSC 9703, Kendall's compound, [3H]-cortisone

Molecular formula
C21H28O5
Empirical formula
C21H28O5
Molecular weight
360.4 g/mol
Exact mass
360.19367
CAS number
53-06-5
PubChem CID
222786
Canonical SMILES
CC12CCC(=O)C=C1CCC3C2C(=O)CC4(C3CCC4(C(=O)CO)O)C
Isomeric SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C
InChI
InChI=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
InChIKey
MFYSYFVPBJMHGN-ZPOLXVRWSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
26
Rings
4
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.76
H-bond donors
2
H-bond acceptors
5
Rotatable bonds
2
TPSA (Ų)
91.7
Formal charge
0
XLogP3
1.5 PubChem
Complexity
724 PubChem
Stereocenters
6 definedCIP: C2: S · C6: S · C7: S · C16: R · C18: S · C21: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C69.98%
  • H7.83%
  • O22.19%

Isotope pattern

100%360.19423%361.1973.6%362.200363.202

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
1.99 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-3.2 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.32 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 360.45
  • log P ≤ 5 (Crippen): 1.99
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 5

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 51 company reports to ECHA. Source [1].

  • Health hazard
  • H361Suspected of damaging fertility or the unborn child (98% of reports)

Precautionary statements: P203, P280, P318, P405, P501

Safety data sheets on the supplier’s page: Achemtek, LGC Standards, MedChemexpress MCE.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  5. [5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  7. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  8. ·Literature on PubChem

Data last updated 2026-10-14.