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Cortisone

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Identification
Molecular formula
C21H28O5
CAS number
53-06-5
IUPAC name
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
State
State

At room temperature, Cortisone is a solid.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.15
Boiling point (Celsius)
456.20
Boiling point (Kelvin)
729.35
General information
Molecular weight
360.44g/mol
Molar mass
360.4440g/mol
Density
1.3000g/cm3
Appearence

Cortisone is generally a white to off-white crystalline powder. It is relatively odorless.

Comment on solubility

Solubility of (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

The solubility of compounds can often dictate their biological activity and application potential. Understanding the solubility of C21H28O5 is essential for those working in pharmacology and related fields. Here are some key points regarding its solubility:

  • Polarity Considerations: Due to the presence of multiple hydroxyl groups (-OH), this compound is likely to exhibit some level of hydrophilicity, but the bulkiness of the hydrophobic cyclopenta[a]phenanthrene structure may influence solubility in water.
  • Solvent Compatibility: It may exhibit varying solubility in different solvents, tending to dissolve better in polar organic solvents such as methanol or ethanol, while showing limited solubility in non-polar solvents.
  • Temperature Sensitivity: Like many organic compounds, solubility may increase with temperature, making heated solvent conditions preferred for dissolving this substance effectively.
  • pH Influence: The solubility can also be affected by the pH of the solution, particularly due to the presence of hydroxyl groups. In more acidic or basic environments, solubility might change as the compound could ionize.

In summary, while the solubility of C21H28O5 is influenced by its chemical structure and the interaction with solvents, it is crucial for practical applications to perform specific solubility tests for accurate data. As the saying goes, “In chemistry, understanding solubility is understanding reactivity.”

Interesting facts

Interesting Facts About (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

This compound represents a fascinating entry in the realm of organic chemistry, particularly due to its structural complexity and potential biological significance. Here are some key points about this molecule:

  • Stereochemistry: The compound features multiple stereocenters (8S, 9S, 10R, 11S, 13S, 14S, 17R), highlighting its chiral nature. This chirality is crucial for understanding its interactions in biological systems, as differing stereoisomers can exhibit vastly different biological activity.
  • Functional Groups: The presence of hydroxyl groups (-OH) and a hydroxyacetyl moiety not only contributes to the molecule's polarity and reactivity but also suggests potential for pharmacological applications, possibly influencing parameters like solubility and bioavailability.
  • Potential Applications: Compounds similar to this one have been explored in medicinal chemistry, particularly in drug development against a variety of diseases. The unique arrangement of functional groups could lend itself to applications in hormone therapy or cancer treatment, showcasing the importance of structural variations in drug design.
  • Natural Occurrence: Such complex organic compounds often mimic hormones or other naturally occurring substances, suggesting that they may be of natural origin or inspiration. Researchers can derive insights on biological processes through studying such compounds.
  • Biochemical Pathways: Understanding how this compound interacts within biochemical pathways could unveil new therapeutic targets for diseases associated with hormonal imbalances or other metabolic disorders.

In summary, the intricacies of this compound not only illustrate the beauty of organic chemistry but also emphasize the broader implications in medicinal science, making it an exciting topic of study for aspiring chemists and researchers alike. As stated by renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas," and this compound serves as a testament to the endless possibilities in the field of chemistry.

Synonyms
hydrocortisone
Cortisol
50-23-7
Acticort
Cetacort
Cortef
Hydrasson
Hydrocortisyl
Hydrocortone
Cobadex
Hytone
Cortenema
Cortril
Dermacort
Proctocort
Hycort
Signef
17-Hydroxycorticosterone
Optef
Kendall's compound F
Cort-Dome
Cortanal
Corticreme
Cortifan
Cortiment
Cortispray
Cortonema
Dermolate
Efcorbin
Efcortelan
Eldecort
Ficortril
Genacort
Hycortol
Hycortole
Penecort
Permicort
Tarcortin
Traumaide
Alacort
Cleiton
Epicort
Dihydrocostisone
Hytone lotion
Hidro-Colisona
Hydro-Adreson
Scheroson F
Incortin-H
Reichstein's substance M
Ala-Scalp
Domolene-HC
Epiderm H
Esiderm H
Otosone-F
Polcort H
Aeroseb-HC
Cortolotion
Cortoxide
Cremesone
Eldercort
Heb-Cort
Maintasone
Nutracort
Delacort
Dioderm
Mildison
Rectoid
Synacort
Anflam
Hydrocorticosterone
Hydroxycortisone
H-Cort
Hydro-Colisona
Cortisol alcohol
Incortin-hydrogen
Ala-Cort
Barseb HC
Dermocortal
Flexicort
Texacort
Timocort
Evacort
Komed HC
Hydrocortisone base
Lacticare-HC
Texacort lotion 25
Hydrocortisone alcohol
Hidrocortisona
Algicirtis
Aquacort
Colocort
Cortesal
Cortisolonum
Hidalone
Hytisone
Kyypakkaus
Lactisona
Lubricort
Meusicort
Milliderm
Sanatison
Schericur
Sigmacort
Stiefcorcil
Amberin
Cutisol
Dermil
Glycort
Uniderm
Foille Insetti
Gyno-Cortisone
Balneol-hc
Transderma H
Basan-Corti
Clear aid
Cremicort-H
Dome-cort
Stie-cort
Beta-hc
Neosporin-H Ear
Remederm HC
Aquanil HC
Cortisporin Otico
Derm-Aid
Heb Cort
Nogenic HC
Scalpicin Capilar
Systral Hydrocort
Prevex HC
Cortisporin
Efcortelin
Fiocortril
Hydrocortisone free alcohol
Hydrocortisonum
Proctofoam
Hydracort
Medicort
Otocort
Zenoxone
Drotic
Vytone
11beta-Hydroxycortisone
Nystaform-HC
Aeroseb HC
CaldeCORT Spray
Anusol HC
Pediotic Suspension
Idrocortisone
17alpha-Hydroxycorticosterone
Alphaderm
Hydrocortal
Hydroskin
Otalgine
Otobiotic
Plenadren
Protocort
Hysone
Hydrocortisone (Cortisol)
Ef corlin
11beta-Hydrocortisone
Compound F
Lacticare HC
Compound F (kendall)
11-beta-Hydrocortisone
11-beta-Hydroxycortisone
VoSol HC
Chronocort
Preparation H Hydrocortisone Cream
Neo-Cort-Dome
11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione
11beta,17alpha,21-Trihydroxypregn-4-ene-3,20-dione
Otic-Neo-Cort-Dome
11beta,17,21-Trihydroxypregn-4-ene-3,20-dione
NSC 10483
HC
[3H]cortisol
NSC-10483
Prestwick_265
4-Pregnene-11beta,17alpha,21-triol-3,20-dione
CHEBI:17650
(11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione
NSC10483
11.beta.-Hydrocortisone
Dermaspray
Hydrocortisone (Standard)
MFCD00011654
WI4X0X7BPJ
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
11beta,17,21-Trihydroxyprogesterone
11.beta.-Hydroxycortisone
Ophthocort
Terra-cortril
MLS000069609
17.alpha.-Hydroxycorticosterone
DTXSID7020714
Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-
Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11beta)-
4-Pregnen-11beta,17alpha,21-triol-3,20-dione
Idrocortisone [DCIT]
Genacort (lotion)
Anucort
hydrocortisone(cortisol)
Prepcort
SMR000059022
Hydrocortisonum [INN-Latin]
Proctozone HC
Scalp-Cort
Hidrocortisona [INN-Spanish]
Rectasol-HC
Hydro-RX
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
DTXCID10714
HC (HYDROCORTISONE)
11.beta.,17,21-Trihydroxypregn-4-ene-3,20-dione
Corhydron
(11alpha,14beta)-11,17,21-Trihydroxypregn-4-Ene-3,20-Dione
DuoCort
HYDROCORTISONE IN ABSORBASE
Proctosol-HC
HC #1
HC #4
Acticort (TN)
Colocort (TN)
SMR000653523
Cortef (TN)
Hytone (TN)
CCRIS 5854
component of Otalgine
Anusol HC (TN)
component of Lubricort
COR-OTICIN
HSDB 3339
EINECS 200-020-1
UNII-WI4X0X7BPJ
component of Neo-Cort-Dome
Cortizol
Efmody
AI3-25006
3h-cortisol
11beta-cortisol
CAS-50-23-7
11-Hydrocortisone
Plenadren (TN)
NCGC00022848-06
11b-Hydrocortisone
Kendalls compound F
Hydrocortisone [USP:INN:BAN:JAN]
Drotic (Salt/Mix)
11b-Hydroxycortisone
Otocort (Salt/Mix)
Pregn-4-ene-3,20-dione, 11beta,17,21-trihydroxy-
Otalgine (Salt/Mix)
Hydrocortisone, 98%
11,17,21-Trihydroxypregn-4-ene-3,20-dione
ALKINDI SPRINKLE
Alphaderm (Salt/Mix)
Hydrocortisone, topical
Otobiotic (Salt/Mix)
Reichsteins substance M
4p6x
Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11b)-
Cort-Quin (Salt/Mix)
Cortisporin (Salt/Mix)
VoSol HC (Salt/Mix)
11a-Hydroxycorticosterone
17a-Hydroxycorticosterone
Opera_ID_1292
Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, (11-beta)-
Prestwick0_000447
Prestwick1_000447
Prestwick2_000447
Prestwick3_000447
Epitope ID:174851
UPCMLD-DP133
EC 200-020-1
H 4001
HYDROCORTISONE [II]
HYDROCORTISONE [MI]
SCHEMBL4148
Neo-Cort-Dome (Salt/Mix)
HYDROCORTISONE [INN]
HYDROCORTISONE [JAN]
Lopac0_000594
11alpha-Hydroxycorticosterone
BSPBio_000494
HYDROCORTISONE [HSDB]
MLS001148103
MLS002207135
MLS002222189
MLS002548868
HYDROCORTISONE [VANDF]
Cortisol, 1mg/ml in Methanol
SPBio_002433
HYDROCORTISONE [MART.]
BPBio1_000544
CHEMBL389621
GTPL2868
HYDROCORTISONE [USP-RS]
HYDROCORTISONE [WHO-DD]
HYDROCORTISONE [WHO-IP]
Pediotic Suspension (Salt/Mix)
UPCMLD-DP133:001
BDBM13775
HY-N0583R
Otic-Neo-Cort-Dome (Salt/Mix)
MSK2226
2v95
Hydrocortisone (JP17/USP/INN)
HMS1569I16
HMS2090M04
HMS2096I16
HMS2230B18
HMS2235F17
HMS3259C05
HMS3261H10
HMS3713I16
Hydrocortisone, >=98% (HPLC)
Vioform-Hydrocortisone (Salt/Mix)
11b,17,21-Trihydroxyprogesterone
HYDROCORTISONE [GREEN BOOK]
BCP09054
HY-N0583
HYDROCORTISONE [ORANGE BOOK]
Tox21_110883
Tox21_200815
Tox21_500594
HYDROCORTISONE [EP MONOGRAPH]
LMST02030001
s1696
HYDROCORTISONE [USP MONOGRAPH]
AKOS001582651
HYDROCORTISONUM [WHO-IP LATIN]
OTICAIR COMPONENT HYDROCORTISONE
OTOCORT COMPONENT HYDROCORTISONE
Tox21_110883_1
CCG-204683
DB00741
FH16250
LP00594
NC00456
SDCCGSBI-0050576.P003
11.beta.,17,21-trihydroxyprogesterone
ORLEX HC COMPONENT HYDROCORTISONE
OTOBIONE COMPONENT HYDROCORTISONE
PEDIOTIC COMPONENT HYDROCORTISONE
PYOCIDIN COMPONENT HYDROCORTISONE
SMP1_000156
VOSOL HC COMPONENT HYDROCORTISONE
ALPHADERM COMPONENT HYDROCORTISONE
NCGC00022848-07
NCGC00022848-09
NCGC00022848-10
NCGC00022848-11
NCGC00022848-12
NCGC00022848-13
NCGC00022848-14
NCGC00022848-15
NCGC00022848-17
NCGC00022848-26
NCGC00258369-01
NCGC00261279-01
OTOBIOTIC COMPONENT HYDROCORTISONE
US10188667, Example 00023
(1S,10S,11S,15S,17S,2R,14R)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadec-6-en-5-one
AC-12902
AS-11651
BP-20390
NCI60_000118
ACETASOL HC COMPONENT HYDROCORTISONE
CALMURID HC COMPONENT HYDROCORTISONE
4-Pregnene-11alpha,21-triol 3,20-dione
CS-0694892
EU-0100594
NS00000570
PREDNISOLONE IMPURITY A [EP IMPURITY]
4-Pregnene-11b,17a,21-triol-3,20-dione
C00735
D00088
EN300-120630
U 1851
11b,17a,21-Trihydroxypregn-4-ene-3,20-dione
Hydrocortisone, meets USP testing specifications
Pregn-4-ene-3, 11.beta.,17,21-trihydroxy-
A929789
Hydrocortisone, VETRANAL(TM), analytical standard
Q190875
SR-01000000139
SR-01000000139-3
BRD-K93568044-001-03-1
BRD-K93568044-001-11-4
BRD-K93568044-001-32-0
HYDROCORTISONE ACETATE IMPURITY A [EP IMPURITY]
Hydrocortisone, BioReagent, suitable for cell culture
4-Pregnen-11.beta.,17.alpha.,21-triol-3,20-dione
4-Pregnene-11.beta.,17.alpha.,21-triol-3,20-dione
Pregn-4-ene-3,20-dione, 11.beta.,17,21-trihydroxy-
Z1530425064
(11beta)-11,17,21-Trihydroxy-pregn-4-ene-3,20-dione
11.beta.,17.alpha.,21-Trihydroxy-4-pregnene-3,20-dione
11.beta.,17.alpha.,21-Trihydroxypregn-4-ene-3,20-dione
B48448A1-24BA-47CA-8D9E-43E5BC949386
Hydrocortisone, British Pharmacopoeia (BP) Assay Standard
Pregn-4-ene-3, 11,17,21-trihydroxy-, (11.beta.)-
11,17,21-Trihydroxypregn-4-ene-3,20-dione, (11.beta.)-
HYDROCORTISONE SODIUM SUCCINATE IMPURITY A [EP IMPURITY]
Hydrocortisone, European Pharmacopoeia (EP) Reference Standard
HYDROCORTISONE HYDROGEN SUCCINATE IMPURITY A [EP IMPURITY]
Hydrocortisone, United States Pharmacopeia (USP) Reference Standard
Hydrocortisone-Water Soluble, BioReagent, suitable for cell culture
Hydrocortisone, gamma-irradiated, powder, BioXtra, suitable for cell culture
Hydrocortisone for peak identification, European Pharmacopoeia (EP) Reference Standard
Hydrocortisone, Pharmaceutical Secondary Standard; Certified Reference Material
(10R,13S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one