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Corticosterone

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Identification
Molecular formula
C21H30O4
CAS number
50-22-6
IUPAC name
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
State
State

Corticosterone typically exists as a solid at room temperature.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.20
Boiling point (Celsius)
335.50
Boiling point (Kelvin)
608.60
General information
Molecular weight
346.47g/mol
Molar mass
346.4640g/mol
Density
1.3000g/cm3
Appearence

Corticosterone appears as a white crystalline powder. It is relatively stable under normal conditions but should be stored in a cool, dry place to avoid degradation.

Comment on solubility

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

The solubility of the compound with the chemical formula C21H30O4 can be described as follows:

  • Polar vs. Non-Polar Solvents: Given the presence of multiple hydroxyl (-OH) groups, this compound is expected to have higher solubility in polar solvents such as water and alcohols compared to non-polar solvents.
  • Hydroxyl Groups: The two hydroxyl groups not only enhance the hydrogen bonding capacity of the compound but also contribute to its overall solubility profile.
  • Hydroxyacetyl Group: The 2-hydroxyacetyl substituent significantly affects solubility due to its polar nature, making it more soluble in aqueous solutions.
  • Hydrophobic Regions: Despite the polar characteristics imparted by the functional groups, the hydrophobic portions of the molecule could limit its solubility in very polar environments.

In summary, while the compound demonstrates favorable solubility characteristics in polar solvents due to the presence of hydroxyl groups, its solubility in water may still be limited owing to its hydrophobic regions. It is important to carry out empirical solubility tests to obtain precise data.

Interesting facts

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

This compound represents a fascinating intersection of organic chemistry and medicinal applications. Its complex structure reveals the rich tapestry of stereochemistry and functional group chemistry. The compound features multiple stereocenters, emphasizing the significance of chirality in biological interactions.

Key Characteristics:

  • Hormonal Influence: The compound appears to share similarities with steroidal compounds, indicating potential hormonal activity.
  • Pharmacological Potential: Its structural configuration hints at possible therapeutic applications, particularly in areas such as anti-inflammatory or antihormonal therapies.
  • Natural Derivatives: An interesting note is that compounds with similar structures are often found in natural sources, linking the realms of synthetic and natural product chemistry.

As a scientist, one might ponder the synthesis routes for such complex molecules. Strategies may involve:

  1. Utilizing multi-step processes to build the intricate structure step by step.
  2. Implementing stereoselective reactions to ensure that the desired configurations are obtained.
  3. Exploring biocatalysis or plant-based extraction methods as alternative pathways to access this compound.

In summary, the study of (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one not only sheds light on molecular complexity but also opens avenues for innovative research in pharmaceutical chemistry. As the field advances, compounds such as this may hold the key to breakthroughs in disease treatment and prevention.

Synonyms
prednisolone
50-24-8
Metacortandralone
Hydroretrocortine
Delta-Cortef
Deltacortril
Deltahydrocortisone
Codelcortone
Cortalone
Meticortelone
Predonine
Prenolone
Hydroretrocortin
Meti-Derm
Deltacortenol
Hydrodeltalone
Hydrodeltisone
Precortancyl
Predniliderm
Cotogesic
Decaprednil
Delcortol
Deltisilone
Dicortol
Donisolone
Dydeltrone
Erbacort
Erbasona
Estilsona
Fernisolone
Hydeltra
Hydeltrone
Lentosone
Paracortol
Paracotol
PRDL
Precortilon
Precortisyl
Prednelan
Prednicen
Predonin
Rolisone
Scherisolon
Sterolone
Cordrol
Prednis
Prelone
Steran
Sterane
Ulacort
Delta-stab
Fernisolone P
Hostacortin H
Ultracorten H
Ultracortene-H
Predne-Dome
Decortin H
CO-Hydeltra
Eazolin D
Di-adreson F
Delta F
Derpo PD
Solone
1-Dehydrohydrocortisone
Fernisolone-P
delta(1)-Hydrocortisone
delta(1)-Dehydrocortisol
Delta-Ef-Cortelan
Predniretard
Prednisolona
Dexa-Cortidelt hostacortin H
Panafcortelone
Prednisolonum
Cotolone
1,2-Dehydrohydrocortisone
delta(1)-Cortisol
Deltasolone
Supercortisol
Klismacort
Prednisolonum [INN-Latin]
Prednisolona [INN-Spanish]
Bubbli-Pred
delta(sup 1)-Cortisol
Delta(1)-dehydrohydrocortisone
1,4-Pregnadiene-11beta,17alpha,21-triol-3,20-dione
Ultracortene-hydrogen
11beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione
delta(sup 1)-Hydrocortisone
delta(sup 1)-Dehydrocortisol
CCRIS 980
(11beta)-11,17,21-Trihydroxypregna-1,4-diene-3,20-dione
1,4-Pregnadiene-3,20-dione-11beta,17alpha,21-triol
K 1557
HSDB 3385
UNII-9PHQ9Y1OLM
3,20-Dioxo-11beta,17alpha,21-trihydroxy-1,4-pregnadiene
9PHQ9Y1OLM
delta(sup 1)-Dehydrohydrocortisone
NSC 9120
NSC-9120
NSC-9900
EINECS 200-021-7
delta-hydrocortisone
MFCD00003649
11beta,17alpha,21-Trihydroxypregna-1,4-diene-3,20-dione
delta-dehydrocortisol
DELTA.1-Cortisol
APREDNISLON
BRN 1354103
EQUISOLON
VETSOLONE
CHEBI:8378
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
DTXSID9021184
.DELTA.1-Cortisol
Prednisolone (Standard)
delta-dehydrohydrocortisone
(+)-PREDNISOLONE
.DELTA.1-Hydrocortisone
.DELTA.1-Dehydrocortisol
CHEMBL131
PREDNISOLONE ANHYDROUS
DTXCID301184
.DELTA.1-Dehydrohydrocortisone
.delta.-Cortef
1-Dehydrocortisol
Neo-Delta-Cortef
NSC9120
EC 200-021-7
.delta.-Stab
4-08-00-03467 (Beilstein Handbook Reference)
component of Ataraxoid
PREDNISOLONE (EMA EPAR: VETERINARY)
Prednisolonum (INN-Latin)
component of K-Predne-Dome
Prednisolona (INN-Spanish)
PREDNISOLONE (MART.)
PREDNISOLONE [MART.]
CHLOROPTIC-P S.O.P. COMPONENT PREDNISOLONE
PREDNISOLONE (USP-RS)
PREDNISOLONE [USP-RS]
PREDNISOLONE (EP MONOGRAPH)
PREDNISOLONE [EP MONOGRAPH]
PREDNISOLONE (USP MONOGRAPH)
PREDNISOLONE [USP MONOGRAPH]
Prednisolone (1.0 mg/mL in Methanol)
SMR000718761
Prednisolone [INN:BAN:JAN]
PREDNICARBATE IMPURITY A (EP IMPURITY)
PREDNICARBATE IMPURITY A [EP IMPURITY]
HYDROCORTISONE IMPURITY A (EP IMPURITY)
HYDROCORTISONE IMPURITY A [EP IMPURITY]
METHYLPREDNISOLONE IMPURITY K (EP IMPURITY)
METHYLPREDNISOLONE IMPURITY K [EP IMPURITY]
MLS002638110
Pregna-1,20-dione, 11.beta.,17,21-trihydroxy-
Predisolone Sodium Phosphate
prednisolon
Adnisolone
Deltidrosol
Kuhlprednon
Lenisolone
Longiprednil
Predeltilone
Prednicortelone
Capsoid
Dhasolone
Fisopred
Frisolona
Gupisone
Opredsone
Preflam
Prenilone
Pregna-1,20-dione, 11,17,21-trihydroxy-, (11.beta.)-
PrednisTab
Delta-Phoricol
Lepi-Cortinolo
Dontisolon D
Predni-Coelin
Dacortin H
Delta-Diona
Pred-Clysma
Predni-Helvacort
Prednisolone oral
Meti Derm
Delta-F
CAS-50-24-8
Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11beta)-
Linola-H-Fett N
NCGC00094764-01
Prednisolone Powder
Linola-H N
TUA
Prestwick_404
delta1-Hydrocortisone
Delta-Cortef (TN)
11-beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione
T-Pred (Salt/Mix)
1,4-Pregnadien-11-beta,17-alpha,21-triol-3,20-dione
1,4-Pregnadiene-11-beta,17-alpha,21-triol-3,20-dione
1,4-Pregnadiene-3,20-dione-11-beta,17-alpha,21-triol
Delta(1)Hydrocortisone
Pregna-1,4-diene-3,20-dione, 11beta,17,21-trihydroxy-
Prednisolone, >=99%
Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11b)-
Prestwick0_000274
Prestwick1_000274
Prestwick2_000274
Prestwick3_000274
PREDNISOLONE [EP]
PREDNISOLONE [MI]
PREDNISOLONE [INN]
PREDNISOLONE [JAN]
PREDNISOLONE [HSDB]
SCHEMBL3233
K-Predne-Dome (Salt/Mix)
PREDNISOLONE [VANDF]
PREDNISONE IMPURITY B
.DELTA.(sup 1)-Cortisol
BSPBio_000148
Delta1-dehydro-hydrocortisone
(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}]heptadeca-3,6-dien-5-one
MLS001304083
MLS002154250
MLS002207037
MLS002548883
PREDNISOLONE [WHO-DD]
PREDNISOLONE [WHO-IP]
SPBio_002367
BPBio1_000164
GTPL2866
US10196374, Prednisolone
Prednisolone anhydrous Micronized
.DELTA.(sup 1)-Hydrocortisone
BDBM19190
Prednisolone (JP17/USP/INN)
NSC9900
PREDNISOLONE [GREEN BOOK]
.DELTA.(sup 1)-Dehydrocortisol
HMS1568H10
HMS2090J05
HMS2095H10
HMS2230P10
HMS3259E09
HMS3712H10
PREDNISOLONE [ORANGE BOOK]
PREDNISONE IMPURITY B [EP]
BCP09053
Tox21_111327
Tox21_201673
Tox21_302987
HY-17463R
LMST02030179
PREDNISOLONUM [WHO-IP LATIN]
Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-
s1737
.DELTA.(sup 1)-Dehydrohydrocortisone
AKOS015894935
Tox21_111327_1
AC-1773
CCG-220274
DB00860
FP27131
NC00473
NCGC00179649-01
NCGC00179649-02
NCGC00179649-03
NCGC00179649-04
NCGC00179649-06
NCGC00256577-01
NCGC00259222-01
(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-3H-cyclopenta[a]phenanthren-3-one
AS-13665
HY-17463
CS-0695025
NS00000394
P0637
EN300-53017
C07369
D00472
D91990
Prednisolone, VETRANAL(TM), analytical standard
SR-01000837502
SR-01000837502-2
BRD-K98039984-001-03-0
BRD-K98039984-001-06-3
PREDNISOLONE ACETATE IMPURITY B [EP IMPURITY]
PREDNISOLONE COMPONENT OF CHLOROPTIC-P S.O.P.
Q11426176
11beta,17,21-trihydroxy-1,4-pregnadiene-3,20-dione
Prednisolone, British Pharmacopoeia (BP) Assay Standard
Z778141968
11-.beta.,17,21-Trihydroxypregna-1,4-diene-3,20-dione
11beta,17alpha,21-Trihydroxy-1,4-pregnadiene-3,20-dione
1,4-Pregnadien-11-.beta.,17-.alpha.,21-triol-3,20-dione
1,4-Pregnadiene-11-.beta.,17-.alpha.,21-triol-3,20-dione
1,4-Pregnadiene-3,20-dione-11-.beta.,17-.alpha.,21-triol
Prednisolone, European Pharmacopoeia (EP) Reference Standard
Pregna-1,4-diene-3,20-dione, 11.beta.,17,21-trihydroxy-
11,17,21-Trihydroxypregna-1,4-diene-3,20-dione, (11.beta.)-
11-.beta.,17-.alpha.,21-Trihydroxy-1,4-pregnadiene-3,20-dione
11-.beta.,17-.alpha.,21-Trihydroxypregna-1,4-diene-3,20-dione
11.BETA.,17,21-TRIHYDROXYPREGNA-1,4-DIENE-3,20-DIONE.
11.beta.,17.alpha.,21-Trihydroxypregna-1,4-diene-3,20-dione
Prednisolone, United States Pharmacopeia (USP) Reference Standard
(11?)-11,17,21-Trihydroxy-pregna-1,4-diene-3,20-dione;Metacortandralone;Delta F
Prednisolone for peak identification, European Pharmacopoeia (EP) Reference Standard
Prednisolone for system suitability, European Pharmacopoeia (EP) Reference Standard
Prednisolone, Pharmaceutical Secondary Standard; Certified Reference Material
PREGNA-1,4-DIENE-3,20-DIONE, 11,17,21-TRIHYDROXY-, (11.BETA)-
(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
200-021-7
8056-11-9