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Corticosterone

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Identification
Molecular formula
C21H30O4
CAS number
50-22-6
IUPAC name
(8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
State
State
At room temperature, corticosterone is a solid. It is typically stored under refrigeration to prevent degradation and maintain its stability.
Melting point (Celsius)
181.00
Melting point (Kelvin)
454.15
Boiling point (Celsius)
580.00
Boiling point (Kelvin)
853.15
General information
Molecular weight
346.44g/mol
Molar mass
346.4440g/mol
Density
1.2600g/cm3
Appearence
Corticosterone appears as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste.
Comment on solubility

Solubility of (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione: C21H30O4

The solubility of a compound is crucial for understanding its behavior in various environments, and for this particular molecule, several factors can influence its solubility:

  • Polarity: Given that the molecular formula contains multiple hydroxyl (-OH) groups, the compound is likely to exhibit moderate to high polarity, which can enhance solubility in polar solvents such as water.
  • Steric Hindrance: The complex structure may introduce steric hindrance, potentially limiting solubility in some organic solvents. This could result in variable solubility profiles.
  • Hydrophilicity vs. Hydrophobicity: The presence of hydrophilic functional groups (like hydroxyl and carbonyl) often boosts solubility in aqueous environments, while hydrophobic regions of the molecule can lead to poor solubility in polar solvents.
  • pH Effects: As a compound with functional groups that can undergo ionization, solubility might vary with pH, influencing the ionization state and, hence, overall solubility.
  • Temperature: Solubility generally increases with temperature in most cases, so higher temperatures may facilitate the dissolution of this compound.

In conclusion, while specific solubility data for this compound would provide definite insights, the general trends observed suggest that solubility may be significantly impacted by the molecular structure and environmental conditions. Further empirical testing would be necessary to determine the precise solubility characteristics.

Interesting facts

Interesting Facts About (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione

This complex organic compound is a fascinating representative of the steroid family, exhibiting a rich structural diversity often encountered in nature. Its unique configuration and functional groups offer a wide range of properties and biological activities. Here are some interesting aspects:

  • Biological Relevance: Compounds with such intricate structures are often found in biological systems, serving as precursors for hormones and signaling molecules.
  • Synthesis Challenges: The stereochemistry of this molecule poses considerable challenges for synthetic chemists, who must carefully manipulate its multiple chiral centers to achieve the correct configuration.
  • Potential Applications: Research is ongoing into potential pharmacological properties, including anti-inflammatory and anticancer activities, which may derive from its unique structure.
  • Structural Insights: The presence of hydroxyl and ketone functional groups indicates potential for hydrogen bonding, which could influence its interaction with biological targets.
  • Environmental Stability: The stability of such complex molecules can provide insights into their degradation pathways in the environment, contributing to our understanding of ecological dynamics.

As scientists continue to explore this compound, it remains a subject of interest not only for its potential applications but also for the fascinating chemistry it embodies. Understanding and synthesizing such complex molecules can lead to the development of novel therapeutic agents and materials in various fields.

Synonyms
prednisone
53-03-2
Dehydrocortisone
Decortin
Deltasone
Supercortil
Meticorten
Orasone
Metacortandracin
1,2-Dehydrocortisone
Dacortin
Encorton
Paracort
Ancortone
Decortancyl
Decortisyl
Deltacortisone
Deltacortone
Prednilonga
Prednison
Rectodelt
Servisone
Sterapred
Ultracorten
Colisone
Deltison
Lodotra
Cortan
Liquid Pred
Prednicen-M
Delta-Dome
Di-Adreson
Ultracortene
Bicortone
Cortidelt
Dekortin
Diadreson
Encortone
Enkorton
Hostacortin
Lisacort
Panafcort
Prednisonum
Prednizon
Pronison
Zenadrid
Adasone
Cotone
Deltra
Juvason
Nurison
Wojtab
delta-Cortisone
Prednisone Intensol
Delta-Cortelan
Delta E
In-Sone
Novoprednisone
Cartancyl
Dacorten
Dellacort
Deltisona
Econosone
Incocortyl
Parmenison
Pehacort
Predeltin
Prednicorm
Prednicort
Prednicot
Prednisona
Prednitone
Prednovister
Retrocortine
Fiasone
Nisona
Presone
Winpred
delta cortelan
Nizon
Dellacort A
17,21-Dihydroxypregna-1,4-diene-3,11,20-trione
SK-Prednisone
Me-Korti
Origen Prednisone
Prednisone tablets
delta-1-Cortisone
prednisone anhydrous
Pregna-1,4-diene-3,11,20-trione, 17,21-dihydroxy-
Deltisone
Rayos
Prednisonum [INN-Latin]
Prednisona [INN-Spanish]
Zenadrid (veterinary)
1-Cortisone
1,4-Pregnadiene-17alpha,21-diol-3,11,20-trione
Fernisone
1-Dehydrocortisone
3en3hg4wsw
delta(sup 1)-Cortisone
delta-1-Dehydrocortisone
Lodtra
delta(sup 1)-Dehydrocortisone
NSC-10023
NCI-C04897
NSC 10023
CCRIS 2646
CHEBI:8382
U 6020
HSDB 3168
UNII-VB0R961HZT
EINECS 200-160-3
VB0R961HZT
MFCD00003608
Deltadehydrocortisone
Prednisone(Adasone)
Prednidib
Panasol
Sone
DTXSID4021185
Zenadrid [veterinary]
Apo-Prednisone
AI3-52939
Deltacortene
Prednisone [USP:INN:BAN]
DTXCID701185
(8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
.delta.-Cortisone
NSC10023
.delta.1-Cortisone
(8S,9S,10R,13S,14S,17R)-17-Hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-3,11(6H)-dione
NCGC00090766-01
Precort
PREDNISONE (IARC)
PREDNISONE [IARC]
Prednisonum (INN-Latin)
.delta.1-Dehydrocortisone
Prednisona (INN-Spanish)
Meticorten (Veterinary)
PREDNISONE (MART.)
PREDNISONE [MART.]
PREDNISONE (USP-RS)
PREDNISONE [USP-RS]
Prednisone (USP:INN:BAN)
PREDNISONE (EP MONOGRAPH)
PREDNISONE [EP MONOGRAPH]
PREDNISONE (USP MONOGRAPH)
PREDNISONE [USP MONOGRAPH]
PREDNISONE TABLETS (USP-RS)
PREDNISONE TABLETS [USP-RS]
delta1-Cortisone
SMR000718760
SMR001227202
Delta E.
PREDNISOLONE IMPURITY B (EP IMPURITY)
PREDNISOLONE IMPURITY B [EP IMPURITY]
delta1-Dehydrocortisone
delta(Sup1)-Cortisone
MLS002638114
Predicorten
Ofisolona
Predicor
Promifen
1,4-Pregnadiene-17-alpha,21-diol-3,11,20-trione
Pred
Meprosona-F
.delta.sone
Panasol-S
.delta.-Cortone
.delta.-Cortelan
Perrigo Prednisone
CAS-53-03-2
Delta 1-Cortisone
Prestwick_405
.delta. E
.delta.-E
Prednisonum (Latin)
KETEOCORT
PRECORTAL
Prednisone (Adasone)
DELTRA PRENOVIS
Prednisone (Standard)
1, 2-Dehydrocortisone
Prednisone, >=98%
PREDNISONE [MI]
PREDNISONE [INN]
Prestwick0_000077
Prestwick1_000077
Prestwick2_000077
Prestwick3_000077
PREDNISONE [HSDB]
.delta.(sup1)-Cortisone
P1276
PREDNISONE [VANDF]
CHEMBL635
DELTA(1)-CORTISONE
SCHEMBL3288
PREDNISONE [WHO-DD]
BSPBio_000293
MLS001061265
MLS001304073
MLS001335907
MLS001335908
MLS002154191
MLS002207083
MLS002548880
SPBio_002214
BPBio1_000323
GTPL7096
MEGxm0_000443
NCI-CO4897
PREDNISONE [GREEN BOOK]
17alpha,21-Dihydroxy-1,4-pregnadiene-3,11,20-trione
PREDNISONE [ORANGE BOOK]
ACon0_000082
ACon1_000297
HY-B0214R
A07EA03
H02AB07
HMS1568O15
HMS2090J13
HMS2095O15
HMS2231I24
HMS3039K07
HMS3259I09
HMS3712O15
HMS3884C04
1,21-diol-3,11,20-trione
BCP09049
HY-B0214
Pregna-1,4-diene-3,11,20-trione monohydrate, 17,21-dihydroxy-
Tox21_111014
Tox21_201564
Tox21_300196
BDBM50550126
LMST02030180
s1622
AKOS005267096
AKOS007930684
Tox21_111014_1
CCG-220077
DB00635
FP27134
NC00475
NCGC00090766-02
NCGC00090766-03
NCGC00090766-04
NCGC00090766-05
NCGC00090766-07
NCGC00254096-01
NCGC00259113-01
AC-11112
AS-11685
NCI60_000008
NS00007844
Pregna-1,11,20-trione, 17,21-hydroxy-
EN300-52605
Pregna-1,11,20-trione, 17,21-dihydroxy-
C07370
1,2-DEHYDROCORTISONE DELTA (1)-CORTISONE
1,4-Pregnadiene-17a,21-diol-3,11,20-trione
Q424972
SR-01000837536
SR-01000837536-3
BRD-K85883481-001-04-2
BRD-K85883481-001-08-3
BRD-K85883481-001-22-4
BRD-K85883481-001-25-7
17alpha,21-dihydroxypregna-1,4-diene-3,11,20-trione
WLN: L E5 B666 CV OV AHTTT&J A1 E1 FV1Q FQ
Z756390288
Prednisone, British Pharmacopoeia (BP) Reference Standard
Prednisone, European Pharmacopoeia (EP) Reference Standard
17,21-Dihydroxypregna-1,4-diene-3,11,20-trione;Prednisone
Prednisone, United States Pharmacopeia (USP) Reference Standard
Prednisone, Pharmaceutical Secondary Standard; Certified Reference Material
Prednisone for peak identification, European Pharmacopoeia (EP) Reference Standard
Prednisone, pharmaceutical secondary standard; traceable to USP, PhEur and BP
(1R,3aS,3bS,9aR,9bS,11aS)-1-hydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-7,10-dione
(8S,10R,13S,17R)-17-Hydroxy-17-(2-hydroxy-acetyl)-10,13-dimethyl-7,8,9,10,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,11-dione
200-160-3