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Hydrocortisone acetate

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Identification
Molecular formula
C23H32O6
CAS number
50-03-3
IUPAC name
[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate
State
State

At room temperature, hydrocortisone acetate exists as a solid. It is commonly supplied as a powder for pharmaceutical formulations like creams and ointments.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.00
Boiling point (Celsius)
548.80
Boiling point (Kelvin)
822.00
General information
Molecular weight
404.50g/mol
Molar mass
404.4970g/mol
Density
1.3100g/cm3
Appearence

Hydrocortisone acetate is a white to practically white, crystalline powder. It is odorless and may appear as fine crystals or powder form. The compound is frequently used in a micronized form for enhanced bioavailability in pharmaceutical applications.

Comment on solubility

Solubility of 2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C23H32O6)

The solubility characteristics of this complex organic compound can be intriguing due to its unique structural features. Here are key insights into its solubility:

  • Hydrophilicity vs. Hydrophobicity: The presence of multiple hydroxy groups indicates potential for increased hydrophilicity, making the compound more soluble in polar solvents like water. However, its larger hydrophobic cyclopenta[a]phenanthrene structure may counteract this property.
  • Solvent Interactions: It is likely to exhibit better solubility in organic solvents (such as ethanol or methanol) due to its hydrophobic characteristics compared to more aqueous solutions.
  • Concentration Dependency: Solubility might vary significantly with concentration, where higher concentrations could lead to saturation, affecting its overall solubility.

In summary, while the structural features suggest it may possess a degree of solubility, practical solubility should be empirically determined, as specific interactions with solvents can dictate the extent of solubility. Thus, evaluating this compound's solubility in various environments is crucial for its application in chemical formulations.

Interesting facts

Interesting Facts about 2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] Acetate

This fascinating compound belongs to a class of organic compounds known as steroids, which are vital in various biological processes. Derived from natural sources, this compound is particularly interesting due to its complex structure and the potential medicinal applications associated with it.

Unique Structural Characteristics

  • Chirality: The compound has multiple chiral centers, which contributes to its unique three-dimensional shape. Chirality plays a significant role in determining how the compound interacts with biological molecules.
  • Functional groups: The presence of hydroxyl (-OH) groups suggests potential reactivity and interactions with biological systems, while the ketone (C=O) group can be involved in oxidation-reduction reactions.
  • Multi-ring structure: The cyclopenta[a]phenanthren-17-yl moiety adds to the stability and complexity of the compound, indicating a potential role in pharmacodynamics.

Pharmacological Significance

Many compounds similar to this one are known for their therapeutic effects, including:

  • Hormonal regulation
  • Anti-inflammatory properties
  • Potential anti-cancer activities

The compound could inspire the development of new pharmaceutical agents or serve as a lead structure in synthetic modifications to enhance efficacy and specificity.

Quote to Reflect On

As a wise chemist once said, "Chemistry is the art of transformation." This compound exemplifies how complex organic molecules can lead to transformative approaches in drug discovery and bioengineering.

In summary, 2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate stands out not only for its structural intricacy but also for its potential roles in enhancing human health and contributing to the field of medicinal chemistry.

Synonyms
Methylprednisolone acetate
53-36-1
Depo-medrol
M-Predrol
Depo-Medrate
Medrol acetate
Depo-Medrone
Mepred
Medrol Enpak
Methylprednisolone 21-acetate
6alpha-Methylprednisolone acetate
Depometicort
Depomedrone
D-Med
Unidrol
Urbason crystal suspension
Depo-Medrin
Lemod Depo
Depo-Methylprednisolone acetate
6alpha-Methylprednisolone 21-acetate
Solsolona
Ubrason
Solsolona [inj.]
Ubrason [inj.]
Methyl prednisolone acetate
NSC 48985
U 8210
depMedalone 40
depMedalone 80
11beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione 21-acetate
EINECS 200-171-3
NSC-48985
CHEBI:6889
DTXSID7023302
UNII-43502P7F0P
43502P7F0P
DTXCID703302
Ubrason (inj.)
NSC48985
Solsolona (inj.)
(6alpha,11beta)-11,17-dihydroxy-6-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate
Methylprednisolone acetate [USP:JAN]
Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6-alpha,11-beta)-
Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6alpha,11beta)-
Depo-methylprednisolone
Pregna-1,4-diene-3,20-dione, 11beta,17,21-trihydroxy-6alpha-methyl-, 21-acetate
[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Depot-Medrol
NEO-MEDROL ACETATE COMPONENT METHYLPREDNISOLONE ACETATE
acetyl-methylprednisolone
6a-Methyl Prednisolone 21-Acetate
Methylprednisolone acetate (USP:JAN)
METHYLPREDNISOLONE ACETATE (MART.)
METHYLPREDNISOLONE ACETATE [MART.]
methylprednisolone-21-acetate
METHYLPREDNISOLONE ACETATE (USP-RS)
METHYLPREDNISOLONE ACETATE [USP-RS]
METHYLPREDNISOLONE ACETATE (EP MONOGRAPH)
METHYLPREDNISOLONE ACETATE (USP IMPURITY)
METHYLPREDNISOLONE ACETATE [EP MONOGRAPH]
METHYLPREDNISOLONE ACETATE [USP IMPURITY]
Acetyl Methylprednisolone
METHYLPREDNISOLONE ACETATE (USP MONOGRAPH)
METHYLPREDNISOLONE ACETATE [USP MONOGRAPH]
METHYLPREDNISOLONE IMPURITY J (EP IMPURITY)
METHYLPREDNISOLONE IMPURITY J [EP IMPURITY]
MLS002667229
Hybrisil
Methylprednisolone 21 acetate
6-METHYLPREDNISOLONE ACETATE
6.alpha.-Methylprednisolone acetate
METHYLPREDNISOLONE HYDROGEN SUCCINATE IMPURITY C (EP IMPURITY)
METHYLPREDNISOLONE HYDROGEN SUCCINATE IMPURITY C [EP IMPURITY]
Medroloan SUIK
6.alpha.-Methylprednisolone 21-acetate
NCGC00159503-02
Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6.alpha.,11.beta.)-
Depo-medrol (TN)
Medroloan II SUIK
6|A-Methyl Prednisolone 21-Acetate
6alpha-Methyl Prednisolone 21-Acetate
component of Neo-Medrol
Methylprednisolon-21-acetat
SCHEMBL13231
MLS001304003
methyl prednisolone 21-acetate
Methylprednisolone Acetate Inj.
CHEMBL1364144
ReadySharp MethylPrednisolone 80
BDBM233194
HMS2233N14
HMS3259L07
6|A-Methylprednisolone 21-Acetate
Tox21_111722
HY-13681R
Methylprednisolone acetate (Standard)
s5973
Methylprednisolone acetate (JAN/USP)
AKOS015969745
NC00628
6 alpha -Methylprednisolone 21-Acetate
CAS-53-36-1
METHYLPREDNISOLONE ACETATE [JAN]
HY-13681
METHYLPREDNISOLONE ACETATE [VANDF]
SMR000718757
METHYLPREDNISOLONE ACETATE [WHO-DD]
CS-0007549
M2635
NS00014368
C08179
D00979
D87728
METHYLPREDNISOLONE ACETATE [GREEN BOOK]
METHYLPREDNISOLONE ACETATE [ORANGE BOOK]
AB00375925-05
Methylprednisolone acetate for peak identification
Methylprednisolone acetate for system suitability
Q27107351
METHYLPREDNISOLONE ACETATE COMPONENT OF NEO-MEDROL ACETATE
11beta,17alpha,21-Trihydroxy-6alpha-methylpregna-1,4- diene-3,20-dione 21-acetate
Pregna-1,20-dione, 11.beta.,17,21-trihydroxy-6.alpha.-methyl-, 21-acetate
Pregna-1,20-dione, 21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6.alpha.,11.beta.)-
200-171-3