Cortisone acetate

Identification

Molecular formula

C₂₃H₃₀O₆

CAS number

50-04-4

IUPAC name

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

State

At room temperature, cortisone acetate is a solid. It is stable under normal conditions and is typically handled and stored in its solid form.

Melting point (Celsius)

220.00

Melting point (Kelvin)

493.15

Boiling point (Celsius)

435.20

Boiling point (Kelvin)

708.35

General information

Molecular weight

402.48g/mol

Molar mass

402.4790g/mol

Density

1.3150g/cm³

Appearence

Cortisone acetate is a white to practically white crystalline powder. It is odorless and has a very faint characteristic odor. It is often supplied in a micronized form to increase bioavailability.

Comment on solubility

Solubility of 2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C₂₃H₃₀O₆)

The solubility of 2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate exhibits unique characteristics that depend on various factors. Its complex structure gives rise to specific solubility behaviors:

Polar vs. Nonpolar Solvent Compatibility: The presence of hydroxyl (-OH) groups in the molecule can enhance its solubility in polar solvents, such as water or methanol, although the large hydrophobic segments may hinder full dissolution.
Temperature Influence: Generally, the solubility of organic compounds increases with temperature. Therefore, heating the solvent can assist in achieving a more homogenous mixture.
pH Sensitivity: The solubility can also be affected by the pH of the solvent, particularly due to the ionizable -OH groups. Adjusting the pH may facilitate the dissolution process.
Concentration Effects: At higher concentrations, solubility may reach a saturation point where no further dissolution occurs, leading to precipitate formation.

In summary, the solubility of C₂₃H₃₀O₆ is influenced by:

Solvent nature (polar vs. nonpolar)
Temperature
pH level
Concentration

Understanding these factors is essential for applications in pharmaceuticals and chemical research, where the solubility of compounds plays a crucial role in efficacy and stability. As with many compounds, predicting the precise solubility behavior can yield valuable insights into the compound's reactivity and applications.

Interesting facts

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

This intriguing compound is part of a larger class of organic molecules with significant implications in the field of biochemistry. Here are some compelling insights about this compound:

Biological Activity: This compound is known for its potential medicinal properties, particularly in the realm of hormone activity, as its structure is reminiscent of certain steroid hormones.
Synthetic Pathways: The synthesis of this compound involves intricate multi-step organic reactions, showcasing the sophistication and creativity required in synthetic organic chemistry.
Structural Complexity: With several stereocenters, this molecule has chirality, which is fundamental in determining its interaction within biological systems. Chirality can dramatically affect a compound's efficacy and safety.
Applications: Research into compounds like this one is vital for the development of pharmaceuticals, especially in treating hormonal imbalances or certain types of cancers.
Historical Context: Compounds with similar structures have played a pivotal role in the development of early steroids, marking significant advancements in medicinal chemistry.
Natural Occurrence: Some derivatives of this compound can be found in naturally occurring substances, making it an interesting point of study for natural product chemists.

In conclusion, exploring such intricate compounds not only expands our understanding of organic and medicinal chemistry but also holds the potential for revolutionary developments in therapeutic agents. As a chemistry student or scientist, you will appreciate the fusion of complexity and functionality embodied in this molecule.

Synonyms

prednisolone acetate

52-21-1

Omnipred

Prednisolone 21-acetate

Econopred

Pricortin

Prediacortine

Prednidoren

Supercortyl

Cormalone

Cortipred

Deltilen

Durapred

Predicort

Prenema

Meticortelone acetate

Prednelan-N

Delcort-E

Pred Mild

Econopred Plus

Pred Forte

Flo-Pred

Predonine injection

ster

Nisolone

Pred-Forte

Prednisolone (21-acetate)

EINECS 200-134-1

NSC 10966

NSC-10966

BRN 3111798

DTXSID3023502

PREDNISOLONE-21-ACETATE

Predalone 50

UNII-8B2807733D

MLS000028512

MLS001148097

CHEBI:8380

DTXCID103502

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

8B2807733D

Prednisolone acetate [USP:JAN]

11beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione 21-acetate

4-08-00-03468 (Beilstein Handbook Reference)

NSC10966

SMR000058326

PRED-G COMPONENT PREDNISOLONE ACETATE

METIMYD COMPONENT PREDNISOLONE ACETATE

CETAPRED COMPONENT PREDNISOLONE ACETATE

SULPHRIN COMPONENT PREDNISOLONE ACETATE

PREDAMIDE COMPONENT PREDNISOLONE ACETATE

BLEPHAMIDE COMPONENT PREDNISOLONE ACETATE

PREDSULFAIR COMPONENT PREDNISOLONE ACETATE

Inflanefran

ISOPTO CETAPRED COMPONENT PREDNISOLONE ACETATE

NEO-DELTA-CORTEF COMPONENT PREDNISOLONE ACETATE

BLEPHAMIDE S.O.P. COMPONENT PREDNISOLONE ACETATE

Prednisolone acetate (USP:JAN)

Ak-Tate

21-Acetoxy-1,4-pregnadiene-11beta,17alpha-diol-3,20-dione

PREDNISOLONE ACETATE (MART.)

PREDNISOLONE ACETATE [MART.]

PREDNISOLONE ACETATE (USP-RS)

PREDNISOLONE ACETATE [USP-RS]

Cetapred Ointment

Pred-G Liquifilm

Vasocidin Ointment

CAS-52-21-1

Blephamide Liquifilm

PREDNISOLONE ACETATE (EP MONOGRAPH)

PREDNISOLONE ACETATE (USP IMPURITY)

PREDNISOLONE ACETATE [EP MONOGRAPH]

PREDNISOLONE ACETATE [USP IMPURITY]

PREDNISOLONE ACETATE (USP MONOGRAPH)

PREDNISOLONE ACETATE [USP MONOGRAPH]

PREDNISOLONE IMPURITY C (EP IMPURITY)

PREDNISOLONE IMPURITY C [EP IMPURITY]

MFCD00037710

HYDROCORTISONE ACETATE IMPURITY C (EP IMPURITY)

HYDROCORTISONE ACETATE IMPURITY C [EP IMPURITY]

Prednisolone acetate (Omnipred)

METHYLPREDNISOLONE ACETATE IMPURITY E (EP IMPURITY)

METHYLPREDNISOLONE ACETATE IMPURITY E [EP IMPURITY]

Deltacortilen

Hexacortone

Hydrocortancyl

Prednihexal

Predniocil

Balpred

Deltastab

Diopred

Predaject

Predalone

Predcor

Locaseptil-Neo

Ophtho-Tate

Prednefrin SF

Pred Fort

Key-Pred

Predni-H

Articulose-50

Inf-Oph

Predni-POS

Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-, (11.beta.)-

Econopred (TN)

Prednisoloni acetas

NCGC00094765-01

prednisolone-acetate

Pred forte (TN)

component of Metimyd

Sterane IM and IA

Blephamide S.O.P.

component of Composone

Pred Forte TM 1%

Prednisolone Acetate PF

Opera_ID_332

Pred-G S.O.P.

SCHEMBL7999

CHEMBL1152

component of Isopto Cetapred

PREDNISONE IMPURITY L

MLS002207146

MLS002548870

component of Neo-Delta-Cortef

HMS2234F18

HMS3259O07

PREDNISOLONE ACETATE [JAN]

Prednisolone 21-acetate, >=97%

PREDNISONE IMPURITY L [EP]

2-((8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

BCP18958

HY-B1214

PREDNISOLONE ACETATE [VANDF]

Tox21_111328

Pregna-1,4-diene-3,20-dione, 11beta,17,21-trihydroxy-, 21-acetate

s2570

PREDNISOLONE ACETATE [WHO-DD]

PREDNISOLONE ACETATE [WHO-IP]

AKOS007930677

AKOS015960469

PREDNISOLONE 21-ACETATE [MI]

Pregna-1,4-diene-3,20-dione, 11-beta,17,21-trihydroxy-, 21-acetate

Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-, (11beta)-

Tox21_111328_1

AC-2176

CCG-268673

CS-4642

DB15566

FP27133

NC00470

Prednisolone acetate (JP17/USP/INN)

NCGC00021925-03

NCGC00021925-05

PREDNISOLONE ACETATE [GREEN BOOK]

2-((1S,10S,11S,15S,17S,2R,14R)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8 .7.0.0<2,7>.0<11,15>]heptadeca-3,6-dien-14-yl)-2-oxoethyl acetate

AS-11673

PREDNISOLONE ACETATE [ORANGE BOOK]

PREDNISOLONI ACETAS [WHO-IP LATIN]

Prednisolone acetate for peak identification

NS00000181

P1283

C08180

D00980

PREDNISOLONE ACETATE COMPONENT OF PRED-G

AB00443788-11

AB00443788_13

PREDNISOLONE ACETATE COMPONENT OF CETAPRED

PREDNISOLONE ACETATE COMPONENT OF METIMYD

PREDNISOLONE ACETATE COMPONENT OF SULPHRIN

A828982

EN300-19628782

PREDNISOLONE ACETATE COMPONENT OF BLEPHAMIDE

PREDNISOLONE ACETATE COMPONENT OF PREDAMIDE

PREDNISOLONE ACETATE COMPONENT OF PREDSULFAIR

BRD-K45664306-001-19-6

Q27108063

PREDNISOLONE ACETATE COMPONENT OF ISOPTO CETAPRED

PREDNISOLONE ACETATE COMPONENT OF NEO-DELTA-CORTEF

Prednisolone 21-acetate, VETRANAL(TM), analytical standard

PREDNISOLONE ACETATE COMPONENT OF BLEPHAMIDE S.O.P.

Pregna-1,20-dione, 11.beta.,17,21-trihydroxy-, 21-acetate

Prednisolone acetate, British Pharmacopoeia (BP) Reference Standard

Prednisolone acetate, European Pharmacopoeia (EP) Reference Standard

(11beta)-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate

11.BETA.,17-DIHYDROXY-3,20-DIOXOPREGNA-1,4-DIEN-21-YL ACETATE

Prednisolone acetate, United States Pharmacopeia (USP) Reference Standard

Pregna-1,20-dione, 21-(acetyloxy)-11,17-dihydroxy-, (11.beta.)-

Prednisolone acetate for peak identification, European Pharmacopoeia (EP) Reference Standard

Prednisolone Acetate, Pharmaceutical Secondary Standard; Certified Reference Material

[2-[(8S,9S,10R,11S,13S,14S,17R)-10,13-dimethyl-11,17-bis(oxidanyl)-3-oxidanylidene-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxidanylidene-ethyl] ethanoate

2-[(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate

200-134-1

acetic acid [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] ester

Solubility of 2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C23H30O6)

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

Solubility of 2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C₂₃H₃₀O₆)