Prednisone Acetate

Identification

Molecular formula

C₂₃H₂₈O₆

CAS number

52-21-1

IUPAC name

[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate

State

Prednisone Acetate is typically found in a solid state at room temperature, commonly prepared as tablets or a crystalline powder for pharmaceutical use.

Melting point (Celsius)

233.00

Melting point (Kelvin)

506.15

Boiling point (Celsius)

541.30

Boiling point (Kelvin)

814.45

General information

Molecular weight

402.47g/mol

Molar mass

402.4700g/mol

Density

1.2700g/cm³

Appearence

Prednisone acetate appears as a white to practically white crystalline powder that is odorless. It is often available as a solid.

Comment on solubility

Solubility of [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C₂₃H₂₈O₆)

The solubility of a compound can be influenced by various factors, including its chemical structure, molecular weight, and the presence of functional groups. In the case of [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate, the following observations can be made:

The presence of multiple hydroxyl (-OH) groups generally increases solubility in polar solvents, especially water.
The acetate moiety contributes to solubility in organic solvents due to its polar nature while maintaining some hydrophobic characteristics from the larger hydrocarbon framework.
Overall, this compound is expected to demonstrate moderate solubility in organic solvents such as ethanol and dichloromethane, while showing limited solubility in water due to its larger molecular size.

Therefore, it can be summarized that:

Polar solvents: Moderate solubility expected due to hydroxyl groups.
Non-polar solvents: Better solubility anticipated owing to the hydrophobic regions of the structure.
Water: Limited solubility likely due to the bulkiness of the compound and predominance of hydrophobic characteristics.

In conclusion, while [(2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate may present interesting solubility behavior, its overall compatibility with solvents largely stems from the delicate balance between hydrophilic and hydrophobic interactions.

Interesting facts

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

This compound, a complex architecture in the realm of organic chemistry, showcases the rich interplay between structure and function in medicinal chemistry. Here are some intriguing aspects to consider:

Natural Origin: This compound's intricate structure is reminiscent of various natural products, particularly steroids, which have pivotal roles in biological processes.
Functional Groups: The presence of both hydroxy and keto groups enriches its chemistry, allowing this compound to engage in a variety of chemical reactions. These functional groups are vital for biological activity.
Stereochemistry: The detailed stereochemical structure provided by the designation (8S,9S,10R, etc.) indicates the potential for chiral interactions in biological systems. This is crucial as molecular orientation can significantly impact a compound's efficacy.
Biological Relevance: Compounds similar to this have been studied for their therapeutic effects, particularly in areas like hormone replacement therapy and steroidogenic pathways, hinting at its potential pharmaceutical importance.
Derivatives and Applications: The acetate group suggests that derivatives of this compound may be designed to enhance solubility and bioavailability, which are critical parameters when considering drug development.

In conclusion, the structural complexity of this compound not only highlights the diverse field of chemistry but also opens avenues for potential applications in pharmaceuticals. As we delve deeper into chemical investigations, compounds like this remind us of the elegance and utility of organic chemistry in addressing real-world health challenges.

Synonyms

hydrocortisone acetate

50-03-3

Cortisol 21-acetate

Hydrocortisone 21-acetate

Cortell

Cortifoam

Cortef acetate

Cortisol acetate

Lanacort

Hydrocortisat

Hydrocortistab

Abbocort

Bambicort

Biocortar

Chemysone

Cortacream

Hydrosone

Pabracort

Resicort

Cortaid

Cortes

Dricort

Mysone

Cortril acetate

Aceto-cort

Micort-hc

Berlison F

Hycortole acetate

Collusul-HC

Hysone-A

Carmol HC

Hemsol-HC

Orabase HCA

Hydrin-2

Compound F acetate

Epifoam

Lenirit

Sintotrat

Velopural

Cortril acetate-AS

Wycort

Isopto-Hydrocortisone

Acetate-AS

Eye-Cort

Hydroxycorticosterone acetate

Glycocortison

Hydrocortison

Hydrocortone acetate

Idrocortigamma

Sagittacortin

Alfacorton

Allocort

Berlison

Cortiderm

Cortidro

Cortiform

Cortimycine

Cortioftal

Derminovag

Fenitral

Hipokort

Hydrison

Idrocort

Iracetisone

Medithane

Ophticor

Pannocort

Sanadermil

Supralef

Urecortyn

Cortic

Ebenol

Hyderm

Latimit

Corti

Efzem

Korti

Paro

Posterine Corte

Siguent Hycor

Acepolcort-H

Crema transcutan

Ekzemsalbe F

Corti Selbe

Hydrosone-A

Cortisol, 21-acetate

Anusol-HC

Hydriocort von ct

Squibb-HC

Hycor Eye Oitment

Soenol Hydrocortison

Hydrocortison Streuli

Idrocortisone Acetano

Colifoam

Hydrocal

Dermosa hidrocortisona

Ala scalp

Oft Cusi Hidrocortisona

U-CORT

17-Hydroxycorticosterone-21-acetate

NSC 741

NSC-741

21-O-acetylcortisol

17-alpha-Hydroxycorticosterone acetate

Hydro-Adreson [inj.]

CHEBI:17609

Corticosterone, 17-hydroxy-, 21-acetate

EINECS 200-004-4

MFCD00037714

Hydrocortisoni acetas

UNII-3X7931PO74

AI3-26389

3X7931PO74

11-beta,17-alpha-Dihydroxy-21-acetoxypregesterone

MLS000069734

17-Hydroxycorticosterone acetate

21-Acetoxy-11-beta,17-alpha-dihydroxypregn-4-ene-3,20-dione

Pregn-4-ene-3,20-dione, 11beta,17,21-trihydroxy-, 21-acetate

EC 200-004-4

Pregn-4-ene-3,20-dione, 11-beta,17,21-trihydroxy-, 21-acetate

Pregn-4-ene-3,20-dione, 21-(acetoxy)-11,17-dihydroxy-, (11-beta)-

Hydrocortisone acetate [USP:BAN:JAN]

17.alpha.-Hydroxycorticosterone acetate

Hydro-Adreson (inj.)

SMR000058178

17.alpha.-Hydrocorticosterone-21-acetate

Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-, (11beta)-

U-CORT COMPONENT HYDROCORTISONE ACETATE

EPIFOAM COMPONENT HYDROCORTISONE ACETATE

Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11,17-dihydroxy-, (11.beta.)-

PRAMOSONE COMPONENT HYDROCORTISONE ACETATE

CARMOL HC COMPONENT HYDROCORTISONE ACETATE

COR-OTICIN COMPONENT HYDROCORTISONE ACETATE

NEO-CORTEF COMPONENT HYDROCORTISONE ACETATE

OPHTHOCORT COMPONENT HYDROCORTISONE ACETATE

[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

COLY-MYCIN S COMPONENT HYDROCORTISONE ACETATE

PROCTOFOAM HC COMPONENT HYDROCORTISONE ACETATE

TERRA-CORTRIL COMPONENT HYDROCORTISONE ACETATE

11beta,17-dihydroxy-3,20-dioxopregn-4-en-21-yl acetate

Bacicoline

11beta,17,21-trihydroxypregn-4-ene-3,20-dione, 21-acetate

11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione 21-acetate

CHLOROMYCETIN HYDROCORTISONE COMPONENT HYDROCORTISONE ACETATE

Corticaine Cream

Clear-Aid

Cortisporin Cream

HYDROCORTISONE ACETATE (MART.)

HYDROCORTISONE ACETATE [MART.]

53187-58-9

HYDROCORTISONE ACETATE (USP-RS)

Hydrocortisone acetate (USP:BAN:JAN)

HYDROCORTISONE ACETATE [USP-RS]

SMR000653536

HYDROCORTISONE ACETATE (EP IMPURITY)

HYDROCORTISONE ACETATE [EP IMPURITY]

HYDROCORTISONE ACETATE (EP MONOGRAPH)

HYDROCORTISONE ACETATE [EP MONOGRAPH]

HYDROCORTISONE ACETATE (USP MONOGRAPH)

HYDROCORTISONE ACETATE [USP MONOGRAPH]

HYDROCORTISONE IMPURITY C (EP IMPURITY)

HYDROCORTISONE IMPURITY C [EP IMPURITY]

Hydrocortisone-21-acetate

DTXCID0028612

21-(Acetyloxy)-11,17-dihydroxypregn-4-ene-3,20-dione

Colofoam

Cortucid

Efcolin

Cordes

Nucort

Roosin

Pregn-4-ene-3,20-dione, 11,17,21-trihydroxy-, 21-acetate

ZCortUltra

Zee Hydrocream

Cortisil Mdx

Hepacort Plus

ZCort

Hair Sanity

Barquinol HC

Gentisone HC

Rectacort-HC

Fucidin H

Genticin HC

Hemmorex-HC

CaldeCORT

Gppe Foam Aero

Gppe Ear Susp

Gppe Eye Crm

Hc45 Hydrocort

Cortifoam (TN)

Poli-A

component of Protef

HairSanity Step 1

Xpect Hydrocortisone

Neomed Pharmaceutical

Protef (Salt/Mix)

hydrocortisone-acetate

Epifoam (Salt/Mix)

Chloromycetin Hydrocortisone Ophthalmic

Genuine Hydrocortisone

Mantadil (Salt/Mix)

Chloromycetin Hydrocort

Gadaderm Hydrocortisone

U-cort (TN)

CAREALL Hydrocortisone

Cortisol- 21-acetate

Bacicoline (Salt/Mix)

Neobacimyx (Salt/Mix)

component of Neo-Cortef

Clear-Aid (Salt/Mix)

Opera_ID_774

Vanicream HC Anti-Itch

Hydrocortisone (acetate)

Neo-Cortef (Salt/Mix)

Hydrocortisone Acetate 1%

Aftate Hydrocortisone Cream

Hc45

Terra-Cortril (Salt/Mix)

Immediate ComfortBioelements

Lidamantle-HC (Salt/Mix)

Thompson Hydrocortisone 1%

ProctoFoam-HC (Salt/Mix)

SCHEMBL7419

Proctocream-HC (Salt/Mix)

CHEMBL1091

DOG MX-HYDROCORTISONE

Ancalima Hydrocortisone Cream

Corticaine Cream (Salt/Mix)

MLS001076491

MLS002207225

MLS002548890

Cortisporin Cream (Salt/Mix)

Medi-First 1% Hydrocortisone

Medi-First Hydrocortisone 1%

American Safety and First Aid

Green Guard Hydrocortisone 1%

Hair SanityHair Sanity Part I

MEGxm0_000464

NSC741

Coly-Mycin S Otic (Salt/Mix)

MySimplePetLab Itchy Ear Relief

ACon0_000402

ACon1_000363

HY-B1183R

ADVANCED ANTI-ITCH THERAPY

DTXSID20962156

Hydrocortisone acetate (Standard)

HMS2090M06

HMS2230H03

HMS2235G21

HMS3259E05

HMS3714D04

Medi-First Plus Hydrocortisone 1%

42016-02-4

HY-B1183

Hydrocortisone acetate (JP17/USP)

HYDROCORTISONE ACETATE [JAN]

17-Hydroxycorticosterone 21-acetate

BDBM50474607

LMST02030093

s5501

HYDROCORTISONE ACETATE [VANDF]

17-Hydroxycorticosterone, 21-acetate

AKOS015919714

CAREALL HydrocortisoneMaximum Strength

PREDNISOLONE ACETATE IMPURITY A

CCG-220891

CS-4792

DB14539

FH32127

HYDROCORTISONE ACETATE [WHO-DD]

HYDROCORTISONE ACETATE [WHO-IP]

KS-1070

NC00457

HYDROCORTISONE 21-ACETATE [MI]

NCGC00021277-03

HYDROCORTISONE ACETATE [GREEN BOOK]

HYDROCORTISONE ACETATE [ORANGE BOOK]

Hydrocortisone 21-acetate, >=98% (HPLC)

HYDROCORTISONI ACETAS [WHO-IP LATIN]

NS00008477

PREDNISOLONE ACETATE IMPURITY A [EP]

EN300-50291

Hydrocortisone acetate for peak identification

Hydrocortisone AcetateAntipruritic (Anti-Itch)

Anti-Itch Vulva Cream 1 Hydrocortisone Acetate

C02821

D00165

D97703

AB00430024-17

A827940

Biocorneum HC Advanced Scar Supervision Anti-itch

Chloromycetin Hydrocortisone Ophthalmic (Salt/Mix)

HYDROCORTISONE ACETATE COMPONENT OF EPIFOAM

HYDROCORTISONE ACETATE COMPONENT OF U-CORT

SR-01000000170

11.beta.17.alpha.-Dihydroxy-21-acetoxypregesterone

BIOCORNEUM ADVANCED SCAR TREATMENT ANTI-ITCH

Hydrocortisone 21-acetate, Sigma Reference Standard

HYDROCORTISONE ACETATE COMPONENT OF CARMOL HC

HYDROCORTISONE ACETATE COMPONENT OF PRAMOSONE

SR-01000000170-3

11.beta.,17.alpha.-Dihydroxy-21-acetoxypregesterone

BRD-K11612998-001-01-6

HYDROCORTISONE ACETATE COMPONENT OF COR-OTICIN

HYDROCORTISONE ACETATE COMPONENT OF NEO-CORTEF

HYDROCORTISONE ACETATE COMPONENT OF OPHTHOCORT

Q27102474

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

Hydrocortisone 21-acetate, tested according to Ph.Eur.

HYDROCORTISONE ACETATE COMPONENT OF COLY-MYCIN S

HYDROCORTISONE ACETATE COMPONENT OF PROCTOFOAM HC

HYDROCORTISONE ACETATE COMPONENT OF TERRA-CORTRIL

PROMIKA ANTI-ITCH HYDROCORTISONEFOR CATS AND DOGS

Z600425184

21-Acetoxy-11.beta.,17-dihydroxypregn-4-en-3,20-dione

21-Acetoxy-11.beta.,17-dihydroxypregn-4-ene-3,20-dione

Hydrocortisone 21-acetate, meets USP testing specifications

Pregn-4-ene-3, 11.beta.,17,21-trihydroxy-, 21-acetate

Well and Good Relieve Itching and Soothe Skin Irritations

11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate

4-Pregnene-11beta,17alpha,21-triol-3,20-dione 21-acetate

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

HYDROCORTISONE SODIUM SUCCINATE IMPURITY B [EP IMPURITY]

Vagisil Anti-itch Creme Maximum Strength Sensitive Skin Formula

WLN: L E5 B666 OV MUTJ A CQ E FV1OV1 FQ -B&ACEF

(11beta)-21-Acetyloxy)-11,17-dihydroxypregn-4-ene-3,20-dione

21-Acetoxy-11.beta.,17.alpha.-dihydroxypregn-4-ene-3,20-dione

21-Acetoxy-11.beta.17.alpha.-dihydroxypregn-4-ene-3,20-dione

HYDROCORTISONE HYDROGEN SUCCINATE IMPURITY B [EP IMPURITY]

Pregn-4-ene-3, 21-(acetyloxy)-11,17-dihydroxy-, (11.beta.)-

Pregn-4-ene-3,20-dione, 11.beta.,17,21-trihydroxy-, 21-acetate

11,17-Dihydroxy-3,20-dioxopregn-4-en-21-yl acetate, (11.beta.)-

11.beta.,17.alpha.,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate

HYDROCORTISONE ACETATE COMPONENT OF CHLOROMYCETIN HYDROCORTISONE

Hydrocortisone acetate, British Pharmacopoeia (BP) Reference Standard

Hydrocortisone acetate, European Pharmacopoeia (EP) Reference Standard

Hydrocortisone acetate, United States Pharmacopeia (USP) Reference Standard

Pregn-4-ene-3,20-dione, 21-(acetoxy)-11,17-dihydroxy-, (11-.beta.)-

Hydrocortisone Acetate, Pharmaceutical Secondary Standard; Certified Reference Material

[2-[(8S,9S,10R,11S,13S,14S,17R)-10,13-dimethyl-11,17-bis(oxidanyl)-3-oxidanylidene-2,6,7,8,9,11,12,14,15,16-decahydro-1H-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,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate

200-004-4

acetic acid [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] ester

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

Solubility of [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C23H28O6)

Interesting Facts about 2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-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-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate (C₂₃H₂₈O₆)