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17β-acetoxy-6α,9α-difluoro-17α-methylandroste-4-en-3-one

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Identification
Molecular formula
C21H30O3
CAS number
136541-64-5
IUPAC name
(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
State
State

At room temperature, this compound is in a solid state, existing as a white crystalline powder. It remains stable in its solid form under standard conditions.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
392.00
Boiling point (Kelvin)
665.15
General information
Molecular weight
314.47g/mol
Molar mass
314.4710g/mol
Density
0.9500g/cm3
Appearence

This compound typically appears as a white crystalline powder. The crystalline form contributes to its recognizable texture, which is powdery and dry to touch.

Comment on solubility

Solubility Characteristics

The compound known as (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one exhibits specific solubility traits that are essential for understanding its behavior in various environments.

General Solubility Insights

In terms of solubility, it is crucial to consider:

  • Polarity: The presence of hydroxyl and acetyl functional groups contributes to the compound’s ability to interact with polar solvents.
  • Hydrophobic Regions: The large hydrophobic framework may result in limited solubility in water, but increased solubility in organic solvents such as ethanol or acetone.
  • Temperature Influence: Solubility can also depend on temperature; higher temperatures generally improve solubility for many organic compounds.

Specific Solvent Compatibility

Based on its structure, the solubility of this compound can be summarized as follows:

  • Water: Likely low solubility due to hydrophobic characteristics.
  • Alcohols: Moderate to high solubility in polar organic solvents like ethanol.
  • Aromatic Hydrocarbons: Possible compatibility with compounds such as toluene, reflecting its aromatic structure.

To conclude, the solubility of this compound is predominantly influenced by its structural elements, which dictate its interactions with various solvents. Understanding these solubility characteristics is vital for applications in chemical formulations and further research.

Interesting facts

Interesting Facts about (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

This intricate compound is a fascinating member of the steroid family, showcasing a complex structure that is significant in biochemical research. Here are some noteworthy aspects:

  • Steroidal Framework: Being a steroid, this compound features four interconnected carbon rings, a hallmark of steroid molecules which play vital roles in cellular functions.
  • Functional Groups: The presence of acetyl and hydroxy groups adds functional complexity, influencing its reactivity and interaction with biological systems.
  • Configurations: The specific stereoisomerism indicated by its IUPAC name illustrates the compound's chirality, which is crucial in determining how it interacts with biological receptors.
  • Biological Relevance: Compounds in this class have been studied for their potential medicinal properties, including anti-inflammatory and anabolic activities. The study of such compounds can lead to the development of therapeutic agents.
  • Research Applications: Scientists are interested in how variations in the structure of similar compounds can affect pharmacological outcomes, making it a hot topic in drug synthesis and development.
  • Complex Synthetic Pathways: The synthesis of such a compound often involves multiple steps, each requiring precision and expertise, underlining the complexity of synthetic organic chemistry.

In conclusion, the compound (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one not only highlights the beauty of chemical structure but also underscores the ongoing quest for understanding and advancements in medicinal chemistry. As the study of such compounds evolves, they continue to uncover new horizons in drug discovery and therapeutic applications.

Synonyms
medroxyprogesterone
520-85-4
Medroxyprogesteron
Medroxiprogesteronum
Medroxiprogesterona
Medroxyprogesteronum
Medrossiprogesterone
17-Hydroxy-6alpha-methylprogesterone
17alpha-Hydroxy-6alpha-methylprogesterone
6alpha-Methyl-17alpha-hydroxyprogesterone
Hydroxymethylprogesterone
6alpha-Methyl-4-pregnen-17alpha-ol-3,20-dione
Farlutal inyectable
17-Hydroxy-6alpha-methyl-pregn-4-ene-3,20-dione
Medroxyprogesteronum [INN-Latin]
Medroxiprogesterona [INN-Spanish]
HSU1C9YRES
U 8840
UNII-HSU1C9YRES
HSDB 3114
6-alpha-Methyl-17-alpha-hydroxyprogesterone
EINECS 208-298-6
NSC 27408
BRN 2510965
CHEBI:6715
DTXSID0036508
(6alpha)-17-hydroxy-6-methylpregn-4-ene-3,20-dione
Pregn-4-ene-3,20-dione, 17-hydroxy-6-alpha-methyl-
NSC-27408
DTXCID8016508
Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6alpha)-
G03AC06
4-08-00-02211 (Beilstein Handbook Reference)
NSC27408
Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6-alpha)-
17-hydroxy-6alpha-methylpregn-4-ene-3,20-dione
Medroxyprogesteronum (INN-Latin)
Medroxiprogesterona (INN-Spanish)
17 alpha Hydroxy 6 alpha Methylprogesterone
17 alpha-Hydroxy-6 alpha-Methylprogesterone
(6 alpha)-17-hydroxy-6-methylpregn-4-ene-3,20-dione
G03DA02
L02AB02
Pregn-4-ene-3,20-dione, 17-hydroxy-6alpha-methyl-
PREN-4-ENE-3,20-DIONE, 17-HYDROXY-6-METHYL-, (6ALPHA)-
208-298-6
methylhydroxyprogesterone
Medroxy Progesterone
Medroxyprogesterone (INN)
Medroxyprogesterone (Standard)
MLS000069571
MLS001076098
(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
17alpha-Hydroxy-6alpha-methyl-4-pregnene-3,20-dione
SMR000058769
Medrossiprogesterone [DCIT]
MEDROXYPROGESTERONE [INN]
Medroxyprogesterone [INN:BAN]
17-Hydroxy-6.alpha.-methylprogesterone
6-Dihydromegestrol
CAS-520-85-4
17.alpha.-Hydroxy-6.alpha.-methylprogesterone
6.alpha.-Methyl-17.alpha.-hydroxyprogesterone
MLS002639162
Farlutal inyectable (TN)
NCGC00183122-01
MFCD00069474
17alpha-Hydroxy-6alpha-methylprogesterone;U8840
CPD000058769
Opera_ID_433
CHEMBL1390
6alpha-Methyl-5-pregnen-17alpha-ol-3,20-dione
SCHEMBL37494
MLS001424229
GTPL2879
MEDROXYPROGESTERONE [MI]
HY-B0648R
17-Hydroxy-6a-methylprogesterone
MEDROXYPROGESTERONE [HSDB]
FRQMUZJSZHZSGN-HBNHAYAOSA-N
HMS2052A13
HMS2230B08
MEDROXYPROGESTERONE [VANDF]
HY-B0648
MEDROXYPROGESTERONE [WHO-DD]
MEDROXYPROGESTERONE [WHO-IP]
Tox21_113401
LMST02030176
s3635
AKOS015961681
Tox21_113401_1
CCG-101111
FM32162
NC00361
MRF-0000022
17-Hydroxy-6-methylprogesterone;U8840
NCGC00023064-04
NCGC00023064-05
AC-14528
MS-25295
CS-0694930
M3113
NS00009207
C07119
C75441
D08166
Pregn-4-ene-3, 17-hydroxy-6.alpha.-methyl-
Q416667
BRD-K99615199-001-18-5
MEDROXYPROGESTERONE ACETATE IMPURITY B [WHO-IP]
Medroxyprogesterone, VETRANAL(TM), analytical standard
Pregn-4-ene-3, 17-hydroxy-6-methyl-, (6.alpha.)-
Z1501485367
17-HYDROXY-6.ALPHA.-METHYLPREGN-4-ENE-3,20-DIONE
MEDROXYPROGESTERONE ACETATE IMPURITY B [EP IMPURITY]
(6S,8R,10R,13S,17R)-17-Acetyl-17-hydroxy-6,10,13-trimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one