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Testosterone acetate

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Identification
Molecular formula
C23H32O4
CAS number
1045-69-8
IUPAC name
[(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
State
State

Testosterone acetate is solid at room temperature. It is commonly found in powdered form for various applications, particularly in the manufacturing of pharmaceuticals.

Melting point (Celsius)
139.00
Melting point (Kelvin)
412.15
Boiling point (Celsius)
404.50
Boiling point (Kelvin)
677.70
General information
Molecular weight
372.52g/mol
Molar mass
372.5230g/mol
Density
1.0700g/cm3
Appearence

Testosterone acetate is a white to creamy-white crystalline powder. It is known for its relative purity and fine particulate nature, making it notable in appearance.

Comment on solubility

Solubility Insights

The compound [(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate presents unique characteristics in terms of its solubility.


Factors Influencing Solubility

Several factors can affect the solubility of this compound:

  • Molecular Structure: The complex three-dimensional structure of the compound may hinder solubility in polar solvents.
  • Functional Groups: The presence of acetyl groups can enhance solubility in organic solvents, while the hydrophobic portions may cause limited solubility in water.
  • Temperature: Like many organic compounds, increased temperature often leads to improved solubility.

Solubility Characteristics

Based on its structure, one might consider the following solubility characteristics:

  • Soluble: This compound is expected to be soluble in organic solvents such as ethanol, methanol, and DMSO.
  • Limited Solubility: In aqueous solutions, solubility might be significantly limited due to its hydrophobic nature.
  • Practical Applications: Understanding solubility is essential for formulation in pharmaceutical or chemical applications.

Overall, the solubility of this compound is a complex interplay of molecular interactions, environmental conditions, and solvent characteristics. As a result, thorough empirical testing is advisable to gain accurate insights.

Interesting facts

Interesting Facts About [(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate

This compound, known for its complex structure and unique arrangement, is a fascinating subject for exploration in organic chemistry. Here are some intriguing insights into this compound:

  • Stereo-specificity: The compound exhibits multiple chiral centers, contributing to its rich stereochemistry. Understanding how these stereocenters influence the compound’s reactivity and interaction with biological systems is a key area of research.
  • Biological activity: Compounds of this structural class may possess significant biological properties, making them potential candidates for pharmaceutical applications. Their structural complexity allows them to interact with various biological targets.
  • Cyclopenta[a]phenanthrene core: This compound features a cyclopenta[a]phenanthrene backbone, a structure that has garnered interest due to its potential for unique electronic and optical properties.
  • Acetylation significance: The acetyl group present in the compound may enhance its lipophilicity and biological action, making the study of its acetylation effects vital in synthetic and medicinal chemistry.
  • Applications: Researchers are investigating how this compound can be utilized in fields such as drug discovery, where understanding the relationship between structure and biological activity is essential.

In summary, the study of [(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate offers not only the opportunity to delve into complex chemical structures but also to explore their potential applications in the larger scope of medicinal chemistry.

Synonyms
MEGESTROL ACETATE
595-33-5
Megace ES
Niagestin
Megestat
Megeron
Ovaban
Ovarid
Pallace
BDH 1298
Magestin
SC 10363
NSC-71423
Megesterol acetate
CCRIS 372
17alpha-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
Megestil
Megestin
17alpha-Acetoxy-6-dehydro-6-methylprogesterone
6-Dehydro-6-methyl-17alpha-acetoxyprogesterone
6-Methyl-6-dehydro-17alpha-acetoxyprogesterone
SC10363
UNII-TJ2M0FR8ES
SC-10363
17-Acetoxy-6-methylpregna-4,6-diene-3,20-dione
TJ2M0FR8ES
BDH-1298
EINECS 209-864-5
6-Methyl-17alpha-hydroxy-delta(sup 6)-progesterone acetate
DTXSID9040683
Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-methyl-
17-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
17-alpha-Acetoxy-6-dehydro-6-methylprogesterone
6-Dehydro-6-methyl-17-alpha-acetoxyprogesterone
6-Methyl-6-dehydro-17-alpha-acetoxyprogesterone
6-Methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
17alpha-Acetoxy-6-methylpregna-4,6-diene-3,20-dione
6-Methyl-17-alpha-acetoxypregna-4,6-diene-3,20-dione
CHEBI:6723
Megestrol acetate [USAN:USP]
6-Methyl-17-alpha-hydroxy-delta(sup 6)-progesterone acetate
6-Methyl-delta(sup 6)-dehydro-17-alpha-acetoxyprogesterone
DTXCID7020683
6-Methyl-delta4,6-pregnadien-17alpha-ol-3,20-dione acetate
Pregna-4,6-diene-3,20-dione, 17-hydroxy-6-methyl-, acetate
BDH1298
6-Methyl-delta(sup 4,6)-pregnadien-17-alpha-ol-3,20-dione acetate
Acetate, Megestrol
NSC71423
6-Methyl-17alpha-acetoxypregna-4,6-diene-3,20-dione
6-Methyl-delta(sup 6)-dehydro-17alpha-acetoxyprogesterone
6-Methyl-delta(sup 4,6)-pregnadien-17alpha-ol-3,20-dione acetate
Megestrol acetate (USAN:USP)
MEGESTROL ACETATE (MART.)
MEGESTROL ACETATE [MART.]
MEGESTROL ACETATE (USP-RS)
MEGESTROL ACETATE [USP-RS]
MEGESTROL ACETATE (EP MONOGRAPH)
MEGESTROL ACETATE [EP MONOGRAPH]
MEGESTROL ACETATE (USP MONOGRAPH)
MEGESTROL ACETATE [USP MONOGRAPH]
MEDROXYPROGESTERONE ACETATE IMPURITY G (EP IMPURITY)
MEDROXYPROGESTERONE ACETATE IMPURITY G [EP IMPURITY]
Megestol
(9beta,10alpha)-17-(Acetyloxy)-6-methylpregna-4,6-diene-3,20-dione
MEDROXYPROGESTERONE ACETATE IMPURITY G
MEGESTROL 17alpha-ACETATE
Ovaban Tablets 20 mg, Ovaban Tablets 5 mg
6-Dehydro-6-methyl-17 alpha-acetoxyprogesterone
17 Alpha-acetoxy-6-methylpregna-4,6-diene-3,20-dione
6-Methyl-delta-4,6-pregnadien-17 alpha-ol-3,20-dione Acetate
209-864-5
5071
Megace
Megestryl acetate
Maygace
Volidan
Megestrol-17-acetate
17-Hydroxy-6-methylpregna-4,6-diene-3,20-dione 17-acetate
Megestrol 17.alpha.-acetate
17-(acetyloxy)-6-methylpregna-4,6-diene-3,20-dione
MLS000028633
MLS001074091
[(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
SMR000058691
Ovaban (Veterinary)
Megestrol acetate [USAN]
(8xi,9xi,10xi,13xi,14xi)-6-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
Megestrol acetole [Progestins]
Megestrol acetole
Megestrol-Acetate
NCGC00016516-01
CAS-595-33-5
Megace (TN)
MFCD00056470
6-Methyl-6-dehydro-17.alpha.-acetylprogesterone
17.alpha.-Acetoxy-6-dehydro-6-methylprogesterone
6-Dehydro-6-methyl-17.alpha.-acetoxyprogesterone
6-Methyl-6-dehydro-17.alpha.-acetoxyprogesterone
Megestrol acetate (USP)
Opera_ID_1511
Prestwick0_000956
Prestwick1_000956
Prestwick2_000956
Prestwick3_000956
SCHEMBL745
Megestrol acetate (Standard)
BSPBio_000952
MLS000759501
MLS001424055
par-100,2
SPBio_003101
MEGESTROL ACETATE [MI]
BPBio1_001048
CHEMBL1201139
MEGESTROL ACETATE [VANDF]
MSK2207
BCPP000168
HMS1570P14
HMS2051I20
HMS2090N04
HMS2097P14
HMS2235D16
HMS3714P14
MEGESTROL ACETATE [WHO-DD]
MEGESTROL ACETATE [WHO-IP]
Nia
Tox21_110469
Tox21_302360
HY-13676R
LMST02030118
s1304
AKOS015894927
MEGESTROL ACETATE [GREEN BOOK]
Tox21_110469_1
BCP9000904
CCG-100899
CS-2065
DB00351
FM25040
MEGESTROL ACETATE [ORANGE BOOK]
NC00149
17-Acetoxy-6-methylpregna-4,20-dione
NCGC00024196-03
NCGC00024196-05
NCGC00255456-01
(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate
AC-24570
AS-13384
HY-13676
17.alpha.-Acetoxy-6-methyl-4,20-dione
AB00490013
NS00009122
17-Hydroxy-6-methylpregna-4,20-dione acetate
17.alpha.-Acetoxy-6-methylpregna-4,20-dione
C08151
D00952
D91560
AB00383046-13
AB00383046-14
AB00383046-15
AB00383046_16
EN300-7480847
Pregna-4,20-dione, 17-(acetyloxy)-6-methyl-
SR-01000000258
Megestrol-17-acetate 100 microg/mL in Acetonitrile
Pregna-4,20-dione, 17-hydroxy-6-methyl-, acetate
Q6808975
SR-01000000258-4
BRD-K19507340-001-03-1
BRD-K19507340-001-22-1
MEDROXYPROGESTERONE ACETATE IMPURITY G [WHO-IP]
Megestrol acetate, VETRANAL(TM), analytical standard
17alpha-Acetoxy-6-methyl-4,6-pregnadiene-3,20-dione
Megestrol acetate, analytical standard, for drug analysis
WLN: L E5 B666 OV KU MUTJ A1 E1 FV1 FOV1 L1
6-Methyl-17.alpha.-hydroxy-.delta.(sup 6)-progesterone acetate
Megestrol acetate, European Pharmacopoeia (EP) Reference Standard
17-(Acetyloxy)-6-methypregna-4,6-diene-3,20-dione;BDH 1298;DMAP
6-METHYL-3,20-DIOXOPREGNA-4,6-DIEN-17-YL ACETATE [WHO-IP]
Megestrol acetate, United States Pharmacopeia (USP) Reference Standard
Megesgtrol Acetate, Pharmaceutical Secondary Standard; Certified Reference Material
Megestrol acetate for peak identification, European Pharmacopoeia (EP) Reference Standard
Megestrol acetate for system suitability, European Pharmacopoeia (EP) Reference Standard
(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate