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Testosterone acetate

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Identification
Molecular formula
C22H30O4
CAS number
1045-69-8
IUPAC name
[(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
State
State

At room temperature, testosterone acetate is in a solid state, specifically as a crystalline powder, often used in pharmaceutical formulations.

Melting point (Celsius)
139.00
Melting point (Kelvin)
412.15
Boiling point (Celsius)
362.90
Boiling point (Kelvin)
636.05
General information
Molecular weight
372.54g/mol
Molar mass
388.5750g/mol
Density
1.1000g/cm3
Appearence

Testosterone acetate appears as a crystalline powder that is white or off-white in color. It is noted for its distinct crystalline structure.

Comment on solubility

Solubility Characteristics

The compound (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl acetate with the chemical formula C22H30O4 presents unique solubility behaviors that are important for various applications.

In general, the solubility of organic compounds can be influenced by several factors:

  • Polarity: The presence of hydroxyl groups or other polar functional groups can enhance solubility in polar solvents like water.
  • Molecular Size: Larger organic molecules often show reduced solubility due to steric hindrance and lower interactions with solvent molecules.
  • Hydrogen Bonding: Compounds capable of forming hydrogen bonds may exhibit increased solubility in appropriate solvents.

For this specific compound:

  • The presence of the acetate group suggests potential solubility in organic solvents such as ethanol or acetone.
  • However, its large hydrocarbon backbone may limit solubility in polar solvents like water.
  • As a guideline, *"like dissolves like,"* meaning that its solubility will be higher in nonpolar or slightly polar solvents.

Overall, while the compound may exhibit moderate solubility in organic solvents, its overall solubility profile is limited when interacting with highly polar solvents. Understanding these solubility dynamics is crucial for its practical use in chemical formulations.

Interesting facts

Interesting Facts about 17-Acetyl-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl Acetate

This compound, known for its unique structural composition, is a fascinating example of a derivative of natural products, often linked with steroid hormones. Here are some engaging aspects of this compound:

  • Steroidal Influences: Its structure suggests close relations to steroid frameworks, which play a critical role in several physiological processes including metabolism, immune response, and reproductive functions.
  • Applications in Medicine: Compounds of this type are frequently researched in pharmacology, particularly for their potential use as anti-inflammatory agents or in hormone replacement therapies.
  • Synthetic Pathways: The synthesis of such complex molecules exemplifies the intricacies of organic chemistry, requiring a mastery of multi-step reactions and an understanding of stereochemistry.
  • Chiral Centers: This compound features multiple chiral centers, making its stereochemical configuration crucial for its biological activity. The arrangement of atoms in three-dimensional space can drastically influence potency and efficacy.
  • Natural Sources: Many compounds with similar structures are derived from plant sources, indicating a rich tradition of botanical chemistry and its applications.

As a chemistry student or enthusiast, exploring compounds like this not only sharpens your understanding of organic chemistry but also highlights the interconnectedness of chemistry with biological systems. As noted by many researchers, “Exploring the relationships between structure and activity is the heart of medicinal chemistry.” This compound encapsulates that essence beautifully.


Synonyms
Medroxyprogesterone acetate
71-58-9
Medroxyprogesterone 17-acetate
Provera
Depo-Provera
Metigestrona
Gestapuran
Perlutex
Veramix
Methylacetoxyprogesterone
Medroxyacetate progesterone
Depcorlutin
Supprestral
Clinovir
Deporone
Farlutin
Oragest
Prodasone
Amen
Depo-Promone
Promone-E
Medrosterona
Indivina
Lutopolar
Mepastat
Nadigest
Progestalfa
Progevera
Proverone
Ralovera
Repromix
Sirprogen
Sumiferm
Suprestral
Veraplex
Cykrina
Depocon
Meprate
Nidaxin
Dugen
Depo-Prodasone
Depo-Ralovera
Perlutex Leo
Depot-medroxyprogesterone acetate
Depo-Map
Med-Pro
Aragest 5
MPA-beta
6-alpha-Methyl-17-alpha-acetoxyprogesterone
Cycrin
MPA Hexal
MPA-Noury
Depo-Subq Provera 104
NSC-26386
6-alpha-Methyl-17-alpha-hydroxyprogesterone acetate
Farlutal
MPA GYM
Medroxyprogesteroneacetate
17alpha-Hydroxy-6alpha-methylprogesterone acetate
6alpha-Methyl-17alpha-hydroxyprogesterone acetate
Depo-subq provera
Depo-Medroxyprogesterone acetate
DP150
6alpha-Methyl-4-pregnene-3,20-dion-17alpha-ol acetate
CCRIS 371
17-Acetoxy-6alpha-methylprogesterone
6alpha-Methyl-17-acetoxy progesterone
Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-, (6alpha)-
Depot medroxyprogesterone acetate
Medroxyprogesterone acetate [JAN]
C2QI4IOI2G
Depo-Provera Contraceptive
EINECS 200-757-9
NSC 21171
NSC-21171
Aragest
Hysron
Provera (TN)
Depomedroxyprogesterone acetate
Provera dosepak
Depo-clinovir
BRN 2066112
Depo-provera (TN)
Medroxyprogesterone 17 Acetate
CHEBI:6716
MLS001148217
DTXSID0025527
AI3-60127
(6alpha)-17-(Acetyloxy)-6-methylpreg-4-ene-3,20-dione
(6alpha)-6-methyl-3,20-dioxopregn-4-en-17-yl acetate
17-Hydroxy-6alpha-methylpregn-4-ene-3,20-dione acetate
Medroxyprogesteroni acetas
U 8839
Medroxiprogesterone Acetate
Medroxyprogesterone acetate [USP:JAN]
17alpha-Hydroxy-6-alpha-methylprogesterone acetate
TV-46046
6alpha-Methyl-17alpha-acetoxypregn-4-ene-3,20-dione
17alpha-Acetoxy-6-alpha-methylpregn-4-ene-3,20-dione
MLS000069442
DTXCID905527
Depo-subq provera 104 (TN)
(6-alpha)-17-(Acetyloxy)-6-methylpreg-4-ene-3,20-dione
6alpha-Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-
Medroxy Progesterone 17-Acetate
17alpha-Hydroxy-6alpha-methylpregn-4-ene-3,20-dione acetate
ONCO-Provera
4-08-00-02212 (Beilstein Handbook Reference)
CBP-1011
NSC21171
NSC26386
Medroxyprogesterone acetate (Standard)
17alpha-Acetoxy-6alpha-methylprogesterone
Clinofem
MEDROXYPROGESTERONE ACETATE [IARC]
Repromap
SMR000059125
MEDROXYPROGESTERONE ACETATE [VANDF]
Pregn-4-ene-3,20-dione, 17-hydroxy-6alpha-methyl-, acetate
Depo-progestin
MEDROXYPROGESTERONE ACETATE [MART.]
Depo-Progevera
MEDROXYPROGESTERONE 17-ACETATE [MI]
MEDROXYPROGESTERONE ACETATE [USP-RS]
MEDROXYPROGESTERONE ACETATE [WHO-DD]
MEDROXYPROGESTERONE ACETATE [WHO-IP]
Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-, (6.alpha.)-
MEDROXYPROGESTERONE ACETATE [ORANGE BOOK]
MEDROXYPROGESTERONE ACETATE [EP MONOGRAPH]
MEDROXYPROGESTERONI ACETAS [WHO-IP LATIN]
Metipregnone
LUNELLE COMPONENT MEDROXYPROGESTERONE ACETATE
MAP (steroid)
MEDROXYPROGESTERONE ACETATE [USP MONOGRAPH]
MEGESTROL ACETATE IMPURITY A [EP IMPURITY]
PREMPRO COMPONENT MEDROXYPROGESTERONE ACETATE
g-Farlutal
PREMPHASE COMPONENT MEDROXYPROGESTERONE ACETATE
Depo-mpa
Sodelut G
DepoProvera
Depo Provera
Medroxyprogesterone acetate (USP:JAN)
CAS-71-58-9
MEDROXYPROGESTERONE ACETATE (IARC)
MEDROXYPROGESTERONE ACETATE (MART.)
MEDROXYPROGESTERONE ACETATE (USP-RS)
17.alpha.-Acetoxy-6.alpha.-methylprogesterone
MEDROXYPROGESTERONE ACETATE (EP MONOGRAPH)
MEDROXYPROGESTERONE ACETATE (USP MONOGRAPH)
MEGESTROL ACETATE IMPURITY A (EP IMPURITY)
UNII-C2QI4IOI2G
6alpha-Methyl-17-acetoxyprogesterone
17-Acetoxy-6-alpha-methylprogesterone
(6.alpha.-Pregn-4-ene-3, 17-(acetyloxy)-6-methyl-
17.alpha.-Hydroxy-6-.alpha.-methylprogesterone acetate
Pregn-4-ene-3, 17-hydroxy-6.alpha.-methyl-, acetate
6-alpha-Methyl-17-acetoxy progesterone
Pregn-4-ene-3, 17-(acetyloxy)-6-methyl-, (6.alpha.)-
Ciclotal
Climanor
Sayana press
Depo Medroxyprogesterone Acetate
Nadigest (vet)
Nidaxin (vet)
17-Acetoxy-6.alpha.-methylprogesterone
6.alpha.-Methyl-17-acetoxyprogesterone
NCGC00094713-01
6-alpha-Methyl-17alpha-hydroxyprogesterone Acetate
Progesterone, 17-hydroxy-6alpha-methyl-, acetate
17-alpha-Hydroxy-6-alpha-methylprogesterone acetate
Farlutal 100
Farlutal 200
Farlutal 250
Farlutal 500
ANOESTRULILN
Depo-provera oncology
17-alpha-Acetoxy-6-alpha-methylpregn-4-ene-3,20-dione
6-alpha-Methyl-17-alpha-acetoxypregn-4-ene-3,20-dione
Progesterone, 17-alpha-hydroxy-6-alpha-methyl-, acetate
Medroxyprogesterone acetate [Progestins]
PROMONE E
6-alpha-Methyl-4-pregnene-3,20-dion-17-alpha-ol acetate
6.alpha.-Methyl-17.alpha.-acetoxyprogesterone
CPD000653524
17-alpha-Hydroxy-6-alpha-methylpregn-4-ene-3,20-dione acetate
Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-, (6a)-
Opera_ID_1110
medroxyprogesterone-acetate
17.alpha.-Hydroxy-6.alpha.-methylprogesterone acetate
6.alpha.-Methyl-17.alpha.-hydroxyprogesterone acetate
CHEMBL717
SCHEMBL4276
6.alpha.-Methyl-17.alpha.-acetoxypregn-4-ene-3,20-dione
Medroxyprogesterone (acetate)
[(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
17.alpha.-Acetoxy-6-.alpha.-methylpregn-4-ene-3,20-dione
6 alpha Methyl 17alpha hydroxyprogesterone Acetate
6.alpha.-Methyl-4-pregnene-3,20-dion-17.alpha.-ol acetate
MLS002207115
Medroxyprogesterone acetic acid
17.alpha.-Hydroxy-6.alpha.-methylpregn-4-ene-3,20-dione acetate
HY-B0469R
(6 alpha)-17-(Acetoxy)-6-methylpregn-4-ene-3,20-dione
Depot-Medroxyprogestereone Acetate
HMS2233O07
HMS2235E05
HMS3259O14
HMS3884B10
(6-alpha)-Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-methyl-
(6S,8R,9S,10R,13S,14S,17R)-17-Acetyl-6,10,13-trimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate
HY-B0469
Tox21_111319
Tox21_200141
BDBM50067678
s2567
AKOS015894870
Tox21_111319_1
AC-2174
CCG-264965
DB00603
FM25036
NC00574
Medroxyprogesterone acetate (JP18/USP)
MRF-0000023
NCGC00022037-03
NCGC00022037-04
NCGC00022037-05
NCGC00022037-07
NCGC00257695-01
NCGC00263480-01
AS-13981
SMR000653524
6-Alpha-methyl-17alpha-acetoxyprogesterone
CS-0694837
NS00006415
6-ALPHA-METHYL-17-ACETOXYPROGESTERONE
C08150
C76275
D00951
AB00384270-14
AB00384270_15
EN300-7480751
Medroxyprogesterone 17-acetate, >=97% (HPLC)
Medroxyprogesterone Acetate Injectable Suspension
17-ALPHA-ACETOXY-6-ALPHA-METHYLPROGESTERONE
6alpha-Methyl-3,20-dioxopregn-4-en-17-yl acetate
Q2823834
17-(Acetyloxy)-6alpha-methylpregn-4-ene-3,20-dione
6.alpha.-Pregn-4-ene-3, 17-(acetyloxy)-6-methyl-
MEDROXYPROGESTERONE ACETATE COMPONENT OF LUNELLE
MEDROXYPROGESTERONE ACETATE COMPONENT OF PREMPRO
MEDROXYPROGESTERONE ACETATE COMPONENT OF PREMPHASE
(6alpha)-17-(Acetyloxy)-6-methylpregn-4-ene-3,20-dione
17-Hydroxy-6-alpha-methylpregn-4-ene-3,20-dione acetate
Medroxyprogesterone-17-acetate 100 microg/mL in Acetonitrile
(6-ALPHA)-17-(ACETYLOXY)-6-METHYLPREGN-4-ENE-3,20-DIONE
17-HYDROXY-6.ALPHA.-METHYLPREGN-4-ENE-3,20-DIONE ACETATE
Medroxyprogesterone 17-acetate, VETRANAL(TM), analytical standard
Medroxyprogesterone acetate, European Pharmacopoeia (EP) Reference Standard
PREGN-4-ENE-3,20-DIONE, 17-(ACETYLOXY)-6-METHYL-, (6-ALPHA)-
PREGN-4-ENE-3,20-DIONE, 17-HYDROXY-6-ALPHA-METHYL-, ACETATE
Pregn-4-ene-3,20-dione, 17-hydroxy-6alpha-methyl-, acetate (8CI)
Medroxyprogesterone Acetate, Pharmaceutical Secondary Standard; Certified Reference Material
Medroxyprogesterone acetate, United States Pharmacopeia (USP) Reference Standard
(1R,3aS,3bR,5S,9aR,9bS,11aS)-1-acetyl-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate
(6?)-17-(Acetyloxy)-6-methyl-pregn-4-ene-3,20-dione;17?-Acetoxy-6?-methylpregn-4-ene-3,20-dione;17?-Acetoxy-6?-methylprogesterone
200-757-9
Medroxyprogesterone acetate for peak identification, European Pharmacopoeia (EP) Reference Standard
Medroxyprogesterone acetate for system suitability, European Pharmacopoeia (EP) Reference Standard