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Testosterone

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Identification
Molecular formula
C19H28O2
CAS number
58-22-0
IUPAC name
(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
State
State
At room temperature, testosterone is a solid. It is typically handled in powdered form and is insoluble in water but soluble in alcohol and chloroform.
Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
412.00
Boiling point (Kelvin)
685.15
General information
Molecular weight
288.42g/mol
Molar mass
288.4240g/mol
Density
1.1200g/cm3
Appearence
Testosterone typically appears as a white crystalline powder. It is odourless and has a bitter taste. The compound is stable under normal temperatures and pressures, but it can be sensitive to light and heat, which may cause degradation.
Comment on solubility

Solubility Characteristics

The solubility of the compound (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one can be influenced by several factors due to its complex structure. Here are some important points to consider:

  • Polarity: As a largely non-polar compound, solubility in water is expected to be quite low, as "like dissolves like." This means it is more likely to dissolve in organic solvents.
  • Solvent Interaction: It may dissolve well in solvents such as ethanol, acetone, or chloroform, which can accommodate the hydrophobic parts of the molecule.
  • Temperature Influence: Increasing temperature might enhance solubility in organic solvents, since solubility often increases with higher temperatures.

In summary, the solubility of this compound is relatively limited in aqueous environments and shows preference for non-polar organic solvents. Understanding these solubility properties is crucial for applications in synthesis, formulation, and extraction processes.

Interesting facts

Interesting Facts about (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one

This complex organic compound is a fascinating example of a steroid derivative, notable for its intricate structure and biological significance. Steroids play crucial roles in various biological processes, including:

  • Hormone Regulation: Many steroids function as hormones, regulating metabolism, immune functions, and other crucial physiological processes.
  • Cell Membrane Integrity: Steroids contribute to the fluidity and stability of cell membranes, influencing cellular functions.
  • Pharmaceuticals: Certain steroid derivatives are used in medicine to treat a variety of conditions, showcasing their therapeutic potential.

This particular compound is characterized by a unique stereochemistry, indicated by the complex nomenclature and conformational descriptors. The systematic naming highlights the specific arrangement of hydrogen and carbon atoms that contribute to its functionality:

  • Stereochemistry: The presence of multiple stereocenters makes this compound a chiral molecule, which is important in determining its interactions with biological systems.
  • Functional Groups: The hydroxyl group (-OH) present in its structure enhances its solubility and reactivity, making it an interesting target for chemical modifications.

In summary, the compound represents a rich intersection of organic chemistry and biochemistry, prompting exciting discussions around:

  • How synthetic approaches can modify its properties for research or therapeutic use.
  • The implications of stereochemistry in drug design and efficacy.
  • The potential for this compound to serve as a scaffold for creating novel pharmaceuticals.

As said by a renowned chemist, "The future of medicine lies in the structures we create today." With compounds like this, the possibilities for innovation in therapeutic applications seem endless!

Synonyms
mestanolone
521-11-9
Assimil
Tantarone
Methybol
Methylantalon
Mesanolon
Preroide
Andoron
Ermalone
Methyldihydrotestosterone
Mestanolona
Ermalone (VAN)
Mestanolonum
17alpha-Methyldihydrotestosterone
Mestanolonum [INN-Latin]
Mestanolona [INN-Spanish]
17alpha-Methylandrostanolone
Mestanolone [INN:BAN:JAN]
NSC 18219
RU 143
17-alpha-Methyldihydrotestosterone
17-Methyldihydrotestosterone
EINECS 208-302-6
17beta-Hydroxy-17alpha-methyl-5alpha-androstan-3-one
Mesanolon (TN)
NSC-18219
Mestaline
BRN 3207223
17alpha-methylandrostan-3-on-17beta-ol
17alpha-Methyl-5alpha-dihydrotestosterone
DTXSID0048973
S712YZ168E
Methylandrostanolone
17beta-Hydroxy-17alpha-methyl-3-androstanone
MESTANOLONE [MI]
MESTANOLONE [INN]
MESTANOLONE [JAN]
17alpha-methyl-5alpha-androstan-17beta-ol-3-one
5alpha-Androstane-17alpha-methyl-17beta-ol-3-one
17-beta-Hydroxy-17-methyl-5-alpha-androstan-3-one
MESTANOLONE [MART.]
MESTANOLONE [WHO-DD]
17alpha-Methyl-17beta-hydroxy-5alpha-androstan-3-one
5-alpha-Androstane-17-alpha-methyl-17-beta-ol-3-one
17beta-Hydroxy-17-methyl-androstan-3-one
DTXCID3028899
17beta-Hydroxy-17-methyl-5alpha-androstan-3-one
4-08-00-00656 (Beilstein Handbook Reference)
5alpha-Androstan-3-one, 17beta-hydroxy-17-methyl-
17.beta.-Hydroxy-17-methyl-5.alpha.-androstan-3-one
17alpha-Methylandrostan-17beta-ol-3-one
5-alpha-ANDROSTAN-3-ONE, 17-beta-HYDROXY-17-METHYL-
Androstan-3-one, 17-hydroxy-17-methyl-, (5alpha,17beta)-
Androstan-3-one, 17-hydroxy-17-methyl-, (5-alpha,17-beta)-
STANOZOLOL IMPURITY A [EP IMPURITY]
17B-hydroxy-17A-methyl-5A-androstan-3-one
Mestanolonum (INN-Latin)
Mestanolona (INN-Spanish)
MESTANOLONE (MART.)
(5alpha,17beta)-17-hydroxy-17-methylandrostan-3-one
17.ALPHA.-METHYLANDROSTAN-17.BETA.-OL-3-ONE
17.ALPHA.-METHYLANDROSTAN-3-ON-17.BETA.-OL
17.BETA.-HYDROXY-17.ALPHA.-METHYL-3-ANDROSTANONE
(5.ALPHA.,17.BETA.)-17-HYDROXY-17-METHYLANDROSTAN-3-ONE
STANOZOLOL IMPURITY A (EP IMPURITY)
17alpha-methyl-DHT
17 alpha-methyl-5 alpha-dihydrotestosterone
17 alpha-methylandrostan-17 beta-ol-3-one
17 beta-hydroxy-17-methyl-5 alpha-androstan-3-one
17 alpha-methyl-17 beta-hydroxy-5 alpha-androstan-3-one
5alpha-Androstan-3-one, 17beta-hydroxy-17-methyl-(8CI)
Androstan-3-one, 17-hydroxy-17-methyl-, (5alpha,17beta)-(9CI)
Androstan-3-one, 17-hydroxy-17-methyl-, (5-alpha,17-beta)-(9CI)
208-302-6
Mestalone
Androstalone
17.alpha.-Methyldihydrotestosterone
(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
17.alpha.-Methyl-5.alpha.-dihydrotestosterone
5.alpha.-Androstan-3-one, 17.beta.-hydroxy-17-methyl-
5.alpha.-Androstane-17.alpha.-methyl-17.beta.-ol-3-one
17.alpha.-Methyl-17.beta.-hydroxy-5.alpha.-androstan-3-one
Mestanolone (1.0mg/ml in Acetonitrile)
(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one
SMR000238198
17.beta.-Hydroxy-17.alpha.-methyl-5.alpha.-androstan-3-one
UNII-S712YZ168E
NCGC00183127-01
Androstan-3-one, 17-hydroxy-17-methyl-, (5a,17b)-
17-.alpha.-Methylandrostan-17-.beta.-ol-3-one
Mestanolone (JAN/INN)
17.beta.-Hydroxy-17-methyl-5.alpha.-androstan-3-one #
5.alpha.-Androstan-3-on-17.beta.-ol, 17.alpha.-methyl
MLS000759515
MLS001424090
SCHEMBL146678
Androstan-3-one, 17-hydroxy-17-methyl-, (5.alpha.,17.beta.)-
CHEMBL261514
CHEBI:31825
HMS2051M18
BCP10775
HY-B1903
NSC18219
Tox21_113424
BDBM50423547
LMST02020027
AKOS015895448
CCG-100893
CS-5233
Mestanolone 100 microg/mL in Methanol
NC00143
AC-16142
CAS-521-11-9
CPD000238198
FM156785
NS00032423
D01533
Q1924446
17alpha-Methylandrostan-17beta-ol-3-one, analytical standard
Stanozolol impurity A, European Pharmacopoeia (EP) Reference Standard
(5S,8R,10S,13S,17S)-17-Hydroxy-10,13,17-trimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one