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Testosterone

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Identification
Molecular formula
C19H28O2
CAS number
58-22-0
IUPAC name
(3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
State
State

At room temperature, testosterone is typically found in a solid crystalline form.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
288.42g/mol
Molar mass
288.4240g/mol
Density
1.1200g/cm3
Appearence

Testosterone is typically a white or off-white crystalline powder. It may appear granular or as fine crystals and is known to be odorless.

Comment on solubility

Solubility of (3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one (C19H28O2)

The solubility of organic compounds like (3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one is often influenced by their structural characteristics. In this case:

  • Hydrophobicity: With a significant carbon backbone and fewer polar functional groups, compounds with similar structures tend to exhibit low solubility in polar solvents like water.
  • Polar Functional Groups: The presence of hydroxyl (–OH) groups can enhance solubility in alcohols or other polar aprotic solvents but may not fully overcome hydrophobic interactions.
  • Solvent Interaction: The solubility behavior can vary significantly with different solvents due to the specific interactions between solute and solvent molecules.

In general, compounds with similar molecular frameworks as C19H28O2 might have the following solubility properties:

  • Low solubility in water: Likely to be less soluble due to its hydrophobic regions.
  • Better solubility in organic solvents: Such as chloroform or ethanol, owing to compatible non-polar characteristics.

Ultimately, testing is essential for determining precise solubility characteristics, but the interplay of functional groups and molecular structure provides useful insights regarding expected behavior in various environments.

Interesting facts

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

This fascinating compound, known for its complex structure, holds a significant place in the study of organic chemistry and biochemistry. Its structure reveals a rich tapestry of stereochemistry that showcases the nuances of molecular design. Here are some intriguing aspects:

  • Stereochemistry: The presence of multiple chiral centers in its formula indicates an array of stereoisomers. This diversity can lead to variations in biological activity and behavior in chemical reactions.
  • Biological Importance: Compounds like this one are often investigated for their potential therapeutic properties. They can exhibit hormone-like activity or influence various biological pathways.
  • Complexity in Synthesis: Creating such a compound in the lab can be a daunting task, requiring advanced techniques in organic synthesis, such as asymmetric synthesis and protecting group strategies.
  • Natural Occurrence: Many compounds of this type are derived from natural sources, including plant steroids. Their presence in nature can suggest ecological roles that are still being uncovered.

As a quote from a prominent chemist goes: "The beauty of chemistry lies in its complexity and its ability to craft life from simple building blocks." Understanding why compounds like this exist and how they interact with other molecules continues to drive research in the fields of medicinal chemistry and pharmacology.

Overall, this compound is a prime example of the intricate world of chemical structures and their contributions to science. Its study not only enhances our understanding of chemical behavior but also opens doors to new discoveries in medicine and biology.

Synonyms
androsterone
53-41-8
Androkinine
Androtine
cis-Androsterone
5alpha-Androsterone
Atromide ICI
3alpha-Hydroxy-5alpha-androstan-17-one
3-Epihydroxyetioallocholan-17-one
5alpha-Androstane-3alpha-ol-17-one
3alpha-Hydroxyetioallocholan-17-one
3alpha-Hydroxy-17-androstanone
Androstanon-3-alpha-ol-17-one
3-alpha-Hydroxy-17-androstanone
3-alpha-Hydroxy-5-alpha-androstan-17-one
3-alpha-Hydroxyetioallocholan-17-one
5-alpha-Androstan-3-alpha-ol-17-one
Caswell No. 051G
5alpha-Androstan-3alpha-ol-17-one
NSC 9898
5alpha-Androstan-17-one, 3alpha-hydroxy-
Androstan-17-one, 3-hydroxy-, (3alpha,5alpha)-
(3alpha,5alpha)-3-hydroxyandrostan-17-one
5.alpha.-Androsterone
Androstan-17-one, 3-hydroxy-, (3a,5a)-
CHEBI:16032
3.alpha.-Hydroxy-17-androstanone
Androstan-17-one, 3-hydroxy-, (3-alpha,5-alpha)-
(3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
EINECS 200-173-4
UNII-C24W7J5D5R
U 6036
EPA Pesticide Chemical Code 126501
BRN 2217626
5-alpha-Androsterone
C24W7J5D5R
DTXSID3036525
5-alpha-Androstan-17-one, 3-alpha-hydroxy-
NSC-9898
ANDROSTERONE [MI]
3.alpha.-Hydroxyetioallocholan-17-one
CHEMBL87285
5.alpha.-Androstane-3.alpha.-ol-17-one
Androstan-17-one, 3-hydroxy-, (3.alpha.,5.alpha.)-
MLS000069394
DTXCID1016525
5.alpha.-Androstan-17-one, 3.alpha.-hydroxy-
4-08-00-00642 (Beilstein Handbook Reference)
5-alpha-Androstane-3alpha-ol-17-one
3alpha-hydroxy-5alpha-androstane-17-one
3-alpha-hydroxy-5alpha-Androstan-17-one
SMR000058571
3-alpha-Hydroxy-5-alpha-androstane-17-one
3-Hydroxyandrostan-17-one
3-hydroxy-(3-alpha,5-alpha)-Androstan-17-one
3.ALPHA.-HYDROXY-5.ALPHA.-ANDROSTAN-17-ONE
(3.ALPHA.,5.ALPHA.)-3-HYDROXYANDROSTAN-17-ONE
3-Epiandrosterone
Androsterone (1mg/ml in Acetonitrile)
Esterase basic kit
(1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one
3-.beta.Hydroxyandrostan-17-one
Androsterolone
Androstanon-3-.alpha.-ol-17-one
5a-Androsterone
CAS-53-41-8
5.alpha.-Androstan-3.beta.-ol-17-one
(1S,2S,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo(8.7.0.02,7.011,15)heptadecan-14-one
(1S,2S,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-one
(3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta(a)phenanthren-17-one
5.alpha.-Androstan-3.alpha.-ol-17-one
AOI
Prestwick_689
MFCD00003618
5-.alpha.-Androstan-3-.alpha.-ol-17-one
5 alpha Androstan 3 alpha ol 17 one
5 alpha-Androstan-3 alpha-ol-17-one
1x8j
3-.alpha.-Hydroxy-5-.alpha.-androstan-17-one
Opera_ID_584
3 alpha Hydroxy 5 alpha Androstan 17 One
Prestwick0_000411
Prestwick1_000411
Prestwick2_000411
Prestwick3_000411
bmse000543
Epitope ID:174330
UPCMLD-DP124
5-androstan-3-ol-17-one
BSPBio_000362
MLS000563085
MLS001146886
MLS002153256
SCHEMBL269981
SPBio_002301
5a-Androstane-3a-ol-17-one
BPBio1_000400
3I+--Hydroxy-17-androstanone
UPCMLD-DP124:001
3a-Hydroxyetioallocholan-17-one
BDBM17639
3a-hydroxy-5a-androstan-17-one
NSC9898
HMS1569C04
HMS2096C04
HMS2230I18
HMS3713C04
HY-N0933
3?-HYDROXY-17-ANDROSTANONE
5alpha-Androstan-17-one-3alpha-ol
Tox21_303701
5I+--Androstan-17-one-3I+--ol
5I+--Androstan-3I+--ol-17-one
LMST02020001
s6352
(3a,5a)-3-Hydroxyandrostan-17-one
AKOS015894886
CCG-220411
FH17918
GS-3614
3I+--Hydroxy-5I+--androstane-17-one
NCGC00161664-01
NCGC00161664-02
NCGC00357021-01
AC-16145
A0646
CS-0014230
NS00010906
Androstan-17-one, 3alpha-hydroxy-, 5alpha-
C00523
D95612
Androsterone, VETRANAL(TM), analytical standard
Q422469
SR-01000759187
SR-01000759187-3
BRD-K12329651-001-18-8
086DA2D0-D9AE-4593-9E08-991AF2BF2A47
(3alpha,5beta,8alpha,10alpha,13alpha,14beta)-3-hydroxyandrostan-17-one
(3?,5?)-3-Hydroxyandrostan-17-one;3-Epihydroxyetioallocholan-17-one;Androsterone
(1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-one
(3R,5S,8R,10S,13S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one
200-173-4