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Testosterone

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

At room temperature, testosterone is in a solid state. In its pharmaceutical formulations, it may be present in various forms such as tablets, gels, or injection solutions depending on its use and application.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
383.00
Boiling point (Kelvin)
656.15
General information
Molecular weight
288.42g/mol
Molar mass
288.4240g/mol
Density
1.1250g/cm3
Appearence

Testosterone in its pure form is a white crystalline powder. It is not particularly soluble in water but can dissolve in alcohols and other organic solvents. Its crystals can appear slightly lustered due to their crystalline nature.

Comment on solubility

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

The solubility of a compound plays a vital role in its potential applications, biological activity, and overall chemical behavior. For the compound (C19H28O2), we can observe its solubility characteristics in various solvents:

  • Polar Solvents: Generally, compounds with hydroxyl groups, like this one, exhibit better solubility in polar solvents such as water or alcohol. However, the overall hydrophobic structure may limit solubility in highly polar solvents.
  • Non-polar Solvents: Being partially hydrophobic due to its large carbon backbone, it is likely to dissolve more readily in non-polar solvents like hexane or chloroform.
  • Organic Solvents: It may also find good solubility in a variety of organic solvents such as ethyl acetate and dichloromethane, which often bridge the polarity gap.

It is essential to consider that solubility can be significantly influenced by factors such as:

  • Temperature: Typically, increasing temperature enhances solubility for many organic compounds.
  • pH Levels: The presence of the hydroxyl functional group can affect solubility in relation to the acidity or basicity of the solution.
  • Presence of Other Solutes: The solubility can be altered in the presence of salts or other solutes, potentially leading to precipitation.

In conclusion, while (C19H28O2) is expected to display some solubility in both polar and non-polar solvents due to its structural features, the precise solubility profile will depend on the conditions and medium used during experimentation. Understanding these characteristics is crucial for applications ranging from pharmaceuticals to material science.

Interesting facts

Interesting Facts About (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-Dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-Dodecahydrocyclopenta[a]phenanthren-3-one

This complex compound is a member of the steroid family and plays a significant role in various biochemical processes. Here are some fascinating insights:

Biological Importance

  • Hormonal Influence: Compounds like this one are crucial in the synthesis of hormones, contributing to a range of physiological functions.
  • Pharmaceutical Applications: Its structural features make it a potential candidate for developing therapies in endocrinology, particularly in addressing hormone-related disorders.
  • Natural Source: Many steroids are derived from natural sources, often extracted from plants or animals, which serve as important reservoirs for pharmaceutical study.

Chemical Properties

  • Chirality: The compound's multiple chiral centers (indicated by the specific stereochemical designations) lead to a variety of stereoisomers, each exhibiting different biological activities.
  • Functional Groups: Presence of hydroxyl groups and other functional groups contributes to its reactivity and interactions within biological systems.

A Historical Perspective

Research into steroids such as this has evolved significantly since their discovery. The role of steroid hormones in human health and disease has been a major focus in molecular biology and medicine. As noted by notable chemist Robert E. Kahn, "Understanding the intricacies of steroid structures enables us to unlock many mysteries of life itself."

Future Directions

The intricate structure of this compound opens pathways for future research in:

  • Chiral synthesis methods, enhancing the production of specific isomers with desired effects.
  • Exploring its use in synthesis of new pharmaceuticals that target endocrine disorders.

As the world of chemical science continues to unravel, compounds like (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one remain at the forefront of research, offering endless possibilities in advancing human health and understanding biological processes.

Synonyms
testosterone
58-22-0
Testosteron
Androderm
Testim
Homosterone
Virosterone
Testiculosterone
Androlin
Mertestate
Sustanon
Testoderm
AndroGel
Synandrol F
Testosteroid
Andronaq
Andrusol
Homosteron
Orquisteron
Primotest
Primoteston
Sustanone
Testandrone
Testobase
Testogel
Testopropon
Testrone
Oreton
Relibra
Teslen
Testryl
Cristerona T
Testoviron T
Andropatch
Neotestis
Perandren
Malerone
Cristerone T
Testoviron Schering
Geno-cristaux gremy
Testosterona
Testostosterone
Testoviron
trans-Testosterone
LibiGel
17beta-Hydroxyandrost-4-en-3-one
Sustason 250
Percutacrine androgenique
Neo-Hombreol F
Oreton-F
Testosteronum
Testolin
Striant
Testoject-50
Testoderm Tts
Testosterone hydrate
Neo-testis
Malestrone (amps)
Intrinsa
Andro 100
Virormone
beta testosterone
Malogen, aquaspension injection
Testro AQ
Livensa
Vogelxo
Testosteronum [INN-Latin]
Testosterona [INN-Spanish]
Androst-4-en-17beta-ol-3-one
CDB 111C
Nasobol
Natesto
Axiron
Tefina
CompleoTRT
17beta-Hydroxy-4-androsten-3-one
7-beta-Hydroxyandrost-4-en-3-one
COL 1621
Testosterone ciii
17beta-Hydroxyandrost-4-ene-3-one
17-beta-Hydroxyandrost-4-en-3-one
4-Androsten-17beta-ol-3-one
Androgel 1%
Bio-T-Gel
CP 601B
ANDROLAN
delta4-Androsten-17beta-ol-3-one
CCRIS 574
17-Hydroxy-(17beta)-androst-4-en-3-one
Androgel 1.62%
ANDROID-T
17beta-Hydroxy-delta(sup4)-androsten-3-one
delta(sup 4)-Androsten-17(beta)-ol-3-one
17-Hydroxy-(17-beta)-androst-4-en-3-one
17-beta-Hydroxy-delta(sup 4)-androsten-3-one
AA 2500
Androst-4-en-3-one, 17beta-hydroxy-
HSDB 3398
Androst-4-en-3-one, 17-beta-hydroxy-
NSC 9700
EINECS 200-370-5
(+)-testosterone
UNII-3XMK78S47O
Androst-4-en-3-one, 17-hydroxy-, (17beta)-
DTXSID8022371
CHEBI:17347
LPCN 1021
NSC-9700
(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Androst-4-en-3-one, 17-hydroxy-, (17-beta)-
(17beta)-17-Hydroxyandrost-4-en-3-one
Testosterone [USP:INN:BAN]
3XMK78S47O
DTXCID302371
EC 200-370-5
Testopel Pellets
Testosteronum (INN-Latin)
Testosterona (INN-Spanish)
TESTOSTERONE (MART.)
TESTOSTERONE [MART.]
Testosterone (USP:INN:BAN)
Halotensin
Fortesta
TESTOSTERONE (EP IMPURITY)
TESTOSTERONE [EP IMPURITY]
TESTOSTERONE (EP MONOGRAPH)
TESTOSTERONE [EP MONOGRAPH]
Androst-4-en-3-one, 17-hydroxy-, (17.beta.)-
TESTOSTERONE (USP MONOGRAPH)
TESTOSTERONE [USP MONOGRAPH]
17 beta Hydroxy 4 Androsten 3 one
(8alpha,10alpha,13alpha,14beta,17alpha)-17-hydroxyandrost-4-en-3-one
Androderm (TN)
17.beta.-Testosterone
Androgel (TN)
SMR000058344
Testosterone (1.0mg/mL in Acetonitrile)
Striant (TN)
Testim (TN)
Testosterone (JAN/USP)
Androst-4-en-3-on-17B-ol
CHEMBL386630
component of Duogen (Salt/Mix)
component of Tostrex (Salt/Mix)
component of Di-Met (Salt/Mix)
component of Intrinsa (Salt/Mix)
Epitestosteron
Lumitestosteron
4-Androsten-17.beta.-ol-3-one
4-Androsten-3-one-17.beta.-ol
Tostrelle
Tostrex
Viatrel
testosterone,
component of Di-Genik (Salt/Mix)
4-Androsten-3-one, 17b-hydroxy-
9b-testosterone
component of Mal-O-Fem (Salt/Mix)
Natestonasal gel
4-androstene-17beta-ol-3-one
17b-hydroxy-4-androsten-3-one
delta4-androsten-17b-ol-3-one
Testosterone, 1
3kdm
Androst-4-en-3-one, 17-hydroxy-, (17b)-
17b-Testosterone
17-.beta.-Hydroxyandrost-4-en-3-one
NCGC00091018-01
8-iso-testosterone
17-beta-Hydroxy-4-Androsten-3-one
(+-)-testosterone
Axiron (TN)
CMC_13449
13-iso-testosterone
mpp10
TESTSTERONE
9b,10a-testosterone
17.beta.-Hydroxy-.DELTA.4-androsten-3-one
17-Hydroxyandrost-4-en-3-one, (17.beta.)-
Testo-100
Testosterone Gel, 1%
(+-)-retrotestosterone
Testosterone, >=98%
TESTOSTERONE [MI]
TESTOSTERONE [INN]
TESTOSTERONE [JAN]
Epitope ID:135865
TESTOSTERONE [HSDB]
(+-)-8-iso-testosterone
SCHEMBL8452
4-Androsten-17beta-ol-one
TESTOSTERONE [VANDF]
4-Androsten-3-one-17b-ol
MLS000563091
MLS001032098
MLS001306401
MLS001424262
MLS002174283
BIDD:ER0555
TESTOSTERONE [WHO-DD]
US9682960, Testosterone
D4-Androsten-17b-ol-3-one
Androst-4-en-17b-ol-3-one
BDBM8885
GTPL2858
Androst-4-ene-17b-ol-3-one
TESTOSTERONE [EMA EPAR]
17-hydroxy-D4-androsten-3-one
17-hydroxy-androst-4-en-3-one
17beta-hydroxy-4-androsten-3one
MSK2220
TESTOSTERONE [GREEN BOOK]
Testosterone, cell culture tested
17b-Hydroxy-androst-4-en-3-on
17b-Hydroxy-D4-androsten-3-one
17b-Hydroxyandrost-4-ene-3-one
1i37
Testosterone, 1mg/ml in Methanol
17a-hydroxy-androst-4-en-3-one
17b-hydroxy-androst-4-en-3-one
HMS2052N11
HMS2272B03
HMS2272P03
TESTOSTERONE [ORANGE BOOK]
(8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
Tox21_200689
HY-15554A
LMST02020002
RB3046
17b-hydroxy-8a-androst-4-en-3-one
rac-17b-hydroxy-androst-4-en-3-one
AKOS015894897
17a-hydroxy-13a-androst-4-en-3-one
17a-hydroxy-14b-androst-4-en-3-one
17b-hydroxy-13a-androst-4-en-3-one
CCG-101189
CS-1415
DB00624
Human Serum - Testosterone, low level
NC00439
CAS-58-22-0
Human Serum - Testosterone, high level
Testosterone 1.0 mg/ml in Acetonitrile
17b-hydroxy-(8a)-androst-4-en-3-one
17b-hydroxy-(9b)-androst-4-en-3-one
NCGC00258243-01
(17b)-17-hydroxy-androst-4-en-3-one
17a-hydroxy-(13a)-androst-4-en-3-one
17b-hydroxy-(10a)-androst-4-en-3-one
17b-hydroxy-(13a)-androst-4-en-3-one
AC-14899
CPD000058344
FH156772
SMR001261453
Testosterone, purum, >=99.0% (HPLC)
Testosterone 100 microg/mL in Acetonitrile
NS00067928
rac-17b-hydroxy-(13a)androst-4-en-3-one
rac-17b-hydroxy-(8a)-androst-4-en-3-one
T0027
17b-hydroxy-(8a,10a)-androst-4-en-3-one
17b-hydroxy-(9b,10a)-androst-4-en-3-one
BIM-0061761.0001
C00535
D00075
rac-17b-hydroxy-(9b,10a)androst-4-en-3-one
S00309
AB00973630-03
Testosterone, VETRANAL(TM), analytical standard
Androst-4-en-3-one, 17-hydroxy, (17.beta.)-
Q1318776
B5DEE83F-632B-48A1-A0ED-A51E7F13DF2E
TESTOSTERONE ENANTATE IMPURITY D [EP IMPURITY]
TESTOSTERONE PROPIONATE IMPURITY C [EP IMPURITY]
Testosterone, European Pharmacopoeia (EP) Reference Standard
Testosterone; 4-Androsten-17?-ol-3-one; 17?-Hydroxy-4-androsten-3-one
Testosterone for system suitability, European Pharmacopoeia (EP) Reference Standard
(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
1050678-68-6
200-370-5