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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-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
State
State

At room temperature, testosterone is usually in a solid state, appearing as crystalline powder.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
288.43g/mol
Molar mass
288.4290g/mol
Density
1.0800g/cm3
Appearence

Testosterone is typically seen as a white to off-white crystalline powder, which is odorless or has a slight odor.

Comment on solubility

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

The solubility of the compound (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one in various solvents can be influenced by several factors, including molecular structure and the presence of functional groups. Here are some key points regarding its solubility characteristics:

  • Organic Solvents: This compound is generally expected to be soluble in non-polar to moderately polar organic solvents such as hexane, ethyl acetate, and dichloromethane due to its hydrophobic character.
  • Aqueous Solubility: It is likely to exhibit low solubility in water, given the large hydrocarbon framework and the presence of only one hydroxyl group, which may provide limited hydrogen bonding with water molecules.
  • Solubility Parameters: The solubility of this compound can be better understood by examining solubility parameters, which indicate its compatibility with various solvents.
  • Temperature Effects: Solubility may also vary with temperature; typically, an increase in temperature can enhance solubility in organic solvents.

In conclusion, while the compound may have good solubility in organic solvents, its hydrophilic interactions remain weak in aqueous environments. Understanding these solubility traits is crucial for applications in pharmaceuticals, where solvent choice can significantly affect drug formulation.

Interesting facts

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

The compound known as (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one is a fascinating example of a steroidal structure with significant biological implications.

Biological Importance

  • Active Metabolites: This compound is known to function as an important metabolite in various biological systems, influencing hormonal activity.
  • Potential Therapeutic Applications: Its structural characteristics lend themselves to possible uses in therapies related to hormonal imbalances, particularly in conditions affecting steroid hormone levels.
  • Research in Anti-Cancer Properties: Due to its steroid-like structure, there has been growing interest in studying its effects on cancer cells and exploring its potential as an anti-cancer agent.

Structural Features

The stereochemistry of this compound is particularly interesting, showcasing multiple chiral centers. This contributes to its unique biological activity and interactions with various receptors in the body. The specific configuration is essential in determining how the compound will interact at the molecular level, influencing its pharmacological properties.

Scientific Relevance

In the world of organic chemistry and medicinal chemistry, compounds like this one underscore the importance of chirality and structure-activity relationships (SAR). Understanding how small changes in molecular structure can lead to significant differences in biological activity is a cornerstone of modern drug design.

As a student or researcher, contemplating the implications of such compounds emphasizes the need for detailed exploration of their pharmacodynamics and pharmacokinetics. Engaging with these topics not only enhances our comprehension of the underlying principles of chemistry but also inspires innovative approaches in the pursuit of medical advancements.

Synonyms
nandrolone
19-Nortestosterone
434-22-0
19-Norandrostenolone
Norandrostenolone
Nortestosterone
Menidrabol
Nandrolon
Nortestonate
Oestrenolon
Norandrostenolon
17beta-Hydroxy-4-estren-3-one
Nortestosteronum
4-Estren-17beta-ol-3-one
Nandrolona
Nandrolonum
17beta-Hydroxy-19-nor-4-androsten-3-one
17beta-hydroxyestr-4-en-3-one
(17beta)-17-hydroxyestr-4-en-3-one
Nandrolonum [INN-Latin]
decadura
Nandrolona [INN-Spanish]
17-beta-Hydroestr-4-en-3-one
Nandrolone cIII
decadura (TN)
Nandrolone (INN)
Nandrolone [INN]
(17-beta)-17-Hydroxyestr-4-en-3-one
NSC 3351
Nandrolone [INN:BAN]
HSDB 3368
EINECS 207-101-0
Estr-4-en-3-one, 17beta-hydroxy-
Estr-4-en-3-one, 17-hydroxy-, (17beta)-
BIOBOL
6PG9VR430D
CHEBI:7466
(8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
DTXSID7023350
NANDROLONE [MI]
NSC-3351
NANDROLONE [HSDB]
NANDROLONE [VANDF]
CHEMBL757
Estr-4-en-3-one, 17-beta-hydroxy-
NANDROLONE [MART.]
NANDROLONE [WHO-DD]
17-Hydroxyestr-4-en-3-one
DTXCID403350
Estrenolone
4-Estren-17.beta.-ol-3-one
Deca-Durabolin (decanoate ester)
NANDROLONE CIII [USP-RS]
Durabolin (phenylpropionate ester)
EC 207-101-0
Estr-4-en-3-one, 17-hydroxy-, (17-beta)-
U 2410
4-ESTREN-3-ONE-17.BETA.-OL
NCGC00159416-02
Nandrolonum (INN-Latin)
(+)-19-Nortestosterone
Nandrolona (INN-Spanish)
NANDROLONE (MART.)
NANDROLONE DECANOATE IMPURITY D [EP IMPURITY]
NANDROLONE CIII (USP-RS)
17-Hydroxy-Estr-4-Ene-3-One
CAS-434-22-0
Nandrolone (1.0 mg/mL in Acetonitrile)
SMR000058610
NANDROLONE DECANOATE IMPURITY D (EP IMPURITY)
NSC3351
UNII-6PG9VR430D
Nortestrionate
Nandrolone Base
Nandrolone, beta
Estr-4-en-3-one, 17-hydroxy-, (17b)-
Nandrolone, alpha
NCGC00164479-01
(8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-one
19-nor-testosterone
17.beta.-Nandrolone
Nandrolone Decanoic acid
Estr-4-en-3-one, 17-hydroxy-, (17.beta.)-
17beta Hydroxy 19 Nor 4 Androsten 3 One
Estr-4-en-3-one, 17beta-hydroxy-(8CI)
enta[a]phenanthren-3-one
17.beta.-Nortestosterone
SCHEMBL20140
MLS001423989
MLS002222325
Estr-4-en-3-one, 17-hydroxy-, (17beta)-(9CI)
Nandrolone(19-nortestosterone)
Estr-4-en-3-one, 17-hydroxy-, (17-beta)-(9CI)
GTPL6949
Nandrolone, 1mg/ml in Methanol
A14AB01
S01XA11
HMS2051I04
HMS2098E05
HMS2272P06
HMS3715E05
Tox21_113167
Tox21_113199
Tox21_201212
4-ESTREN-3-ONE-17BETA-OL
BDBM50080092
LMST02010044
MSK2274-100A
AKOS015894933
Nandrolone 1.0 mg/ml in Acetonitrile
Tox21_113167_1
CCG-100835
CS-1416
DB13169
GS-6819
NC00085
NCGC00159416-03
NCGC00159416-04
NCGC00258764-01
AC-15207
AC-30575
CPD000058610
HY-17432
19-Nortestosterone, >=99.0% (HPLC)
NS00008687
C07254
D08250
Nandrolone, VETRANAL(TM), analytical standard
Q421709
SR-01000781257
Nortestosterone Solution in Acetonitrile, 100ug/mL
SR-01000781257-3
W-106227
BRD-K52080565-001-09-2
(17beta)-17-Hydroxyestr-4-en-3-one; 19-Norandrostenolone
Nandrolone, British Pharmacopoeia (BP) Reference Standard
Nandrolone, United States Pharmacopeia (USP) Reference Standard
(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
(8~{R},9~{S},10~{R},13~{S},14~{S},17~{S})-13-methyl-17-oxidanyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1~{H}-cyclop
(8~{R},9~{S},10~{R},13~{S},14~{S},17~{S})-13-methyl-17-oxidanyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1~{H}-cyclop enta[a]phenanthren-3-one
(8R,10R,13S,17S)-17-Hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
207-101-0
6VW