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Testosterone

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

At room temperature, testosterone is a solid.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.00
Boiling point (Celsius)
412.00
Boiling point (Kelvin)
685.00
General information
Molecular weight
288.43g/mol
Molar mass
288.4290g/mol
Density
1.1200g/cm3
Appearence

Testosterone typically appears as a white to off-white crystalline powder. It is not soluble in water but is soluble in alcohol, chloroform, dioxane, and ether.

Comment on solubility

Solubility of 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

The solubility characteristics of 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone can be intriguing due to its complex structural makeup. Its solubility is influenced by several factors:

  • Polarity: The presence of hydroxyl (-OH) groups suggests that this compound may have moderate solubility in polar solvents such as water, while more hydrocarbon-like regions could favor solubility in non-polar organic solvents.
  • Hydrogen Bonding: The hydroxyl groups could facilitate hydrogen bonding, enhancing solubility in some polar solvents, which is essential for compounds in biochemical contexts.
  • Size and Configuration: The overall size of the molecule and its stereochemistry may hinder solubility, particularly in water, as larger and more complex molecules often present steric challenges that limit dissolution.

In summary, while the solubility of this compound may vary depending on the solvent used, the interplay of its polarity, hydrogen bonding capabilities, and molecular size is crucial. As with many chemical compounds, it’s a delicate balance of properties that determines solubility: “Each molecule tells its own story in a solvent.”

Interesting facts

Interesting Facts About 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

This fascinating compound, known for its intricate structure and biological significance, belongs to a class of steroids. Compounds like this play pivotal roles in various biological systems, particularly in hormone and cellular functions.

Key Features:

  • Stereochemistry: The complex stereochemistry represented by its numerous chiral centers contributes to the compound's specific biological activity.
  • Biological Relevance: Similar sterol structures are critical in the development and regulation of hormonal pathways within living organisms, especially in mammals.
  • Potential Applications: Compounds of this nature are often researched for their therapeutic potential, including roles in anti-inflammatory and anticancer therapies.

As a scientist or chemistry student, one might marvel at the **diversity of natural products**. Many steroid derivatives have been used in traditional medicine and continue to inspire synthetic chemists:

  1. The natural variations often lead to novel drug discovery.
  2. This compound showcases how slight modifications can lead to substantially different properties and efficacy in a therapeutic context.

In summary, 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone exemplifies the intricate relationship between molecular structure and function, making it a subject of intense study within the field of organic and medicinal chemistry.

Synonyms
pregnenolone
145-13-1
Arthenolone
Pregnetan
Pregneton
Pregnolon
Prenolon
Regnosone
Skinostelon
Enelone
3beta-Hydroxypregn-5-en-20-one
Natolone
5-Pregnen-3beta-ol-20-one
Bina-Skin
delta5-Pregnenolone
5-Pregnen-3-beta-ol-20-one
Pregnenolona
Pregnenolonum
Pregnenolone [INN:BAN]
(3BETA)-3-HYDROXYPREGN-5-EN-20-ONE
Pregnenolonum [INN-Latin]
Pregnenolona [INN-Spanish]
3-beta-Hydroxypregn-5-en-20-one
NSC 1616
5-Pregnenolone
EINECS 205-647-4
Pregn-5-en-20-one, 3-hydroxy-, (3beta)-
Pregn-5-en-20-one, 3beta-hydroxy-
Prestwick_859
DTXSID1036541
CHEBI:16581
3beta-Hydroxy-5-pregnen-20-one
73R90F7MQ8
Prestwick3_000546
3.beta.-Hydroxypregn-5-en-20-one
Pregnenolone (JAN/INN)
Pregn-5-en-20-one, 3-hydroxy-, (3-beta)-
PREGNENOLONE [MI]
1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
PREGNENOLONE [INN]
PREGNENOLONE [JAN]
Pregn-5-en-20-one, 3-beta-hydroxy-
PREGNENOLONE [VANDF]
PREGNENOLONE [WHO-DD]
DTXCID9016541
Pregn-5-ene-3beta-ol-20-one
MFCD00003628
Pregnenolonum (INN-Latin)
Pregnenolona (INN-Spanish)
Pregnenolone (3beta-Hydroxypregn-5-en-20-one)
.DELTA. SUP(5)-PREGNEN-3.BETA.-OL-20-ONE
5-Pregnen-3beta;-ol-20-one
PREGN-5-EN-20-ONE, 3-(3-CARBOXY-, (3.BETA.)-
17.BETA.-(1-KETOETHYL)-.DELTA. SUP(5)-ANDROSTEN-3.BETA.-OL
1-[(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16, 17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)]ethanone
PLO
SMR000112161
.DELTA.5-Pregnenolone
SR-05000002128
5-Pregnen-3.beta.-ol-20-one
NSC1616
Pregnolone
NSC-1616
UNII-73R90F7MQ8
NSC-18158
5 Pregnen 3 beta ol 20 one
Pregn-5-en-20-one, 3-hydroxy-, (3b)-
NCGC00163125-02
Pregn-5-en-20-one, 3.beta.-hydroxy-
1-((3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16, 17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl))ethanone
1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-17-yl)ethanone
CAS-145-13-1
Pregnenolone (Standard)
Prestwick0_000546
Prestwick1_000546
Prestwick2_000546
Spectrum5_002057
bmse000476
5-Pregnen-3b-ol-20-one
BIDD:PXR0019
BSPBio_000591
MLS002153868
MLS002207138
Pregn-5-en-3b-ol-20-one
SCHEMBL129572
Pregn-5-ene-3b-ol-20-one
SPBio_002512
3-Hydroxy-5-pregnen-20-one
3b-Hydroxypregn-5-en-20-one
BPBio1_000651
CHEMBL253363
GTPL2376
Pregn-5-en-3beta-ol-20-one
HY-B0151R
delta5-Pregnen-3beta-ol-20-one
3beta-Hydroxy-5-pregenen-20-one
3beta-Hydroxy-5-pregnene-20-one
3beta-hydroxypregn-5-ene-20-one
HMS1569N13
HMS2090J15
HMS2096N13
HMS2268A04
HMS3713N13
HMS3884G16
Delta5-Pregenen-3beta-ol-20-one
Delta5-Pregnene-3beta-ol-20-one
1-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-hydroxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
BCP23361
HY-B0151
Tox21_112011
Tox21_302141
BDBM50375319
CMC_13393
LMST02030088
Pregnenolone (progesterone precursor)
s1914
3beta-Hydroxy-delta5-pregnen-20-one
AKOS015841076
AKOS015895418
Tox21_112011_1
(3b)-3-hydroxy-Pregn-5-en-20-one
CCG-220546
CS-1970
DB02789
DS-7794
FP27154
(3?)-3-Hydroxy-pregn-5-en-20-one
Pregnenolone 0.1 mg/ml in Acetonitrile
.DELTA.5-Pregnen-3.beta.-ol-20-one
5-Pregnen-3beta-ol-20-one, >=98%
NCGC00163125-03
NCGC00163125-04
NCGC00163125-06
NCGC00255436-01
AC-12806
AC-32630
BCP0726000217
3-Hydroxypregn-5-en-20-one, (3.beta.)-
3.beta.-Hydroxy-.DELTA.5-pregnen-20-one
NS00014904
P0786
Pregn-5-en-20-one, 3beta-hydroxy-(8CI)
(3alpha,8alpha)-3-hydroxypregn-5-en-20-one
C01953
D00143
DELTA SUP(5)-PREGNEN-3BETA-OL-20-ONE
17beta-[1-Ketoethyl]-Delta5-androsten-3beta-ol
EN300-7388669
Pregn-5-en-20-one, 3-hydroxy-, (3.beta.)-
Q412158
SR-05000002128-4
SR-05000002128-5
BRD-K43880410-001-14-4
0F6367C4-E1FA-4AEC-9846-7BCC5ADA3417
Z2235801892
PREGN-5-EN-20-ONE, 3-(3-CARBOXY-, (3BETA)-
17BETA-(1-KETOETHYL)-DELTA SUP(5)-ANDROSTEN-3BETA-OL
1-((3S,8S,10R,13S,17S)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone
1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one
1-[(1S,3aS,3bS,7S,9aR,9bS,11aS)-7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethan-1-one
205-647-4