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Androstenedione

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Identification
Molecular formula
C19H26O2
CAS number
63-05-8
IUPAC name
(8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
State
State

At room temperature, androstenedione is in a solid state, typically appearing as a crystalline powder.

Melting point (Celsius)
170.00
Melting point (Kelvin)
443.15
Boiling point (Celsius)
393.00
Boiling point (Kelvin)
666.15
General information
Molecular weight
286.41g/mol
Molar mass
286.4090g/mol
Density
1.1200g/cm3
Appearence

Androstenedione typically appears as a white to off-white crystalline powder. It does not have any particular odor.

Comment on solubility

Solubility of (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione

The solubility of a compound like (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione (C19H26O2) is influenced by several factors:

  • Molecular Structure: The complex structure suggests a non-polar nature due to its large hydrocarbon framework, which may limit solubility in polar solvents.
  • Functional Groups: The presence of carbonyl groups (C=O) can increase the potential for solubility in certain polar organic solvents.
  • Hydrophobic Interactions: The bulky hydrophobic nature of the compound may enhance solubility in non-polar solvents such as hexane or toluene.
  • Temperature Effects: Solubility can also vary significantly with temperature changes; increased temperatures typically promote greater solubility.

In summary, while solubility behavior can be variable, a compound like C19H26O2 is likely to show:

  • Limited solubility in water due to its non-polar characteristics
  • Improved solubility in organic solvents, particularly those that are non-polar or weakly polar.

Understanding these solubility aspects is crucial for applications in pharmaceutical formulations and chemical synthesis.

Interesting facts

Interesting Facts about (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione

This compound, often referred to in the scientific community as a member of the class of polycyclic compounds, is particularly intriguing for several reasons:

  • Complex Structure: The stereochemistry of this compound showcases a rich and intricate arrangement of carbon atoms, with multiple chiral centers. This complexity highlights the importance of stereochemistry in determining the properties and reactivity of organic molecules.
  • Biological Relevance: As a derivative of the phenanthrene family, compounds like this one can serve as potential leads in drug development. The unique structural features may interact with biological targets, making them candidates for further medicinal chemistry studies.
  • Synthetic Challenges: The synthesis of such a polycyclic structure presents significant synthetic challenges. Chemists often employ multi-step reactions involving cyclizations and functional group transformations. Mastery over these techniques is crucial for success in synthetic organic chemistry.
  • Natural Occurrence: Many structurally similar compounds are found in nature, particularly in plants where they serve various ecological roles. Investigating this compound may yield insights regarding its natural biosynthesis and potential applications as a natural product.
  • Applications in Material Science: Beyond biological applications, its structural properties might offer interesting avenues for research in materials science, particularly in creating organic semiconductors or polymers.

The exploration of compounds like this one not only enhances our understanding of organic chemistry but also paves the way for innovative applications in various scientific fields!

Synonyms
androstenedione
Androst-4-ene-3,17-dione
4-Androstene-3,17-dione
63-05-8
4-Androstenedione
Androtex
3,17-Dioxoandrost-4-ene
delta-4-Androstenedione
Fecundin
SKF 2170
Androstendione
delta-4-Androsten-3,17-dione
Androstenedione [JAN]
4-ANDROSTENE-3-17-DIONE
17-Ketotestosterone
NSC 9563
delta-(sup4)-Androsten-3,17-dione
delta(sup 4)-Androstene-3,17-dione
HSDB 7335
(8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
EINECS 200-554-5
delta4-androstenedione
DTXSID8024523
CHEBI:16422
Androstenedione (JAN)
DELTA4-Androstene-3,17-dione
NSC9563
Delta(4)-androsten-3,17-dione
4-ANDENDION
Delta(4)-androstene-3,17-dione
NSC-9563
.DELTA.4-Androstene-3,17-dione
4-Androsten-3,17-dione
[4-14C]-androstenedione
ANDROSTENEDIONE [MI]
D4-Androstene-3,17-dione
ANDROSTENEDIONE [HSDB]
(4)-Androsten-3,17-dione
ANDROSTENEDIONE [VANDF]
MLS000028510
DTXCID204523
ANDROSTENEDIONE [MART.]
ANDROSTENEDIONE [WHO-DD]
.delta.4-Androsten-3,17-dione
EC 200-554-5
409J2J96VR
[4-14C]androst-4-ene-3,17-dione
NCGC00023902-06
SMR000058281
TESTOSTERONE IMPURITY A [EP IMPURITY]
(4-14C)-androstenedione
delta-4-Androstene-3,17-dione
ANDROSTENEDIONE (MART.)
(4-14C)androst-4-ene-3,17-dione
CAS-63-05-8
(8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione
androst-4-ene-3,17-dione (androstenedione)
TESTOSTERONE IMPURITY A (EP IMPURITY)
Androstenedione (1.0 mg/mL in Acetonitrile)
delta 4 Androstenedione
CHEMBL274826
4 Androstene 3,17 dione
adione
UNII-409J2J96VR
(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo(8.7.0.02,7.011,15)heptadec-6-ene-5,14-dione
(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione
(8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta(a)phenanthrene-3,17-dione
Androsten-3,17-dione
Opera_ID_1694
Spectrum5_002059
Therapeutic Androstenedione
Epitope ID:135869
androst-4-en-3,17-dione
BIDD:PXR0101
Lopac0_000114
SCHEMBL23272
delta(sup 4)-androstenedione
MLS000563086
MLS002152886
delta4-androsten-3,17-dione
GTPL2860
BDBM91713
Androst-4-en-3,17-dione, 2
HMS2231F18
Androstenedione, 1mg/ml in Methanol
delta(sup 4)-etiocholendione-3,17
delta(sup 4)androstene-3,17-dione
Tox21_110893
Tox21_202269
Tox21_300579
BBL033517
c1015
delta(sup 4)-androsten-3,17-dione
LMST02020007
MSK2287-100A
STK801871
AKOS005622710
Tox21_110893_1
CCG-204209
DB01536
.delta.-(sup4)-Androsten-3,17-dione
Estr-5-ene-3,17-diol,(3b,17b)-
NCGC00023902-03
NCGC00023902-04
NCGC00023902-05
NCGC00023902-07
NCGC00023902-08
NCGC00023902-09
NCGC00254238-01
NCGC00259818-01
AC-11042
AC-33197
Androstenedione; 3,17-Dioxo-4-andostene
FA156791
VS-12118
A0845
EU-0100114
NS00010905
WLN: L E5 B666 FV OV MUTJ A1 E1
A 9630
C00280
D00051
Q411064
SR-01000003096
SR-01000075697
Androstenedione Solution in Acetonitrile, 100ug/mL
SR-01000003096-4
SR-01000075697-1
8F5F4DCB-1164-4F2C-B4E3-3B74F684B189
4-Androstene-3,17-dione, VETRANAL(TM), analytical standard
Androstenedione (Androst-4-ene-3,17-dione) 1.0 mg/ml in Acetonitrile
(3aS,3bR,9aR,9bS,11aS)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,7-dione
(8R,10R,13S)-10,13-Dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
117598-81-9