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Yohimbine

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Identification
Molecular formula
C21H26N2O3
CAS number
146-48-5
IUPAC name
(1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6-oxa-5,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4,7-dien-17-ol
State
State

At room temperature, yohimbine is found in a solid state.

Melting point (Celsius)
288.00
Melting point (Kelvin)
561.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
354.47g/mol
Molar mass
354.4650g/mol
Density
1.2400g/cm3
Appearence

Yohimbine is typically an off-white to light yellow crystalline powder.

Comment on solubility

Solubility Characteristics

The compound (1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6-oxa-5,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4,7-dien-17-ol presents a unique solubility profile that is influenced by its complex structure. Here are some key points to consider:

  • Solvent Compatibility: The solubility can vary significantly depending on the solvent used. Polar solvents like water and methanol are less likely to dissolve this compound due to its hydrophobic regions.
  • Non-Polar Solvents: This compound is more likely to dissolve in non-polar organic solvents, such as hexane and chloroform, which can interact favorably with its hydrophobic character.
  • Temperature Influence: Increasing the temperature may enhance solubility for certain organic solvents, as molecular motion increases and dissolution rates may improve.
  • Functional Groups: The presence of functional groups, such as the oxo and diaza units, may introduce specific interactions (e.g., hydrogen bonding in polar environments) that might aid in solubility under the right conditions.

Overall, the solubility of this compound exhibits strong dependence on both the choice of solvent and environmental conditions. Understanding these interactions is critical for applications in fields such as pharmaceuticals and material science. As always, "solubility is key!" This phrase emphasizes the importance of knowing how compounds behave in different environments, which can dictate their usability and efficacy.

Interesting facts

Exploring the Unique Compound: (1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6-oxa-5,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4,7-dien-17-ol

This compound, with its intricate structure, is an exciting example of the complexity that can be found in organic chemistry. Here are some fascinating aspects to consider:

  • Structural Complexity: The name suggests a highly complex molecular architecture known as "pentacyclic," which contains five interconnected rings. Such structures can exhibit a wide range of biological activities and can be critical in medicinal chemistry.
  • Stereochemistry: The specific configuration indicated by the stereochemical labels (1S, 2S, 10S, etc.) implies that this compound has multiple chiral centers. Stereochemistry plays a crucial role in the biological activity of compounds, influencing how they interact with enzymes and receptors.
  • Biological Significance: Compounds like this one, which contain nitrogen and oxygen within their structure, are often involved in biological processes. The presence of diaza groups can enhance interactions in various biochemical pathways.
  • Potential Applications: The complexity of this compound suggests potential applications in pharmaceuticals, particularly in the development of new drugs targeting specific diseases. Compounds with multiple functional groups can lead to significant variations in activity.
  • Research Opportunities: This compound's unique structural features beckon researchers to explore its synthesis and modification. The ability to create analogs by altering certain functional groups could reveal vital information about structure-activity relationships.

Ultimately, this compound encapsulates the beauty and intricacy of organic chemistry. As students and scientists, we are encouraged to delve deeper into such compounds to uncover their secrets, revealing new pathways in science and technology.

"Every molecule has a story to tell; it’s up to us to decipher its narrative."

Synonyms
Furazabol
1239-29-8
Frazalon
Qu Zhi Shu
Miotolan
2W07HSP5PX
DTXSID7046889
NCGC00181290-01
Androfurazanol
Miotolon
Myotolon
Furazabolo [DCIT]
Furazabolo
Furazabolum
Furazabol [INN:JAN]
Furazabolum [INN-Latin]
(1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6-oxa-5,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4,7-dien-17-ol
(1S,3aS,3bR,5aS,10aS,10bS,12aS)-1,10a,12a-Trimethyl-2,3,3a,3b,4,5,5a,6,10,10a,10b,11,12,12a-tetradecahydro-1H-cyclopenta[7,8]phenanthro[2,3-c][1,2,5]oxadiazol-1-ol
EINECS 214-983-0
DH 245
UNII-2W07HSP5PX
17beta-Hydroxy-5alpha-androstano-[2,3-c]furazan-17b-ol
Miotolan (TN)
Furazabol (JAN/INN)
FURAZABOL [INN]
FURAZABOL [JAN]
FURAZABOL [MI]
17-beta-Hydroxy-17-alpha-methyl-5-alpha-androstano(2,3-c)furazan
17-Methyl-5-alpha-androstano(2,3-c)(1,2,5)oxadiazol-17-beta-ol
FURAZABOL [MART.]
FURAZABOL [WHO-DD]
SCHEMBL309515
17-Methyl-5alpha-androstano(2,3-c)furazan-17beta-ol
CHEMBL1893554
DTXCID5026889
CHEBI:31640
RGLLOUBXMOGLDQ-IVEVATEUSA-N
17-Methyl-5alpha-androstano(2,3-c)(1,2,5)oxadiazol-17beta-ol
BCP12621
Tox21_112772
5-alpha-ANDROSTANO(2,3-c)(1,2,5)OXADIAZOL-17-beta-OL, 17-METHYL-
DB01514
CAS-1239-29-8
NS00044869
D01158
Q411537
17alpha-Methyl-17beta-hydroxyandrostano(2,3-c)-furazan
17-METHYL-5.ALPHA.-ANDROSTANO(2,3-C)FURAZAN-17.BETA.-OL