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Tetracycline

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Identification
Molecular formula
C22H24N2O8
CAS number
60-54-8
IUPAC name
9-acetyl-7-[4-amino-5-(4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
State
State

At room temperature, tetracycline is typically a solid. It is often supplied in capsule or tablet form for use as an antibiotic.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
444.44g/mol
Molar mass
444.4350g/mol
Density
1.5000g/cm3
Appearence

Tetracycline is a pale yellow, crystalline powder. It is highly sensitive to light, especially in solution, which can lead to degradation and change in color.

Comment on solubility

Solubility of 9-acetyl-7-[4-amino-5-(4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione (C22H24N2O8)

The solubility of 9-acetyl-7-[4-amino-5-(4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione is primarily influenced by its complex molecular structure and diverse functional groups. Here are some key considerations regarding its solubility:

  • Polarity: The presence of multiple hydroxyl (-OH) groups in the molecular structure introduces significant polarity, which typically enhances solubility in polar solvents like water.
  • Hydrophobic Interactions: The hydrophobic tetracene core may lead to reduced solubility in aqueous environments, often favoring organic solvents such as ethanol or acetone.
  • Functional Groups: Functional groups such as amines and methoxy groups can interact with solvents, potentially increasing solubility through hydrogen bonding.
  • Temperature Dependency: Solubility is also dependent on temperature; generally, increased temperature can enhance solubility for solid compounds.

In summary, while this compound may exhibit reasonable solubility in polar organic solvents due to its multiple hydroxyl groups, its unique structure suggests a more complex solubility behavior that warrants careful examination. As always, experimental data is essential to determine the exact solubility characteristics under different conditions.

Interesting facts

Interesting Facts about 9-acetyl-7-[4-amino-5-(4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

This complex compound, with its intricate structure, highlights the fascinating world of organic chemistry. Here are some intriguing aspects:

  • Structural Complexity: The compound features multiple functional groups, such as amino, methoxy, and hydroxyl groups, contributing to its diverse chemical reactivity. The presence of tetrahydropyran rings adds to its molecular intricacy.
  • Potential Biological Activity: Compounds like this one, especially those that include amino and hydroxy groups, are often studied for their biological properties. They may exhibit activity such as antitumor, antiviral, or anti-inflammatory effects, making them valuable in medicinal chemistry.
  • Applications in Material Science: Due to its tetracene core, this compound might have applications in organic electronics and photonic devices. Tetracenes are known for their ability to act as semiconductors, which is of great interest in developing novel electronic materials.
  • Synthetic Routes: The synthesis of such a compound can involve multiple steps, including functionalization of existing molecules and careful management of stereochemistry. Its preparation may serve as a case study in graduate-level organic synthesis courses.

As a chemistry student or scientist, one could reflect on the importance of such compounds in the development of new materials and pharmaceuticals, representing the forefront of chemical research.

Synonyms
Mar 70
67441-26-3
9-acetyl-7-[4-amino-5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Mar-70
5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-4-O-(2,6-dideoxy-alpha-L-arabino-hexopyranosyl)-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-
mar70
DTXSID20986716
3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-4-o-(2,6-dideoxyhexopyranosyl)hexopyranoside