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Phlorizin

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Identification
Molecular formula
C21H24O10
CAS number
60-81-1
IUPAC name
1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one
State
State

Phlorizin is usually found in a crystalline solid state at room temperature. It is slightly soluble in water, leading to its limited use in aqueous systems at ambient conditions.

Melting point (Celsius)
106.00
Melting point (Kelvin)
379.15
Boiling point (Celsius)
814.10
Boiling point (Kelvin)
1 087.30
General information
Molecular weight
436.44g/mol
Molar mass
436.4360g/mol
Density
1.5240g/cm3
Appearence

Phlorizin appears as a white to yellowish crystalline solid. It can also be found in the form of a fine powder. While it is generally stable under ordinary conditions, it has a tendency to darken on exposure to light and air.

Comment on solubility

Solubility of 1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one (C21H24O10)

The solubility of 1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one is influenced by several factors due to its complex structure.

Key Considerations:

  • Hydroxyl Groups: This compound contains multiple hydroxyl (-OH) groups, which typically enhance solubility in polar solvents such as water.
  • Molecular Weight: With a relatively high molecular weight of 24 carbon atoms, the overall solubility may be somewhat limited.
  • Steric Hindrance: The bulky tetrahydropyran ring might create steric hindrance, making it less soluble than simpler phenolic compounds.

In general, we can expect:

  • Good solubility in polar solvents
  • Limited solubility in non-polar solvents

This combination of properties suggests that while the compound might dissolve well in water or other polar media, its intricacy could hinder its solubility in organic solvents. As such, to determine precise solubility, empirical testing under varying conditions would be crucial. Remember, "solubility is not a single value, but a spectrum," and can be greatly influenced by the environment and interactions with other molecules.

Interesting facts

Interesting Facts about 1-[2,4-Dihydroxy-6-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydropyran-2-yl]Oxy-Phenyl]-3-(4-Hydroxyphenyl)Propan-1-One

This complex molecule, known for its diverse functionalities, is a fascinating subject in the realm of organic chemistry. Here are some key insights about this compound:

  • Hydroxyl Richness: The molecule features multiple hydroxyl (–OH) groups, which contribute to its hydrophilic properties and enhance its potential interactions with other chemical species.
  • Natural Product Analogue: Its structure bears resemblance to various natural products, often found in plants, suggesting possible biological activities or medicinal properties.
  • Chemical Applications: Compounds with similar characteristics are investigated for their roles as antioxidants, which are crucial in preventing oxidative damage in biological systems.
  • Synthetic Pathways: The synthesis of such complex molecules often requires multiple steps of functionalization and manipulation of simpler building blocks, showcasing the creativity and skill of organic chemists.
  • Potential Research Topics: Researchers are examining compounds like this one for various applications in pharmaceuticals, including drug development and delivery systems.

As you delve deeper into the study of this compound, consider the myriad of interactions it can participate in, and how its unique structure could lead to exciting discoveries in the fields of biochemistry and medicinal chemistry!

Synonyms
Phlorizine
NSC2833
Phloretin-2'-O-glucoside
Phloridizin
CHEMBL45266
SCHEMBL113699
SCHEMBL22022720
CHEBI:182131
IOUVKUPGCMBWBT-UHFFFAOYSA-N
BDBM237198
HMS3656K07
BCP29914
LMPK12120517
MFCD00006591
1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
NCI60_002323
SY030366
DB-050099
1-Propanone,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-