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Curcumin

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Identification
Molecular formula
C21H20O6
CAS number
458-37-7
IUPAC name
1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione
State
State

At room temperature, curcumin is a solid. It is sparingly soluble in water, but it dissolves well in organic solvents such as ethanol, dimethylsulfoxide (DMSO), and acetone. Its solid-state characteristics are used to advantage in various pharmaceutical and nutraceutical applications.

Melting point (Celsius)
183.00
Melting point (Kelvin)
456.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
368.39g/mol
Molar mass
368.3850g/mol
Density
1.3006g/cm3
Appearence

Curcumin typically appears as a bright yellow-orange crystalline powder. It is the main curcuminoid found in turmeric root, which gives turmeric its characteristic color. The appearance of curcumin can be explained by its polyphenolic structure that is capable of absorbing visible light at certain wavelengths, hence its vivid color. It is commonly used as a natural food coloring and in hair dyes, and its fluorescent properties make it useful in histotechnology for staining purposes.

Comment on solubility

Solubility of 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione

The solubility of the compound C21H20O6, known as 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione, exhibits some interesting characteristics due to its complex structure.

Solubility Characteristics

This compound demonstrates the following properties regarding solubility:

  • Solvent Dependency: It is expected that 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione is more soluble in organic solvents, such as ethanol and methanol, due to its hydrophobic aromatic regions.
  • Water Solubility: The presence of hydroxyl groups may enhance some degree of solubility in water, though the overall hydrophobic character likely limits this.
  • Temperature Influence: As with many organic compounds, increased temperature may improve its solubility in organic solvents.
  • pH Sensitivity: The solubility may also vary with pH, as changes in the ionization state of the hydroxyl groups can impact solubility in aqueous environments.

In summary, while 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione may not be highly soluble in water, its solubility profile in organic solvents and under varying conditions makes it a compound of interest for further study.

Interesting facts

Interesting Facts about 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione

1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione, often abbreviated for convenience, is a fascinating compound in the field of organic chemistry. Here are some engaging insights about this intriguing chemical:

  • Structural Complexity: This compound features a unique hepta-diene structure that incorporates two phenolic groups. The presence of methoxy and hydroxyl functional groups significantly impacts its reactivity and interactions.
  • Natural Origin: Compounds similar to this one are often found in various natural products, including plants, where they may serve as pigments or play roles in the secondary metabolite pathways important for plant defense.
  • Potential Pharmacological Applications: Due to its interesting structural framework, it has drawn attention for potential therapeutic properties, including antioxidative and anticancer activities. Research is ongoing to explore its efficacy in these areas.
  • Mechanistic Insights: This compound is likely to undergo various chemical reactions including *diels-alder reactions* and *oxidation*, making it a subject of study for chemists interested in reaction mechanisms and synthetic methodologies.
  • Collaboration with Other Chemicals: Its ability to form complexes with metals or other organic molecules can lead to innovative applications in materials science and nanotechnology. Such interactions could be pivotal in the development of new materials with specific properties.

In summary, 1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione stands out in the realm of organic compounds, not only for its structural diversity but also for its vast potential in scientific research and application. As we continue to study its properties and interactions, we deepen our understanding of the remarkable world of chemistry.

Synonyms
DTXSID10859369
1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
(E/Z)-Curcumin
NCIMech_000700
KBioGR_002439
KBioSS_002445
MLS006011952
CHEMBL3187799
KBio2_002439
KBio2_005007
KBio2_007575
KBio3_002917
DTXCID20809719
VFLDPWHFBUODDF-UHFFFAOYSA-N
Bio1_000405
Bio1_000894
Bio1_001383
HMS3372G15
HMS3873H13
WZB83326
AKOS030228439
SB17248
SMP1_000082
NCGC00017159-08
NCGC00017159-13
NCI60_002883
SMR004703530
SY010906
(1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione)
1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione
(E/Z)-Diferuloylmethane; (E/Z)-Natural Yellow 3; (E/Z)-Turmeric yellow
Curcumin, ? 95% (Curcuminoid content), ? 70% (Curcumin), 16%-20% (Methoxycurcumin), 2%-6% (Bisdemethoxycurcumin) from Turmeric rhizome