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Capsaicin

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Identification
Molecular formula
C18H27NO3
CAS number
404-86-4
IUPAC name
N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide
State
State
Capsaicin is typically found as a solid at room temperature. It is often synthesized or extracted into a crystalline form from natural sources.
Melting point (Celsius)
62.00
Melting point (Kelvin)
335.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
305.42g/mol
Molar mass
305.4160g/mol
Density
1.2000g/cm3
Appearence
Capsaicin appears as a crystalline solid that is generally colorless or pale yellow. It can also be found as an off-white, waxy compound when in its pure form.

This compound is often associated with being a component in chili peppers, where it contributes to their spicy heat.

Comment on solubility

Solubility of N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide

The solubility of the compound N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide (C18H27NO3) can be influenced by several factors, including polarity, temperature, and the presence of solvents. Understanding its solubility behavior is crucial for determining its potential applications and reactivity:

  • Polarity: This compound features both hydrophilic (the hydroxy group) and hydrophobic (the long carbon chain) regions. This duality suggests varying solubility in polar and non-polar solvents.
  • Solvent Compatibility: The solubility may be significant in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), while showing reduced solubility in water due to the apolar hydrocarbon chain.
  • Temperature Influence: Like many organic compounds, an increase in temperature can lead to increased solubility, as it generally enhances molecular movement and solvent interactions.

In conclusion, one might expect this compound to be fairly soluble in non-polar organic solvents while exhibiting limited solubility in polar solvents such as water. Understanding these solubility properties is essential for effectively utilizing this compound in various chemical applications.

Interesting facts

N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide

This intriguing compound, often referred to for its role in various biological and chemical systems, boasts a unique structure and potential applications. Here are some interesting facts about this particular amide:

  • Pharmaceutical Potential: Compounds like this one are valuable in medicinal chemistry, particularly for their potential anti-inflammatory and analgesic properties.
  • Natural Product Derivative: The 4-hydroxy-3-methoxy-phenyl group indicates a relationship to many natural phenolic compounds, which are frequently studied for their antioxidant activities.
  • Synthesis and Reactivity: The formation of such amides often involves acylation reactions, which are essential in organic synthesis. Understanding these reactions can help in the design of new drug candidates.
  • Structural Features: The presence of both a phenol and an amide functionality suggests intriguing interactions at the molecular level, possibly affecting solubility and reactivity.
  • Biological Interest: Research continues to explore how this compound and its analogs can interact with biological receptors, paving the way for novel therapeutic strategies.

In summary, N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide is a fascinating compound that bridges the fields of organic chemistry and pharmacology. With its complex structure and diverse potential applications, it remains a subject of interest for scientists and students alike.

Synonyms
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
7553-53-9
trans-Capsaicin-d3
CAPSAICIN, NATURAL
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (6Z)-
Zucapsaicin;Civamide;cis-Capsaicin
6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-
MFCD00209942
Spectrum_000303
Prestwick0_000879
Prestwick1_000879
Spectrum2_000770
Spectrum3_001449
Spectrum4_001739
Capsaicin, natural extract
KBioGR_000268
KBioGR_002158
KBioSS_000268
KBioSS_000783
DivK1c_000354
SPBio_000820
SPBio_002878
CHEMBL3187928
KBio1_000354
KBio2_000268
KBio2_000783
KBio2_002836
KBio2_003351
KBio2_005404
KBio2_005919
KBio3_000535
KBio3_000536
KBio3_002417
DTXSID40859357
N-vanillyl-8-methyl-6-nonenamide
NINDS_000354
Bio1_000468
Bio1_000957
Bio1_001446
Bio2_000268
Bio2_000748
HMS3266C10
HMS3369C16
HMS3369I19
HMS3393O07
BCP10026
SYB89952
AKOS028109365
NCGC00017337-15
SY103308
DB-046768
Q27166370