CAS 58493-48-4

Homocapsaicin

Description:

Homocapsaicin, with the CAS number 58493-48-4, is a chemical compound that belongs to the capsaicinoid family, which are the active components responsible for the heat in chili peppers. It is structurally similar to capsaicin, differing primarily in the position of the amine group. Homocapsaicin is characterized by its pungent flavor and is known for its potential health benefits, including analgesic properties and anti-inflammatory effects. This compound is lipophilic, allowing it to easily penetrate biological membranes, which contributes to its effectiveness in topical applications. In terms of physical properties, homocapsaicin is typically a colorless to pale yellow liquid, and it is soluble in organic solvents but has limited solubility in water. Its applications extend beyond culinary uses, as it is also explored in pharmaceuticals and cosmetics for its sensory properties. As with other capsaicinoids, caution is advised when handling homocapsaicin due to its irritant effects on skin and mucous membranes.

Formula: C₁₉H₂₉NO₃

InChI: InChI=1S/C19H29NO3/c1-15(2)9-7-5-4-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h7,9,11-13,15,21H,4-6,8,10,14H2,1-3H3,(H,20,22)/b9-7+

InChI key: InChIKey=JKIHLSTUOQHAFF-VQHVLOKHSA-N

SMILES: C(NC(CCCCC/C=C/C(C)C)=O)C1=CC(OC)=C(O)C=C1

Synonyms:

• (7E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyl-7-decenamid
• (7E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyl-7-decenamide
• (7E)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-9-methyl-7-decenamide
• 58493-48-4
• 7-Decenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyl-, (7E)-
• 7-Decenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyl-, (E)-
• E-Homocapsaicin
• Homocapsaicin
• Homocapsaicin I

(E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide

CAS: 58493-48-4

(E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide

Purity: 95%

Molecular weight: 319.45g/mol

Ref: 54-OR1053223

Homocapsaicin I

CAS: 58493-48-4

Formula: C₁₉H₂₉NO₃

Molecular weight: 319.45

Ref: 4Z-C-8713

Homocapsaicin

CAS: 58493-48-4

Natural alkaloid

Formula: C₁₉H₂₉NO₃

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 319.44

Ref: 5G-25561

Homocapsaicin I

CAS: 58493-48-4

Applications Homocapsaicin I is commonly found in herbs and spices, such as chilli peppers. Homocapsaicin I is a capsaicinoid and an irritant.
References Choi, S., et al.: ?J. Agric. Food Chem 54, 9224 (2006); Kozukue, N., et al.: ?J. Agric. Food Chem 53, 9172 (2005)

Formula: C₁₉H₂₉NO₃

Color and Shape: Neat

Molecular weight: 319.438

Ref: TR-H589900

Homocapsaicin I

CAS: 58493-48-4

Formula: C₁₉H₂₉NO₃

Molecular weight: 319.45

Ref: ST-EA-CP-C168004

Homocapsaicin I

CAS: 58493-48-4

Homocapsaicin is a synthetic analog of capsaicin, which is derived from chili peppers. It acts as a vanilloid receptor agonist, primarily targeting the transient receptor potential vanilloid type 1 (TRPV1) receptor. By binding to this ion channel, homocapsaicin induces depolarization of sensory neurons, leading to an influx of cations, particularly calcium ions. This cascade results in the activation of cellular pathways associated with pain perception and thermoregulation.

Formula: C₁₉H₂₉NO₃

Purity: Min. 95%

Molecular weight: 319.4 g/mol

Ref: 3D-ICA49348