CAS 469-83-0

Cafestol

Descrição:

Cafestol é um composto natural encontrado principalmente no café, particularmente em infusões de café não filtradas. É um diterpeno, especificamente um tipo de labdano, e é conhecido por sua estrutura semelhante a lipídios. Cafestol é reconhecido por seus potenciais efeitos sobre a saúde, incluindo sua capacidade de aumentar os níveis de colesterol no sangue, o que tem sido objeto de pesquisa sobre o consumo de café e a saúde cardiovascular. O composto também é notado por suas propriedades antioxidantes, contribuindo para os benefícios gerais à saúde associados ao café. Cafestol é solúvel em solventes orgânicos, mas tem solubilidade limitada em água, o que é típico de muitos compostos lipofílicos. Sua presença no café varia significativamente dependendo do método de preparo; por exemplo, métodos como prensa francesa ou café turco retêm mais Cafestol em comparação com café filtrado. Compreender as características de Cafestol é essencial para avaliar seu impacto na saúde e nutrição, bem como seu papel na complexa química do café.

Fórmula: C₂₀H₂₈O₃

InChI: InChI=1/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13?,15-,17+,18-,19+,20+/m1/s1

Chave InChI: InChIKey=DNJVYWXIDISQRD-HWUKTEKMSA-N

SMILES: C[C@]12[C@]3([C@]4(C[C@]([C@](CO)(O)C4)(CC3)[H])CC[C@@]1(C5=C(CC2)OC=C5)[H])[H]

Sinónimos:

• (3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b,11,12-Dodecahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol
• (3bS,5aS,7R,8R,10aR,10bS)-7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
• (3bS,5aS,7R,8S,10aR,10bS)-7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
• 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-
• 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-7-hydroxy-10b-methyl-, (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-
• 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-7-hydroxy-10b-methyl-, [3bS-(3bα,5aβ,7β,8β,10aα,10bβ)]-
• Cafesterol
• Ccris 1518
• Cafestol
• 3bα,4,5,6,7,8,9,10,10aα,10b,11,12-Dodecahydro-7β-hydroxy-10bβ-methyl-5aβ,8β-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7α-methanol
• Cafestol (>85%)

Cafestol

CAS: 469-83-0

Natural extract from coffee beans which induces glutathione S-transferase

Fórmula: C₂₀H₂₈O₃

Cor e Forma: White to off white, Powder

Peso molecular: 316.44

Ref: 02-J65355

Cafestol

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Pureza: %

Cor e Forma: Solid

Peso molecular: 316.4345

Ref: IN-DA003AGF

Cafestol

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Pureza: ≥ 98.0%

Cor e Forma: White to off-white powder

Peso molecular: 316.44

Ref: 7W-GY0451

CAFESTOL

CAS: 469-83-0

CAFESTOL

Pureza: ≥95%

Peso molecular: 316.43g/mol

Ref: 54-BUP06803

Cafestol

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Peso molecular: 316.44

Ref: 4Z-C-433003

Cafestol

CAS: 469-83-0

Cafestol has anticarcinogenic, peripheral antinociceptive and anti-inflammatory activities, it inhibits Cyclic-Strain-induced interleukin-8, intercellular adhesion molecule-1, and monocyte chemoattractant protein-1 production in vascular endothelial cells. Cafestol is a novel extracellular signal-regulated kinase inhibitor with AP-1-targeted inhibition of prostaglandin E2 production in lipopolysaccharide-activated macrophages. Cafestol acts as an agonist ligand for both FXR and PXR, and this may contribute to its impact on cholesterol homeostasis. Cafestol has protective effects against the CCl(4)-induced hepatotoxicity, which possibly involve mechanisms related to its ability to block the CYP2E1-mediated CCl(4) bioactivation and free radical scavenging effects. Cafestol has antidiabetic activity, it increases glucose-stimulated insulin secretion in vitro and increases glucose uptake in human skeletal muscle cells. Cafestol also has a weak inhibitory effect on osteoclastogenesis and promotes osteoblast differentiation.

Fórmula: C₂₀H₂₈O₃

Pureza: 95%~99%

Peso molecular: 316.441

Ref: BP-BP1763

CAFESTOL

CAS: 469-83-0

Cafestol, an ERK inhibitor, suppresses PGE2 and COX-2 by blocking NF-kB in LPS-stimulated RAW264.7 cells.

Fórmula: C₂₀H₂₈O₃

Pureza: 97.06% - 99.08%

Cor e Forma: Solid

Peso molecular: 316.43

Ref: TM-T5727

Cafestol

CAS: 469-83-0

Oxygen-heterocyclic compound

Fórmula: C₂₀H₂₈O₃

Pureza: ≥ 98.0 % (HPLC)

Cor e Forma: Powder

Peso molecular: 316.44

Ref: 5G-82294

Cafestol (>85%)

Produto Controlado

CAS: 469-83-0

Applications Cafestol is a diterpene molecule that displays anti-carcinogenic properties in studies.
References Higgins, L.G. et al.: Tox. App. Pharma., 226, 328 (2008); Schilter, B. et al.: Carcinogenesis, 17, 2377 (1996);

Fórmula: C₂₀H₂₈O₃

Pureza: >85%

Cor e Forma: Neat

Peso molecular: 316.43

Ref: TR-C079900

Cafestol

CAS: 469-83-0

Cafestol is a diterpene compound, which is primarily sourced from coffee beans. It is found in the oily fraction of coffee, particularly in unfiltered types like French press and Turkish coffee. Its mode of action involves influencing lipid metabolism in the liver. Specifically, cafestol acts as an agonist for certain nuclear receptors, including FXR and PXR, which play a role in bile acid regulation and lipid homeostasis.Cafestol is known to have a notable impact on cholesterol levels. It causes an increase in serum cholesterol by reducing the excretion of bile acids, consequently enhancing cholesterol reabsorption. Due to its pronounced effects on cholesterol metabolism, cafestol is a compound of interest in cardiovascular research, especially in the context of dietary factors influencing heart health. Scientists are exploring its broader implications on lipid-related diseases and how modifying coffee preparation methods can mitigate its impact on health.

Fórmula: C₂₀H₂₈O₃

Pureza: Min. 95%

Cor e Forma: Powder

Peso molecular: 316.43 g/mol

Ref: 3D-AAA46983