CAS 469-83-0

Cafestol

Descripción:

Cafestol es un compuesto natural que se encuentra principalmente en el café, particularmente en las infusiones de café sin filtrar. Es un diterpeno, específicamente un tipo de labdano, y se conoce por su estructura similar a los lípidos. Cafestol es reconocido por sus posibles efectos sobre la salud, incluyendo su capacidad para aumentar los niveles de colesterol en la sangre, lo que ha sido objeto de investigación en relación con el consumo de café y la salud cardiovascular. El compuesto también se destaca por sus propiedades antioxidantes, contribuyendo a los beneficios generales para la salud asociados con el café. Cafestol es soluble en disolventes orgánicos pero tiene una solubilidad limitada en agua, lo cual es típico de muchos compuestos lipofílicos. Su presencia en el café varía significativamente dependiendo del método de preparación; por ejemplo, métodos como la prensa francesa o el café turco retienen más Cafestol en comparación con el café filtrado. Comprender las características de Cafestol es esencial para evaluar su impacto en la salud y la nutrición, así como su papel en la compleja química del 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

Clave 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

Forma y color: White to off white, Powder

Peso molecular: 316.44

Ref: 02-J65355

Cafestol

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Peso molecular: 316.44

Ref: 4Z-C-433003

CAFESTOL

CAS: 469-83-0

CAFESTOL

Fórmula: C₂₀H₂₈O₃

Pureza: ≥95%

Peso molecular: 316.43

Ref: 54-BUP06803

Cafestol

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Pureza: ≥ 98.0%

Forma y color: White to off-white powder

Peso molecular: 316.44

Ref: 7W-GY0451

CAFESTOL (Standard)

CAS: 469-83-0

CAFESTOL (Standard) is a reference standard for research and analysis in studies involving CAFESTOL. CAFESTOL is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway.

Fórmula: C₂₀H₂₈O₃

Forma y color: Solid

Peso molecular: 316.4345

Ref: TM-TMSM-2238

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

(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

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Pureza: 98%

Forma y color: Solid

Peso molecular: 316.4345

Ref: IN-DA003AGF

Cafestol (>85%)

Producto 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%

Forma y color: Neat

Peso molecular: 316.43

Ref: TR-C079900

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%

Forma y color: Yellow Solid

Peso molecular: 316.4345

Ref: TM-T5727

Cafestol

CAS: 469-83-0

Oxygen-heterocyclic compound

Fórmula: C₂₀H₂₈O₃

Pureza: ≥ 98.0 % (HPLC)

Forma y color: Powder

Peso molecular: 316.44

Ref: 5G-82294

Cafestol

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Peso molecular: 316.4

Ref: BE-RMT12787

CAFESTOL

CAS: 469-83-0

Fórmula: C₂₀H₂₈O₃

Peso molecular: 316.4

Ref: BE-RMCC013000

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%

Forma y color: Powder

Peso molecular: 316.43 g/mol

Ref: 3D-AAA46983