CAS 469-83-0

Cafestol

Beschreibung:

Cafestol ist eine natürliche Verbindung, die hauptsächlich im Kaffee vorkommt, insbesondere in unfiltrierten Kaffeezubereitungen. Es ist ein Diterpen, spezifisch eine Art von Labdan, und ist bekannt für seine lipidähnliche Struktur. Cafestol wird für seine potenziellen gesundheitlichen Auswirkungen anerkannt, einschließlich seiner Fähigkeit, die Cholesterinwerte im Blut zu erhöhen, was ein Forschungsthema im Zusammenhang mit dem Kaffeekonsum und der Herz-Kreislauf-Gesundheit war. Die Verbindung ist auch für ihre antioxidativen Eigenschaften bekannt, die zu den allgemeinen gesundheitlichen Vorteilen beitragen, die mit Kaffee verbunden sind. Cafestol ist in organischen Lösungsmitteln löslich, hat jedoch eine begrenzte Löslichkeit in Wasser, was für viele lipophile Verbindungen typisch ist. Sein Vorkommen im Kaffee variiert erheblich je nach Zubereitungsmethode; zum Beispiel behalten Methoden wie die French Press oder türkischer Kaffee mehr Cafestol im Vergleich zu gefiltertem Kaffee. Das Verständnis der Eigenschaften von Cafestol ist entscheidend, um seine Auswirkungen auf Gesundheit und Ernährung sowie seine Rolle in der komplexen Chemie des Kaffees zu bewerten.

Formel: C₂₀H₂₈O₃

InChl: 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

InChI Key: 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]

Synonyme:

• (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

Formel: C₂₀H₂₈O₃

Farbe und Form: White to off white, Powder

Molekulargewicht: 316.44

Ref: 02-J65355

Cafestol

CAS: 469-83-0

Formel: C₂₀H₂₈O₃

Reinheit: %

Farbe und Form: Solid

Molekulargewicht: 316.4345

Ref: IN-DA003AGF

Cafestol

CAS: 469-83-0

Formel: C₂₀H₂₈O₃

Reinheit: ≥ 98.0%

Farbe und Form: White to off-white powder

Molekulargewicht: 316.44

Ref: 7W-GY0451

CAFESTOL

CAS: 469-83-0

CAFESTOL

Reinheit: ≥95%

Molekulargewicht: 316.43g/mol

Ref: 54-BUP06803

Cafestol

CAS: 469-83-0

Formel: C₂₀H₂₈O₃

Molekulargewicht: 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.

Formel: C₂₀H₂₈O₃

Reinheit: 95%~99%

Molekulargewicht: 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.

Formel: C₂₀H₂₈O₃

Reinheit: 97.06% - 99.08%

Farbe und Form: Solid

Molekulargewicht: 316.43

Ref: TM-T5727

Cafestol

CAS: 469-83-0

Oxygen-heterocyclic compound

Formel: C₂₀H₂₈O₃

Reinheit: ≥ 98.0 % (HPLC)

Farbe und Form: Powder

Molekulargewicht: 316.44

Ref: 5G-82294

Cafestol (>85%)

Kontrolliertes Produkt

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);

Formel: C₂₀H₂₈O₃

Reinheit: >85%

Farbe und Form: Neat

Molekulargewicht: 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.

Formel: C₂₀H₂₈O₃

Reinheit: Min. 95%

Farbe und Form: Powder

Molekulargewicht: 316.43 g/mol

Ref: 3D-AAA46983