6894-43-5

Basic information

• Product Name: KAHWEOL
• Synonyms: KAHWEOL;(3bS)-3b,4,5,6,7,8,9,10,10aα,10b-Decahydro-7β-hydroxy-10bβ-methyl-5aβ,8β-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol;[3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta)]-3b,4,5,6,7,8,9,10,10a,10b-Decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol
• CAS NO: 6894-43-5
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.42
• Product Categories: Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 6894-43-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 88-90℃
• Boiling Point: 476.6 °C at 760 mmHg
• Flash Point: 242 °C
• Appearance: Off-white to yellow solid.
• Density: 1.25 g/cm³
• Vapor Pressure: 6.87E-10mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: −20°C
• PKA: 14.43±0.40(Predicted)
• CAS DataBase Reference: KAHWEOL(CAS DataBase Reference)
• NIST Chemistry Reference: KAHWEOL(6894-43-5)
• EPA Substance Registry System: KAHWEOL(6894-43-5)

Safety Data

• Hazardous Substances Data: 6894-43-5(Hazardous Substances Data)

Usage

Description

Kahweol is an antioxidant diterpene found in unfiltered coffee, known for its anti-inflammatory and anti-angiogenic properties. It has gained attention for its potential use in antitumoral therapies and its ability to inhibit metastasis by modulating the expressions of MMPs and VEGF via STAT3 inactivation.

Uses

Used in Pharmaceutical Industry:
Kahweol is used as an antitumor agent for its potential role in inhibiting metastasis and modulating the expressions of MMPs and VEGF via STAT3 inactivation.
Used in Antioxidant Applications:
Kahweol is used as an antioxidant in various products, thanks to its ability to combat oxidative stress and protect cells from damage.
Used in Anti-inflammatory Applications:
Kahweol is used as an anti-inflammatory agent, helping to reduce inflammation and promote overall health.
Used in Anti-angiogenic Applications:
Kahweol is used as an anti-angiogenic compound, potentially preventing the formation of new blood vessels that support tumor growth.

InChI:InChI=1/C20H26O3/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/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1

Relevant articles and documents

Preparation of cafestol

A process for the preparation of cafestol from kahweol wherein the kahweol is hydrogenated in the presence of a partially deactivated palladium catalyst on a calcium carbonate or active carbon support conditioned by lead. A process for preparing a mixture of cafestol and kahweol by treating coffee oil with anhydrous methanol in the presence of a basic catalyst is also disclosed.